A large brick house with a green roof, surrounded by lush gardens and trees.

Hotels in Sherwood

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Where to stay in Sherwood?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Sherwood on Hotels.com. These Sherwood hotels consistently deliver on quality, location and traveler experience. Last updated on October 15, 2026.

A marina with boats docked at wooden piers, surrounded by greenery.

A covered patio area with wicker furniture and a view of a building with large windows.

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

A waterfront property with houses, a dock, and a grassy area.

1. Knapps Narrows Marina & Inn

Sherwood

CNY1,004

CNY1,104 total

includes taxes & fees

Oct 18 - Oct 19

A waterfront property with a covered patio, a dock, and a boat.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A waterfront hotel with a covered dock and a large building with multiple balconies.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

2. Wylder Tilghman Island

Tilghman

CNY1,626

CNY2,124 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

A large building with a swimming pool, dock, and green surroundings.

A spacious indoor dining area with large windows, tables, and chairs.

3. The Tilghman Island Inn

Tilghman

CNY1,238

CNY1,362 total

includes taxes & fees

Oct 20 - Oct 21

A two-story house with a porch, a front door, and a small garden area.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

4. The Wildset

Downtown St. Michaels

CNY1,533

CNY1,853 total

includes taxes & fees

Nov 9 - Nov 10

A room with a view of a wooden deck and a gazebo by the water.

A hotel room with a large bed, a chair, a desk, and a television.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

5. Inn at Perry Cabin

Downtown St. Michaels

CNY3,554

CNY3,909 total

includes taxes & fees

Nov 3 - Nov 4

A two-story building with a covered entrance and an American flag.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A hotel room with two beds, a chair, and a painting on the wall.

6. St Michaels Inn

St. Michaels

CNY536

CNY590 total

includes taxes & fees

Nov 1 - Nov 2

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

7. Parsonage Inn

Downtown St. Michaels

CNY1,673

CNY1,840 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

8. George Brooks House B&B

St. Michaels

CNY1,295

CNY1,425 total

includes taxes & fees

Nov 2 - Nov 3

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A beach with clear water, sandy shore, and some vegetation.

9. Sandaway Suites & Beach

Oxford

CNY2,008

CNY2,208 total

includes taxes & fees

Oct 22 - Oct 23

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

10. The Oaks Waterfront

Easton

CNY2,945

CNY3,240 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

11. Holiday Inn Express Easton by IHG

Easton

CNY997

CNY1,097 total

includes taxes & fees

Oct 18 - Oct 19

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel with a covered entrance, multiple floors, and a parking lot.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

12. Fairfield Inn & Suites by Marriott Easton

Easton

CNY905

CNY995 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

A modern kitchen with a bar area, wooden flooring, and blue bar stools.

A modern kitchen with a large island, bar stools, and a wine rack.

A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.

13. Anchored Inn at Hidden Harbour Marina

Deale

CNY1,241

CNY1,415 total

includes taxes & fees

Oct 20 - Oct 21

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

14. Rod 'N' Reel Resort

Chesapeake Beach

CNY968

CNY1,074 total

includes taxes & fees

Oct 22 - Oct 23

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

15. Best Western Plus Easton Inn & Suites

Easton

CNY797

CNY877 total

includes taxes & fees

Nov 15 - Nov 16

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

16. Hampton Inn Easton

Easton

CNY856

CNY941 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

An outdoor event area with round tables and a view of the water.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

17. Hyatt Place Kent Narrows & Marina

Grasonville

CNY1,017

CNY1,129 total

includes taxes & fees

Oct 25 - Oct 26

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

18. The Tidewater Inn

Easton

CNY1,198

CNY1,318 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

A gym with a treadmill, elliptical, and stationary bike.

19. Baymont by Wyndham Easton

Easton

CNY596

CNY656 total

includes taxes & fees

Oct 18 - Oct 19

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.

A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

20. Hummingbird Inn

Easton

CNY1,982

CNY2,256 total

includes taxes & fees

Oct 28 - Oct 29

View all properties

Go beyond your typical stay in Sherwood

Top landmarks in Sherwood

Goat Island

Goat Island is 1.5 mi (2.4 km) from central Sherwood, why not stop by during your stay.

See properties

Back Creek Community Park

Back Creek Community Park is worth a visit, located 2.8 mi (4.5 km) from central Sherwood.

