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Hotels in Chesapeake

November 2026
December 2026

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Oct 30 - Nov 1
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Nov 6 - Nov 8

Where to stay in Chesapeake?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chesapeake on Hotels.com. These Chesapeake hotels consistently deliver on quality, location and traveler experience. Last updated on October 25, 2026.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.

1. Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
CNY734
CNY857 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

2. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
CNY703
CNY822 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.

3. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
CNY561
CNY659 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Suites Chesapeake - Norfolk
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.

4. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
CNY618
CNY724 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn and Suites By Marriott Chesapeake
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.

5. Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
CNY714
CNY834 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk
A modern lounge area with seating, tables, and hanging lights.
A modern hotel lobby with a curved reception desk, seating area, and a large digital screen.
A breakfast area with a counter displaying various food options, including yogurt, pancakes, and eggs. There are signs indicating the availability of these items, and a coffee machine is visible on the counter.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.

6. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
CNY595
CNY711 total
includes taxes & fees
Nov 22 - Nov 23
TRU by Hilton Chesapeake, VA
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A gym with treadmills, exercise balls, and dumbbells.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a telephone, and a framed picture on the wall.

7. Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
CNY634
CNY742 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Chesapeake - Norfolk by IHG
A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.
A modern gym with treadmills, a stationary bike, and dumbbells.
A modern building with a sign reading 'Hyatt Studios.' It features a flat facade with evenly spaced windows and a ground-level entrance.
A self-checkout area with a 24/7 market, refrigerated beverage dispensers, and shelves stocked with snacks and beverages.

8. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
CNY561
CNY659 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Studios Chesapeake
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

9. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
CNY820
CNY957 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
A pool table with a billiard cue and balls, large windows, and a patterned carpet.
A spacious lobby with a fireplace, comfortable seating, and a dining area.
A conference room with a long table, multiple chairs, a sofa, and large windows with blinds.

10. Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
CNY980
CNY1,141 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Chesapeake Greenbrier
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

11. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
CNY715
CNY836 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake
A workspace with two computers, a printer, and two black leather chairs.
A hotel room with two beds, a desk, a television, and a lamp.
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and red umbrellas.
A modern hotel building with large windows and a parking lot.

12. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
CNY578
CNY678 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

13. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
CNY539
CNY633 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Chesapeake
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.
Reception
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

14. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier
CNY894
CNY1,041 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Chesapeake Greenbrier
A hotel reception area with a reception desk, a coffee machine, and a self-service beverage station.
A patio with a table and chairs, a flagpole with flags, and a building with a green roof.
A hotel entrance with a sign for Homewood Suites Hilton, featuring a large building with multiple windows and a parking area.
A hotel dining area with multiple tables and chairs, a bar, and a television mounted on the wall.

15. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
Greenbrier
CNY788
CNY933 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Chesapeake-Greenbrier
A Hilton Garden Inn with a well-lit entrance and a covered parking area.
A banquet hall with round tables, white chairs with brown sashes, and floral centerpieces.
A hotel room with two beds, a TV, a desk, and a kitchenette.
An outdoor patio area with wicker furniture, a round table, and a blue umbrella.

16. Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier
CNY792
CNY937 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chesapeake/Greenbrier
An outdoor patio area with stone walls, outdoor furniture, and string lights.
A Fairfield by Marriott hotel with a modern design, a covered entrance, and outdoor seating area.
A modern hotel lobby with a central bar area, seating arrangements, and large windows providing natural light.
A reception area with wooden reception desks, a wall with a vertical garden, and a ceiling with recessed lighting.

17. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Western Branch North
CNY596
CNY699 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
A spacious lobby with a reception desk, green seating, and a large TV screen.
A hotel with a brick facade, a flat roof, and a large entrance.
An indoor swimming pool with clear water, a reception desk, and a few lounge chairs.
A buffet with labeled trays of turkey sausage and cookies.

18. Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
CNY527
CNY619 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Hotel & Suites Chesapeake by IHG
An outdoor seating area with wicker furniture and a central fire feature.
A Courtyard by Marriott hotel with a modern facade, multiple balconies, and a well-lit entrance.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
A restaurant with multiple tables and chairs, a bar area with a counter and shelves of bottles, and a television mounted on the wall.

