The Best Hotels Closest to Chatham Windmill in Chatham - 2026 Updated Prices

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Our top choices for Chatham Windmill hotels

A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.

A covered porch with white columns and a pathway leading to a door.

Four sun loungers aligned along a poolside with a tiled floor.

A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.

1. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Jacob

4.363.580 ₫

5.940.445 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 sign for the Escape Inn Hotel with the address 1237.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

2. The Escape Inn

19.5 km from Chatham Windmill

Marcegui

2.320.195 ₫

2.655.676 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

A hotel room with a bed, a desk, a chair, a fireplace, and artwork on the walls.

A compact room with a kitchenette, a dining table with four chairs, a lamp, and a painting on the wall.

3. A Beach Breeze Inn

12.4 km from Chatham Windmill

William

3.334.134 ₫

3.815.903 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A brick building with a white picket fence, a lawn, and a sign for Skaket Beach Motel.

A covered patio with a round table and four chairs.

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

4. Skaket Beach Motel

12 km from Chatham Windmill

Wayne

3.359.980 ₫

3.845.497 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

A white bicycle with brown tires parked outside a building with a wooden exterior.

A beachfront property with a wooden deck, a sign labeled "SHOWER," and surfboards stored outside.

A modern kitchen with white cabinets, a built-in oven, and a view of the ocean through large windows.

5. Chatham Tides

6.2 km from Chatham Windmill

Chad

4.163.791 ₫

4.765.458 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

6. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

4.153.452 ₫

4.753.625 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

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

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

7. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Dvir

7.832.630 ₫

8.964.168 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

8. Rodeway Inn Orleans - Cape Cod

13.2 km from Chatham Windmill

Aldrick

2.847.971 ₫

3.259.503 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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 hotel room with two beds, a sofa, a desk, and a window with curtains.

9. Blue Rock Resort

18.3 km from Chatham Windmill

Camille

2.452.873 ₫

2.835.690 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

10. The Villages at Ocean Edge

13 km from Chatham Windmill

Myunghee

3.103.177 ₫

4.734.815 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A table set with plates, glasses, a mug, and a blue hydrangea.

A swimming pool with a fountain, surrounded by greenery and a gazebo.

A two-story building with a sign reading "The Orchard House."

A garden with a white pergola, various plants, and a large tree.

11. Brewster by the Sea Inn

15.8 km from Chatham Windmill

louis

7.857.184 ₫

8.992.599 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

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.

12. Four Points by Sheraton Eastham Cape Cod

19.1 km from Chatham Windmill

Michelle

3.163.550 ₫

3.620.683 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

A resort with a swimming pool, beach area, and a large building with a dome structure.

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

A dining area with tables set for two, overlooking a body of water with a sailboat.

13. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Uk Jin

9.201.482 ₫

11.268.278 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A two-story building with a sign for 'Ambassador Inn & Suites'.

A hotel with a row of windows, a parking lot, and a garden with marigold flowers.

A reception area with a wooden counter, a red mat, and a painting of a bridge.

An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.

14. Ambassador Inn & Suites

19 km from Chatham Windmill

Kevin

3.437.260 ₫

4.153.635 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

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

15. All Seasons Resort, Trademark Collection by Wyndham

19.6 km from Chatham Windmill

Dilma

2.442.447 ₫

3.105.655 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A living room with a sofa, a chair, a television, and a hallway leading to another room.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

16. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

10.855.320 ₫

13.902.951 ₫ total

includes taxes & fees

24 Oct - 25 Oct

A two-story house with a white picket fence, a blue door, and a porch with white railings.

A two-story house with a white picket fence, a porch with outdoor furniture, and a mailbox.

A residential building with a white picket fence, a mailbox, and a variety of flowering plants.

A living room with a sofa, two armchairs, a glass coffee table, and a rug.

17. An English Garden Bed & Breakfast

13.7 km from Chatham Windmill

Donna M.

4.975.613 ₫

6.434.108 ₫ total

includes taxes & fees

6 Nov - 7 Nov

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

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

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

A beach with numerous blue umbrellas and lounge chairs.

18. The Mansion at Ocean Edge

13.3 km from Chatham Windmill

Pamela

4.439.050 ₫

6.559.660 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A motel with a swimming pool, parking lot, and a small gazebo.

A swimming pool with a wooden deck and a covered seating area with string lights.

A living room with a fireplace, a television displaying a nature scene, and a dining area with a table and chairs.

A bedroom with a large bed, a TV mounted on the wall, and a skylight.

19. Jonathan Edwards Motel

14.5 km from Chatham Windmill

Katerin

2.768.107 ₫

3.168.100 ₫ total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Greyfinch Chatham Inn	8.8 Excellent 295 reviews	View
The Escape Inn	9.4 Exceptional 802 reviews	View
A Beach Breeze Inn	9.6 Exceptional 298 reviews	View
Skaket Beach Motel	9.2 Wonderful 504 reviews	View
Chatham Tides	9.4 Exceptional 791 reviews	View

Hotels recommended for families near Chatham Windmill

A large house with a patio area featuring outdoor furniture and a well-lit garden.

A garden with a pergola structure, a pathway, and a seating area.

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.

A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

Chatham Wayside Inn

Chatham

4.396.405 ₫

6.156.001 ₫ total

includes taxes & fees

2 Nov - 3 Nov

Greyfinch Chatham Inn

Chatham

4.363.580 ₫

5.940.445 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A coastal scene with a large group of seals resting on the shore.

A coastal view with a beach, boats, and a house with a lawn and lamp post.

