Hotels near Chatham Windmill Chatham

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Where to stay near Chatham Windmill?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night near Chatham Windmill on Hotels.com. These hotels close to Chatham Windmill consistently deliver on quality, location and traveler experience. Last updated on October 3, 2026.

A pathway leading to a beach with boats in the background and a building with a tower.

A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

1. Chatham Bars Inn

1.1 km from Chatham Windmill

Carla

CNY2,651

CNY3,034 total

includes taxes & fees

Nov 2 - Nov 3

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

A modern kitchen with stainless steel appliances, wooden cabinets, and a marble countertop.

A sandy beach with gentle waves and a clear sky.

A building with a red door, black shutters, and hanging flower baskets.

2. Eagle Wing Inn - Cape Cod

14.8 km from Chatham Windmill

CNY878

CNY1,005 total

includes taxes & fees

Oct 4 - Oct 5

A two-story house with a symmetrical facade, a central entrance, and a flag.

A living room with two armchairs, a sofa, a fireplace, and a window with curtains.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

3. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Nina

CNY2,139

CNY2,448 total

includes taxes & fees

Oct 11 - Oct 12

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

A golf course with sand bunkers, trees, and a clear blue sky.

A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

4. The Villages at Ocean Edge

13 km from Chatham Windmill

Angela

CNY850

CNY1,280 total

includes taxes & fees

Nov 1 - Nov 2

A backyard with a fire pit, outdoor seating, string lights, and a hammock.

A modern living room with a large blue sectional sofa, a woven coffee table, and a large window offering a view of the street.

A room with arcade games, a TV, a large window, and a plant.

A pool area with lounge chairs, a hot tub, and string lights.

5. Dennis Port Surf Club (Boutique Hotel)

14.8 km from Chatham Windmill

chris

CNY659

CNY754 total

includes taxes & fees

Oct 6 - Oct 7

A large, multi-story beachfront hotel with a prominent balcony and multiple windows.

A waterfront property with outdoor seating, a long pathway, and a view of the sea.

A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.

A grassy area with a building in the background, a flag, and several parked cars.

6. Lighthouse Inn

17.7 km from Chatham Windmill

Martha

CNY749

CNY858 total

includes taxes & fees

Oct 4 - Oct 5

An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.

A gym with various exercise equipment, large windows, and a view of the outside.

A modern living area with a brick fireplace, orange armchairs, a glass coffee table, and a view of the outdoors through large windows.

A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."

7. All Seasons Resort, Trademark Collection by Wyndham

19.6 km from Chatham Windmill

Andrzej

CNY664

CNY840 total

includes taxes & fees

Oct 12 - Oct 13

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

A modern bar area with a central island, bar stools, and hanging pendant lights.

A modern restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

8. Four Points by Sheraton Eastham Cape Cod

19.1 km from Chatham Windmill

Gary r

CNY906

CNY1,037 total

includes taxes & fees

Nov 1 - Nov 2

A beach with clear blue water, a sandy shore, and rocky outcrops.

A bedroom with a bed, a window with curtains, and a view of the outdoors.

A Kingfisher Oceanside building with a white picket fence, picnic tables, and solar panels on the roof.

A building with a sign reading "Kingfisher Oceanside 15".

9. Kingfisher Oceanside

14.8 km from Chatham Windmill

David

CNY1,223

CNY1,400 total

includes taxes & fees

Oct 4 - Oct 5

A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

A rooftop bar with outdoor seating and a view of the water.

An outdoor patio with tables and chairs, umbrellas, and a bar area.

10. The Mansion at Ocean Edge

13.3 km from Chatham Windmill

Joanne

CNY1,152

CNY1,702 total

includes taxes & fees

Oct 25 - Oct 26

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

A clear blue swimming pool with a metal ladder, surrounded by lounge chairs and an American flag.

A hotel room with a bed, two nightstands, a chair, a fireplace, and wall art.

11. A Beach Breeze Inn

12.4 km from Chatham Windmill

Barrett

CNY865

CNY990 total

includes taxes & fees

Oct 12 - Oct 13

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building.

A hotel reception area with a blue wall, a reception desk, a large window, and a welcome mat.

A hotel room with a large bed, two bedside tables, a wall-mounted painting, and a patterned carpet.

12. Rodeway Inn Orleans - Cape Cod

13.2 km from Chatham Windmill

robert

CNY701

CNY802 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

A covered patio with a round table and four chairs.