19. Courtyard by Marriott Chesapeake

Courtyard by Marriott Chesapeake
Greenbrier
CNY651
CNY762 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Chesapeake
A hotel room with a bed, a desk with a chair, a sofa, a TV, and a window with curtains.
A compact kitchen with a central island, a dining area with a table and chairs, a sofa, and a TV in a living room area.
A reception area with a counter, seating, and a coffee machine.
A gym with treadmills, benches, dumbbells, and a mirrored wall.

20. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
CNY560
CNY658 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Chesapeake/Suffolk by IHG
View all properties

Check out pet-friendly hotels in Chesapeake

A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.
A modern gym with treadmills, a stationary bike, and dumbbells.
A modern building with a sign reading 'Hyatt Studios.' It features a flat facade with evenly spaced windows and a ground-level entrance.
A self-checkout area with a 24/7 market, refrigerated beverage dispensers, and shelves stocked with snacks and beverages.

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier
CNY561
CNY659 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Studios Chesapeake
A modern lounge area with seating, tables, and hanging lights.
A modern hotel lobby with a curved reception desk, seating area, and a large digital screen.
A breakfast area with a counter displaying various food options, including yogurt, pancakes, and eggs. There are signs indicating the availability of these items, and a coffee machine is visible on the counter.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier
CNY595
CNY711 total
includes taxes & fees
Nov 22 - Nov 23
TRU by Hilton Chesapeake, VA
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
CNY714
CNY834 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk
A workspace with two computers, a printer, and two black leather chairs.
A hotel room with two beds, a desk, a television, and a lamp.
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and red umbrellas.
A modern hotel building with large windows and a parking lot.

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake
CNY578
CNY678 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
CNY715
CNY836 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
CNY734
CNY857 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake
A hotel room with a bed, a desk with a chair, a sofa, a TV, and a window with curtains.
A compact kitchen with a central island, a dining area with a table and chairs, a sofa, and a TV in a living room area.
A reception area with a counter, seating, and a coffee machine.
A gym with treadmills, benches, dumbbells, and a mirrored wall.

Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North
CNY560
CNY658 total
includes taxes & fees
Nov 8 - Nov 9
Candlewood Suites Chesapeake/Suffolk by IHG
A modern hotel room with a bed, sofa, and a painting on the wall.
An outdoor patio with seating, a grill, and a view of trees and a building.
A modern hotel room with a kitchenette, a bed, a window with curtains, and a view of the outdoors.
A gym with treadmills, weight machines, and a brick wall.

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North
CNY638
CNY747 total
includes taxes & fees
Nov 8 - Nov 9
YourSpace Hotels Chesapeake
A hotel room with a bed, a desk, a chair, a TV, and a mirror.
A coffee station with a coffee machine, sugar packets, and creamer containers.
A bathroom with a round mirror, sink, and towel rack.
A Red Roof Inn with a red roof, beige walls, and a stone facade.

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
Chesapeake
CNY474
CNY559 total
includes taxes & fees
Oct 28 - Oct 29
Red Roof Inn Chesapeake Conference Center
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
CNY820
CNY957 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG
View all properties

You may also like hotels with pools in Chesapeake

A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier
CNY561
CNY659 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Suites Chesapeake - Norfolk
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier
CNY618
CNY724 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn and Suites By Marriott Chesapeake
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
CNY539
CNY633 total
includes taxes & fees
Nov 8 - Nov 9
Wingate by Wyndham Chesapeake
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
CNY714
CNY834 total
includes taxes & fees
Nov 20 - Nov 21
Delta Hotels by Marriott Chesapeake Norfolk
A large indoor swimming pool with a sunlit floor, a reception desk, and a seating area with chairs.
A hotel lobby with multiple seating areas, including sofas, chairs, and round tables. There are wall-mounted lamps, a television, and framed pictures on the walls.
An interior hallway with a patterned carpet, an exit door, framed pictures on the wall, and an elevator.
A hotel room with two beds, a desk with a chair, a flat-screen TV, a mirror, and a bedside lamp.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier
CNY703
CNY822 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier
CNY734
CNY857 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Chesapeake
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A gym with treadmills, exercise balls, and dumbbells.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a telephone, and a framed picture on the wall.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake
CNY634
CNY742 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Chesapeake - Norfolk by IHG
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier
CNY715
CNY836 total
includes taxes & fees
Nov 8 - Nov 9
Aloft by Marriott Chesapeake
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
CNY820
CNY957 total
includes taxes & fees
Nov 1 - Nov 2
Staybridge Suites Chesapeake by IHG
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
A pool table with a billiard cue and balls, large windows, and a patterned carpet.
A spacious lobby with a fireplace, comfortable seating, and a dining area.
A conference room with a long table, multiple chairs, a sofa, and large windows with blinds.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier
CNY980
CNY1,141 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Chesapeake Greenbrier
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Go beyond your typical stay in Chesapeake