See properties

Learn more about Sherwood

Sherwood is well-known for its attractions such as Knapp's Narrows Marina & Inn and Goat Island.

See all hotels in Sherwood

Check out reviews of Sherwood hotels guests love

Knapps Narrows Marina & Inn

Sherwood

10/10 Exceptional

Stan and Joan

The Tilghman Island Inn

Tilghman

10/10 Exceptional

Sean

Wylder Tilghman Island

Tilghman

10/10 Exceptional

We had a great time at the Wylder Inn on Tilghman Island (20-21 May). This is a great spot for a quick getaway, and there are many things to do on site and in the area if you want to stay longer. The staff was welcoming and responsive from our arrival to departure when our key was collected from our car so we didn't have to get out in the rain. The Continental Breakfast had a variety of items to start the day right and the fire pits provided a relaxing venue at the end of the day. We look...

Alan

Inn at Perry Cabin

Downtown St. Michaels

10/10 Exceptional

Norm

Parsonage Inn

Downtown St. Michaels

10/10 Exceptional

Sandaway Suites & Beach

Oxford

10/10 Exceptional

joseph

George Brooks House B&B

St. Michaels

10/10 Exceptional

Excellent B&B with a pool! the pool was clutch because we were there probably on the hottest days of the year so going in after a long day of walking around was nice. Used the pool until 10pm. Food was good, room was clean, people were nice. What else could you ask for. The only thing I noticed (and it wasn't a big deal) was the mirror in the room was too low on the wall (I'm 5'8 and still had to bend a little) and there was only one mirror so if you're in a hurry getting ready with your spouse...

Anonymous traveler

Anchored Inn at Hidden Harbour Marina

Deale

10/10 Exceptional

We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.

Rico

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Exceptional

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

Hummingbird Inn

Easton

10/10 Exceptional

My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...

Robert

Hyatt Place Kent Narrows & Marina

Grasonville

10/10 Exceptional

Joe

Best Western Plus Easton Inn & Suites

Easton

10/10 Exceptional

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

Holiday Inn Express Easton by IHG

Easton

10/10 Exceptional

Belinda

Two Adirondack chairs facing a calm body of water with a clear sky above.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A reception desk with a modern design, a digital display, and a check-in counter.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Exceptional

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Exceptional

Chuck

Hampton Inn Easton

Easton

10/10 Exceptional

Anonymous traveler

St Michaels Inn

St. Michaels

10/10 Exceptional

Lori

A hot tub in a grassy area with a building in the background.

A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.

A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

A pool with two Adirondack chairs and a basket of items on the grass.

The Inn at Tacaro Estate

Tracys Landing

10/10 Exceptional

Tamara

Frequently Asked Questions

How much does a hotel room cost in Sherwood?

You can choose a great hotel in Sherwood from CNY536 with properties to suit all budgets and needs. To find an affordable hotel in Sherwood that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

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

Discover great deals on Sherwood hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Sherwood hotels.

Can I book Sherwood hotels with free cancellation?

In order to book a refundable Sherwood hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many 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 Sherwood?

Our travelers' top pet-friendly hotels in Sherwood include:

Lowes Wharf Marina Inn: An inn with a guest rating of 7.8 out of 10

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

What are the top Sherwood hotels with a pool?

For some added luxury, discover the best Sherwood hotels with a pool. Knapps Narrows Marina & Inn is a great hotel with a seasonal outdoor pool and a guest rating of 9.4 out of 10. Plus, you can make the most of its free continental breakfast and free bicycle rentals. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Sherwood with a pool.

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

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

Knapps Narrows Marina & Inn: A hotel with an average guest rating of 9.4 out of 10
Lowes Wharf Marina Inn: An inn with an average guest rating of 7.8

What are some popular hotels in central Sherwood?

If you're looking for hotels in central Sherwood, check out Inn at Perry Cabin and Knapps Narrows Marina & Inn. Travelers love Inn at Perry Cabin for its location, as well as the outdoor pool, full-service spa and hot tub this hotel offers. Knapps Narrows Marina & Inn is another popular central hotel with a seasonal outdoor pool, a free continental breakfast and free bicycle rentals. Downtown St. Michaels is a central neighborhood for your Sherwood vacation.

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