A compact living space with a dining area, kitchenette, and a television.

A breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

13. Skaket Beach Motel

12 km from Chatham Windmill

Mary Anne

CNY872

CNY998 total

includes taxes & fees

Oct 12 - Oct 13

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A two-story building with a white picket fence, a 'No Lifeguard on Duty' sign, and a 'Shallow Water No Diving' warning sign.

A nighttime pool area with lounge chairs and a lifebuoy.

A sign for the Escape Inn Hotel with the address 1237.

14. The Escape Inn

19.5 km from Chatham Windmill

Jasmin

CNY569

CNY651 total

includes taxes & fees

Nov 1 - Nov 2

A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.

A large beachfront property with a pool, outdoor seating, and a covered patio.

An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.

A hotel room with two beds, a dining table with chairs, a TV mounted on the wall, and large windows offering a view of the sea.

15. The Corsair & Cross Rip Oceanfront Resort

13.8 km from Chatham Windmill

Lisa

CNY604

CNY749 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A row of white, two-story buildings with a white fence in front, likely a motel or small hotel.

A sign for Blue Rock Golf Course surrounded by a variety of colorful flowers.

16. Blue Rock Resort

18.3 km from Chatham Windmill

Jacqueline

CNY636

CNY735 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.

A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.

A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

17. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Wendy

CNY2,714

CNY3,324 total

includes taxes & fees

Oct 19 - Oct 20

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.

A pool area with lounge chairs and umbrellas, surrounded by trees.

A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

18. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

ken

CNY1,340

CNY1,534 total

includes taxes & fees

Oct 4 - Oct 5

A park with green grass, trees, and a clear blue sky.

A staircase with ornate brass handrails and a mirror.

A two-story house with a porch, surrounded by lush greenery and flowering bushes.

A spa area with a hot tub and a swimming pool, surrounded by large windows and potted plants.

19. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

John

CNY1,735

CNY1,986 total

includes taxes & fees

Oct 13 - Oct 14

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

A wooden picnic table with a white umbrella, surrounded by greenery and a blue wall.

A motel with a two-story structure, a flagpole with an American flag, and a parking lot with yellow curbs and directional arrows.

A reception area with a blue and white color scheme, a map on the wall, and a bookshelf filled with travel brochures.

20. GuestLodge

17.9 km from Chatham Windmill

Philip

CNY486

CNY556 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Chatham Bars Inn	9.2 Wonderful 867 reviews	View
Eagle Wing Inn - Cape Cod	9.8 Exceptional 460 reviews	View
Candleberry Inn on Cape Cod	10.0 Exceptional 149 reviews	View
The Villages at Ocean Edge	8.4 Very good 1,001 reviews	View
Dennis Port Surf Club (Boutique Hotel)	9.4 Exceptional 50 reviews	View

Other landmarks near Chatham Windmill

A lighthouse with a glass enclosure and metal railing, set against a partly cloudy sky.

Chatham Lighthouse

9.4/10 (173 reviews)

If you're planning a bit of sightseeing during your trip, head to Chatham Lighthouse— just one of the landmarks located 1 mi (1.6 km) from central Chatham. Why not take a stroll along the beaches and watch the sunset while you're here?

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A baseball game at night with players on the field and a house in the background.

Veterans Field

9.6/10 (9 reviews)

Veterans Field is in the heart of Chatham, so why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?

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A beach with people walking and standing on the sand, and the ocean in the background.

Chatham Lighthouse Beach

9.2/10 (46 reviews)

If want to top up your tan, you might want to head out to Chatham Lighthouse Beach, located 1.2 mi (2 km) from central Chatham. Enjoy the sunset by the shore at Hardings Beach, Ridgevale Beach, and Red River Beach.

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Chase Park

Chase Park is worth a visit, located 0.4 mi (0.6 km) from central Chatham.

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Mayo House

8.0/10 (3 reviews)

If you're planning a bit of sightseeing during your trip, head to Mayo House— just one of the monuments in central Chatham. Why not take a stroll along the beaches and watch the sunset while you're here?

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Atwood House Museum

6.0/10 (1 review)

If museums are on your list of things to see in Chatham, then you might want to head to Atwood House Museum. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to see more of the museums in Chatham, Chatham Railroad Museum and Chatham Shark Center aren't far.