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Spa
Spa
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Apart­ment
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Family friendly
Family friendly
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Apart hotel
Apart hotel
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Condo
Condo
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Villa
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Cottage
Cottage
Our prices for hotels in Chesapeake are cheapest in December

Price trends for hotels in Chesapeake

Pricing is based on two traveler single night rates
View properties in October

October

High 21°C / low 15°C. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chesapeake

A wooden pier extending into a calm lake, surrounded by dense trees.
Photo by Kaylee Spinhirn
A person standing on a boat deck facing a foggy landscape with a ship in the distance and the sun setting on the horizon.
Photo by Jeff Dickson
A large building with a prominent arched entrance and a green roof.
A building with a large arched entrance, surrounded by trees and a parking lot.
A building with a large arched entrance, a sign reading "Dillard's," and well-maintained landscaping.

Greenbrier

Greenbrier offers the perfect suburban escape with all the comforts of home. Wander through the leafy Chesapeake Arboretum or hit Greenbrier Mall for some serious retail therapy. Oak Grove Lake Park provides a peaceful spot for afternoon strolls while Chesapeake City Park hosts family-friendly activities. You might catch locals enjoying bowling at Bowlero Chesapeake on weekends. Dining options center around familiar chain restaurants with comfortable, family-friendly atmospheres. Hotels cluster near shopping areas with standard amenities and reasonable rates. A car is essential for getting around this sprawling neighborhood, as public transit is limited and destinations are spread out across typical suburban distances.

A long bridge extending over a turquoise body of water.

Great Bridge

Great Bridge's historic waterways will captivate history buffs and outdoor enthusiasts alike. The Revolutionary War battlefield offers a fascinating glimpse into America's past, while scenic paths along the Elizabeth River provide perfect spots for afternoon strolls. Families can enjoy fishing from public piers or watching boats navigate the Intracoastal Waterway through the lock system. Local seafood restaurants serve up Chesapeake Bay specialties like fresh crab cakes and oysters. Most attractions require a car to reach, though the neighborhood's wide streets and ample parking make navigation simple. Chain hotels provide comfortable bases for exploring this quiet suburban community with its rich historical roots.

A building with a clock tower, surrounded by pink flowers and greenery.
A long pier extending into the ocean at sunset.
A building with a sign reading "CHESAPEAKE SQUARE".

Western Branch North

Western Branch North offers a peaceful suburban escape with tree-lined streets and family-friendly vibes. Spend afternoons exploring local parks or challenge friends to a game at Bowlero Western Branch. When you need retail therapy, Chesapeake Square Mall has you covered, while Cinemark provides entertainment for movie buffs. Dining options feature casual American fare at family restaurants scattered along main roads. Most travelers choose vacation rentals in comfortable single-family homes, giving you space to spread out. A rental car is essential for getting around this residential area, as public transit is limited but parking is always plentiful.

A city skyline at dusk with illuminated buildings and a calm waterfront.
A coastal cityscape with a large ship docked at a port, modern buildings, and a river.
A forest path surrounded by tall trees with autumn leaves.
Photo by Sarah Chiricosta

South Norfolk

South Norfolk's well-preserved buildings transport you back to early 20th century America with its charming maritime and railroad heritage. The neighborhood invites leisurely strolls past Craftsman bungalows and Colonial Revival homes with classic wraparound porches. Between walks through tree-lined streets, check out Portlock Galleries at SoNo or enjoy the peaceful atmosphere of Crestwood Park. This quiet residential area offers authentic Southern comfort food at family-owned diners that won't break the bank. B&Bs in converted historic homes provide personalized service with full breakfast included. Getting around is easiest by car, though the historic core is perfectly walkable with ample free street parking throughout the neighborhood.