A house with a grassy yard and a view of the water.

A set of outdoor brick steps leading to a building with a white balcony.

The Hawthorne

Chatham

8.500.749 ₫

9.728.951 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.

A covered porch with a lattice design, a stone pathway, and a view of a garden.

A house surrounded by dense trees and a gravel path leading to the front door.

A circular wooden structure with illuminated edges in a garden setting.

Pleasant Bay Village Resort

Chatham

6.241.809 ₫

7.143.751 ₫ total

includes taxes & fees

25 Oct - 26 Oct

Chatham Tides

South Chatham

4.163.791 ₫

4.765.458 ₫ total

includes taxes & fees

15 Nov - 16 Nov

Wequassett Resort and Golf Club

Harwich

9.201.482 ₫

11.268.278 ₫ total

includes taxes & fees

8 Nov - 9 Nov

Top Chatham Windmill Hotel Reviews

Greyfinch Chatham Inn

10/10 Excellent

"Quaint smaller property. Room was spacious and bed very comfortable. Had a plug issue and was fixed immediately. Grounds are immaculate. Sat by the fire pit in back area near the pool. Great location a minute away from downtown Chatham."

Captain's House Inn

10/10 Excellent

"Staff was great and the property is well maintained and beautiful. Great stay."

Chatham Bars Inn

10/10 Excellent

"Amazing property and staff."

The Hawthorne

8/10 Good

"Beautiful spot with wonderful views of Chatham Bars without the crazy experience of Chatham Bars Inn"

Surfside Inn Chatham

10/10 Excellent

"In the hallway to our room was a step which was very hard to see and my wife tripped on it and almost fell because of it - it should be marked with a paint line and written notice of its presence! You might consider having juice available for breakfast - orange or apple or both. Overall a pleasant place to stay!"

Other attractions near Chatham Windmill

A lighthouse with an American flag, a white building with a red roof, and a cloudy sky.

Chatham Lighthouse

9.4/10 (173 reviews)

Learn about the local history of Chatham when you take a trip to Chatham Lighthouse. Wander through the beautiful beaches and seaside in this trendy area.

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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)

Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area.

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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 a restful holiday is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to visit during your trip to Chatham. Stroll along this trendy area's seaside or simply enjoy its seafood restaurants.

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Chase Park

You can take time to visit Chase Park during your travels to Chatham. Wander the beautiful beaches in this trendy area.

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Mayo House

8.0/10 (3 reviews)

Learn about the local history of Chatham with a stop at Mayo House. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Atwood House Museum

6.0/10 (1 review)

You can spend an afternoon browsing the exhibits at Atwood House Museum in Chatham. Stroll along the beautiful beaches in this trendy area or visit its seafood restaurants.

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Chatham Seaside Links

9.2/10 (20 reviews)

Enjoy a round of golf in Chatham at Chatham Seaside Links. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

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Chatham Railroad Museum

8.8/10 (3 reviews)

You can spend an afternoon browsing the exhibits at Chatham Railroad Museum in Chatham. Stroll along the area's seaside or simply savour its seafood restaurants.

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Frequently asked questions

What's the area like around Chatham Windmill?

Chatham Windmill is located in a trendy area of Chatham known for its top seafood restaurants and sporting events. If you're looking for a convenient place to stay, take a look at the 154 hotels and other accommodation options you'll find within a mile.

How many hotels are there close to Chatham Windmill?

Expedia has 154 hotels and other accommodation options within a mile from Chatham Windmill.

If I need to cancel the hotel reservation for my stay near Chatham Windmill, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best deals near Chatham Windmill.

What can I see and do near Chatham Windmill?

You'll want to browse the collections at Atwood House Museum, Chatham Railroad Museum and Chatham Shark Center. Some landmarks that you won't want to miss include Chatham Lighthouse, Chatham Lighthouse Beach and Mayo House. Dip your toes in the water at Hardings Beach, Ridgevale Beach and Red River Beach.

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Treat yourself

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Check prices for these dates

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Our top choices for Chatham Windmill hotels

1. Greyfinch Chatham Inn

2. The Escape Inn

3. A Beach Breeze Inn

4. Skaket Beach Motel

5. Chatham Tides

6. Charm on Main by Ocean Edge

7. Candleberry Inn on Cape Cod

8. Rodeway Inn Orleans - Cape Cod

9. Blue Rock Resort

10. The Villages at Ocean Edge

11. Brewster by the Sea Inn

12. Four Points by Sheraton Eastham Cape Cod

13. Wequassett Resort and Golf Club

14. Ambassador Inn & Suites

15. All Seasons Resort, Trademark Collection by Wyndham

16. The Villa Callo Inn

17. An English Garden Bed & Breakfast

18. The Mansion at Ocean Edge

19. Jonathan Edwards Motel

Compare popular hotels close to Chatham Windmill

Hotels recommended for families near Chatham Windmill

Chatham Wayside Inn

Greyfinch Chatham Inn

The Hawthorne

Pleasant Bay Village Resort

Chatham Tides

Wequassett Resort and Golf Club

Top Chatham Windmill Hotel Reviews

Greyfinch Chatham Inn

Captain's House Inn

Chatham Bars Inn

The Hawthorne

Surfside Inn Chatham

Other attractions near Chatham Windmill

Chatham Lighthouse

Veterans Field

Chatham Lighthouse Beach

Chase Park

Mayo House

Atwood House Museum

Chatham Seaside Links

Chatham Railroad Museum

Frequently asked questions

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