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Chatham Seaside Links

9.2/10 (20 reviews)

You might want to play some rounds at Chatham Seaside Links, located 0.4 mi (0.7 km) from central Chatham. Why not take a stroll along the beaches and watch the sunset while you're here? If Chatham Seaside Links doesn't quite scratch your golfing itch, Captains Golf Course, and Captain's Cove Golf Course are also nearby.

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Chatham Railroad Museum

8.8/10 (3 reviews)

The center of Chatham is home to cultural attractions like Chatham Railroad Museum, so you might want to stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Chatham has to offer, head to Chatham Fish Pier, Chatham Lighthouse, and Chatham Lighthouse Beach.

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Frequently Asked Questions

What are the best hotels near Chatham Windmill?

Guests love staying at Chatham Wayside Inn, which is a hotel near Chatham Windmill.
Queen Anne Inn is also well reviewed by travelers and is 19 minutes away on foot.
With 7,903 hotels, vacation rentals, and other accommodations in the area, you'll have plenty to choose from.

How much does it cost to stay in a hotel near Chatham Windmill?

Visit Hotels.com, enter your search criteria, and sort by price to see the lowest rates. You'll find a variety of room prices depending on when and where you plan to go.

Take a look at the lowest price per night from CNY485

What cheap hotels are close to Chatham Windmill?

For an economical hotel close to Chatham Windmill, consider Bayside Resort Hotel, which offers a free buffet breakfast, free parking, and free in-room WiFi.

Can I find hotels close to Chatham Windmill that are fully refundable?

Yes, you'll find many hotels that offer refundable room rates as long as you cancel by the cancellation deadline. To find refundable rates, select the "Fully refundable" filter when searching for hotels.

Both Doubletree by Hilton Cape Cod - Hyannis and Margaritaville Resort Cape Cod are highly rated hotels near Chatham Windmill that offer these rates.

What are the best romantic hotels near Chatham Windmill?

If you are looking for a romantic stay, Chatham Bars Inn offers a beach, a beach bar, and a restaurant. It's a short 3-minute drive from Chatham Windmill.
Another great option is Captain's House Inn, which is a short drive away.

What are the best hotels close to Chatham Windmill with free breakfast?

Start your day nourished with a free continental breakfast at Chatham Wayside Inn, which is steps from Chatham Windmill.
Winstead Beach Resort is also a recommended place to stay with a free self-serve breakfast, and it's located a short drive away.

Which hotels near Chatham Windmill have rooms with great views?

Enjoy rooms with garden views at Old Harbor Inn, which is steps from Chatham Windmill.
Also recommended is Queen Anne Inn, which has rooms with garden or pool views.

What are the best family hotels close to Chatham Windmill?

The entire family will enjoy a stay at Chatham Wayside Inn which offers children's meals, a seasonal outdoor pool, and a garden-view restaurant. Chatham Windmill is just steps away.
Also consider Greyfinch Chatham Inn as another great choice for your family's trip.

What are the best luxury hotels near Chatham Windmill?

Indulge yourself when you stay at Chatham Bars Inn, which is a short 3-minute drive from Chatham Windmill and offers a full-service spa, a seasonal outdoor pool, and a sauna.
Another luxe option is Wequassett Resort and Golf Club, which is a short drive away.

What are the best hotels near Chatham Windmill with free parking?

If you're traveling by car, Chatham Wayside Inn offers free parking and you'll be steps from Chatham Windmill.
Another property that offers free parking is Queen Anne Inn, which is 19 minutes away on foot.

What are the best hotels near Chatham Windmill with a pool?

Travelers can enjoy the seasonal outdoor pool at Chatham Wayside Inn. Chatham Windmill is steps from the hotel.
Another great choice for a hotel with a pool is Queen Anne Inn.

What cheap motels can I book close to Chatham Windmill?

To stay economically near Chatham Windmill, you can book Greyfinch Chatham Inn, which offers a seasonal outdoor pool and proposal/romance packages.
Also consider The Chatham Motel, which is another inexpensive motel in the area.

What are the best things to see and do around my hotel near Chatham Windmill?

You can check out sights near Chatham Windmill like Chatham Lighthouse Beach, Skaket Beach, and Breakwater Beach.
Other places in the area are Sea Street Beach, Chatham Lighthouse, and Nickerson State Park.

What are the best pet-friendly hotels close to Chatham Windmill?

Bring your beloved pet along when you stay at Wequassett Resort and Golf Club, which is a short 11-minute drive from Chatham Windmill.
A second pet-friendly hotel is Starlight Lodge Cape Cod. The lodge offers an off-leash area and food and water bowls.