Deep Creek South

Suburban community with a rural touch, Deep Creek is connected to the historic Dismal Swamp Canal, a National Historic Civil Engineering Landmark. Located along the original U.S. Highway 17 route, it offers easy access to nearby attractions.

Top landmarks in Chesapeake

A large building with a prominent arched entrance and a green roof.

Greenbrier Mall

8.4/10 (837 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier. Why not take a stroll along the beaches and watch the sunset while you're here?
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A building with a clock tower, surrounded by pink flowers and greenery.

Chesapeake Square Mall

8.2/10 (429 reviews)
If you want to give your credit card some exercise, head out to Chesapeake Square Mall in Western Branch North.
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A modern building with a curved glass facade and a sign reading "Chesapeake Conference Center."

Chesapeake Conference Center

7.8/10 (169 reviews)
Chesapeake Conference Center is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A wooden bridge over a calm river surrounded by dense forest.

Chesapeake City Park

8.2/10 (180 reviews)
Chesapeake City Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A solitary tree in a swampy area with water around its base.

Lake Drummond

7.8/10 (12 reviews)
Lake Drummond is 15.2 mi (24.5 km) from central Chesapeake, why not stop by during your stay.
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A wooden pier extending into a calm lake, surrounded by dense trees.
Photo by Kaylee Spinhirn

Oak Grove Lake Park

7.6/10 (39 reviews)
Oak Grove Lake Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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Chesapeake Golf Club

7.4/10 (93 reviews)
You might want to practice your swing at Chesapeake Golf Club, a golf course located 3.8 mi (6.1 km) from central Chesapeake. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. If Chesapeake Golf Club doesn't quite scratch your golfing itch, Chesapeake Golf and Country Club is also nearby.
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Chesapeake Veterans' Memorial

8.0/10 (79 reviews)
If you're planning a bit of sightseeing head to Chesapeake Veterans' Memorial— just one of the monuments in Great Bridge. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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Learn more about Chesapeake

A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Center before exploring the Great Dismal Swamp National Wildlife Refuge's mysterious wetlands. Oak Grove Lake Park offers family-friendly trails where locals fish in peaceful seclusion. The Chesapeake Arboretum's 48 acres showcase native trees along winding paths that feel miles from civilization. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialties. The city's waterfront areas reveal its maritime heritage, with inlets and waterways that once served as crucial trade routes. Don't miss the wildlife viewing platforms where patient observers spot eagles and herons in their natural habitat.

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A beach at sunset with a pier extending into the water.

Check out reviews of Chesapeake hotels guests love

A modern hotel room with a bed, sofa, and a painting on the wall.
An outdoor patio with seating, a grill, and a view of trees and a building.
A modern hotel room with a kitchenette, a bed, a window with curtains, and a view of the outdoors.
A gym with treadmills, weight machines, and a brick wall.

YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
Western Branch North

10/10 Exceptional

United States
Amanda
YourSpace Hotels Chesapeake
A modern lobby with a wooden reception desk, seating area, and a vending machine.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.
A hotel sign with a crescent moon logo and the name 'Comfort Suites'.
A hotel room with a bed, a desk, a chair, a sofa, and a small table.

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier

10/10 Exceptional

United States
Mary
Comfort Suites Chesapeake - Norfolk
A modern kitchen with a central island, bar stools, pendant lighting, and a large wall-mounted artwork.
A spacious living area with a sofa, coffee table, and dining set.
A hotel room with a large bed, a desk with a chair, a small table, and a lamp.
A snack and beverage area with shelves stocked with snacks and a refrigerator with beverages.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier

10/10 Exceptional

United States
Nadiya
Fairfield Inn and Suites By Marriott Chesapeake
A modern hotel exterior with outdoor seating, a covered patio, and a car parked nearby.
A modern gym with treadmills, a stationary bike, and dumbbells.
A modern building with a sign reading 'Hyatt Studios.' It features a flat facade with evenly spaced windows and a ground-level entrance.
A self-checkout area with a 24/7 market, refrigerated beverage dispensers, and shelves stocked with snacks and beverages.

Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
Greenbrier

10/10 Exceptional

United States
Helen
Hyatt Studios Chesapeake
A modern lounge area with seating, tables, and hanging lights.
A modern hotel lobby with a curved reception desk, seating area, and a large digital screen.
A breakfast area with a counter displaying various food options, including yogurt, pancakes, and eggs. There are signs indicating the availability of these items, and a coffee machine is visible on the counter.
A hotel exterior with a 'tru by Hilton' sign, a parking area, and a fire lane.

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier

10/10 Exceptional

United States
Lilli
TRU by Hilton Chesapeake, VA
A hotel room with two beds, a desk with a chair, a TV, and a window with a city view.
A gym with treadmills, exercise balls, and dumbbells.
A modern hotel room with a built-in coffee maker, a flat-screen TV, and a wooden desk.
A room with a blue sofa, a small table, a microwave, a telephone, and a framed picture on the wall.

Holiday Inn Express Chesapeake - Norfolk by IHG

Holiday Inn Express Chesapeake - Norfolk by IHG
Chesapeake

10/10 Exceptional

United States
Lisa
Holiday Inn Express Chesapeake - Norfolk by IHG
A modern hotel building with a prominent sign for Delta Hotels Marriott.
A modern kitchen with a breakfast bar, various food containers, and a 'PANTRY' sign.
An indoor swimming pool with clear glass walls, white lounge chairs, and a tiled floor.
An outdoor patio area with tables and chairs, string lights, and a canopy.

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake

10/10 Exceptional

United States
Shanon
Delta Hotels by Marriott Chesapeake Norfolk
An indoor swimming pool with a hot tub, surrounded by lounge chairs and potted plants.
A patio area with wicker furniture and a stone fire pit, surrounded by a stone wall and a pool.
A hotel room with a kitchenette, a dining area, a bed, a TV, and a window with curtains.
A modern kitchen area with a stone wall, a flat-screen TV, a Coca-Cola refrigerator, a coffee machine, and a fruit bowl.

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake

10/10 Exceptional

United States
Anonymous traveler
Staybridge Suites Chesapeake by IHG
An outdoor seating area with cushioned benches, a fire feature, and ambient lighting.
A modern bar area with a neon sign, a fireplace, and a seating area with sofas and ottomans.
A hotel with a modern facade, large glass windows, and a prominent 'aloft hotels' sign.
A modern hotel lobby with a central seating area, a reception desk, and a staircase leading to an upper level.

Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
Greenbrier

10/10 Exceptional

United States
Marijean
Aloft by Marriott Chesapeake
A modern lobby with a grey sofa, yellow armchairs, and a wooden coffee table.
A modern lobby with a curved wall, seating area, and a fireplace.
An indoor swimming pool with clear windows, a ladder, and a lifeguard chair.
A bar area with a counter, a beverage dispenser, and several bar stools.

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier

10/10 Exceptional

United States
Howard
Hyatt Place Chesapeake
A workspace with two computers, a printer, and two black leather chairs.
A hotel room with two beds, a desk, a television, and a lamp.
A rectangular swimming pool with a clear blue water, surrounded by lounge chairs and red umbrellas.
A modern hotel building with large windows and a parking lot.

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Chesapeake

10/10 Exceptional

United States
Esther
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
An outdoor patio area with brick walls, a fire pit, and outdoor furniture.
A pool table with a billiard cue and balls, large windows, and a patterned carpet.
A spacious lobby with a fireplace, comfortable seating, and a dining area.
A conference room with a long table, multiple chairs, a sofa, and large windows with blinds.

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier

10/10 Exceptional

United States
alicia
Residence Inn by Marriott Chesapeake Greenbrier
An outdoor patio area with stone walls, outdoor furniture, and string lights.
A Fairfield by Marriott hotel with a modern design, a covered entrance, and outdoor seating area.
A modern hotel lobby with a central bar area, seating arrangements, and large windows providing natural light.
A reception area with wooden reception desks, a wall with a vertical garden, and a ceiling with recessed lighting.

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Western Branch North

10/10 Exceptional

United States
Deborah
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
A modern restaurant with a central bar area, multiple seating options including high tables and bar stools, and a flat-screen TV mounted on a wooden panel.
Reception
A hotel room with a large bed, two bedside tables with lamps, a sofa, a TV, and a painting on the wall.
An indoor swimming pool with blue-tiled walls, seating areas, and potted plants.

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier

10/10 Exceptional

United States
Jamie
SpringHill Suites by Marriott Chesapeake Greenbrier
A hotel room with a bed, a desk with a chair, a sofa, a TV, and a window with curtains.
A compact kitchen with a central island, a dining area with a table and chairs, a sofa, and a TV in a living room area.
A reception area with a counter, seating, and a coffee machine.
A gym with treadmills, benches, dumbbells, and a mirrored wall.

Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
Western Branch North

10/10 Exceptional

United States
Max
Candlewood Suites Chesapeake/Suffolk by IHG
A hotel lobby with a reception desk, seating area, and dining tables.
A hotel room with a gray sofa, a small table, a lamp, a patterned carpet, and a wooden desk with a lamp.
A hotel room with a large bed, a desk, a chair, a television, and a small trash can.
A swimming pool with a tiled deck, a sign indicating spa hours, and a Whirlpool logo on the wall.

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake

10/10 Exceptional

United States
Jennifer
Wingate by Wyndham Chesapeake
A Hilton Garden Inn with a well-lit entrance and a covered parking area.
A banquet hall with round tables, white chairs with brown sashes, and floral centerpieces.
A hotel room with two beds, a TV, a desk, and a kitchenette.
An outdoor patio area with wicker furniture, a round table, and a blue umbrella.

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier

10/10 Exceptional

United States
Lisa
Hilton Garden Inn Chesapeake/Greenbrier

Frequently Asked Questions

How much does a hotel room cost in Chesapeake?

You can find top hotels in Chesapeake from CNY403 with options to suit your budget and needs. If you're looking for an affordable hotel in Chesapeake that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Chesapeake hotels?

Discover great deals on Chesapeake hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Chesapeake hotels.

Can I book Chesapeake hotels with free cancellation?

To book a refundable Chesapeake hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Chesapeake?

Our travelers' favorite pet-friendly hotels in Chesapeake include:

You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Chesapeake.

What are some of the best hotels in Chesapeake for couples?

Choose a top-rated Chesapeake romantic hotel and enjoy your couple's getaway. Our travelers love Delta Hotels by Marriott Chesapeake Norfolk, a hotel with a restaurant and an indoor pool. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Chesapeake for couples on Hotels.com.

What are some of the best kid-friendly hotels in Chesapeake?

Some of the most well reviewed Chesapeake hotels for kids include Delta Hotels by Marriott Chesapeake Norfolk and SpringHill Suites by Marriott Chesapeake Greenbrier. Delta Hotels by Marriott Chesapeake Norfolk is a kid-friendly hotel with a guest score of 8.6 out of 10 plus family-friendly amenities like an indoor pool and a coffee shop/cafe. Check out SpringHill Suites by Marriott Chesapeake Greenbrier in Greenbrier with a guest score of 8. This popular hotel has an indoor pool and a free full breakfast, as well as free cribs in the guestrooms. Discover more kid-friendly hotels in Chesapeake by using the Hotels.com "Family friendly" filter in your search.

What are the top Chesapeake hotels with a pool?

Discover some of the best Chesapeake hotels with a pool for a little extra luxury on your trip. Delta Hotels by Marriott Chesapeake Norfolk is a great hotel with an indoor pool and a guest rating of 8.6 out of 10. Plus, you can make the most of its restaurant and bar/lounge. Aloft by Marriott Chesapeake is a popular hotel in Greenbrier that features an indoor pool along with a bar/lounge and a coffee shop/cafe. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chesapeake with a pool.

What are some of the best Chesapeake hotels with free parking?

If you're exploring by car, finding a great Chesapeake hotel with free parking is a win. Our travelers' favorites include:

What are some popular hotels in central Chesapeake?

If you're looking for hotels in central Chesapeake, check out Hilton Norfolk The Main and Courtyard by Marriott Norfolk Downtown. Travelers love Hilton Norfolk The Main for its location, as well as the indoor pool, 3 restaurants and bar/lounge this hotel offers. Courtyard by Marriott Norfolk Downtown is another popular central hotel with an indoor pool, a hot tub and a restaurant. Stay at one of these hotels for easy access to top sights like Waterside District and Greenbrier Mall. Downtown Norfolk and Greenbrier are some of the most central neighborhoods for your Chesapeake vacation.

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