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

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Our top choices for Chatham Windmill hotels

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

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.

A coastal house with a view of the sea and beach.

1. The Hawthorne

0.9 km from Chatham Windmill

Richard

₹31,338

₹35,866 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

2. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

₹17,065

₹23,676 total

includes taxes & fees

1 Nov - 2 Nov

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

An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

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.

3. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

₹33,787

₹38,670 total

includes taxes & fees

12 Nov - 13 Nov

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.

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

A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

4. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Jacob

₹16,208

₹22,040 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A spacious living room with a wooden ceiling, large windows, a dining area with a table set for four, and a sofa with cushions.

A staircase with ornate brass handrails and a mirror.

5. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

Purav

₹20,463

₹23,420 total

includes taxes & fees

28 Oct - 29 Oct

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

6. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

₹30,395

₹34,787 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a porch, a star decoration, and outdoor seating.

A spacious living room with large windows, a patterned rug, and two sofas.

A dining table with a plate of food, a mug, and a bowl of berries.

A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.

7. Sea Meadow Inn

14.9 km from Chatham Windmill

₹26,700

₹31,016 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

8. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

₹20,624

₹23,604 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

9. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

₹12,291

₹14,068 total

includes taxes & fees

15 Oct - 16 Oct

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

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

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

A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

10. Brewster by the Sea Inn

15.8 km from Chatham Windmill

Grace

₹28,966

₹33,152 total

includes taxes & fees

8 Nov - 9 Nov

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

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

A room with a large window overlooking the sea, a white desk, and nautical-themed decor.

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

11. Chatham Tides

6.2 km from Chatham Windmill

Anthony

₹15,350

₹17,568 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

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.

12. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Angela

₹38,954

₹47,702 total

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A hotel room with a bed, a bench, a desk, a microwave, and a television.

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

A swimming pool with lounge chairs and a covered seating area.

13. Pelham on Earle

11.7 km from Chatham Windmill

Colleen

₹18,008

₹22,259 total

includes taxes & fees

28 Oct - 29 Oct

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

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

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

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

14. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

₹34,816

₹45,300 total

includes taxes & fees

23 Oct - 24 Oct

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

A nighttime pool area with lounge chairs and a lifebuoy.

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

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

15. The Escape Inn

19.5 km from Chatham Windmill

Toby

₹8,554

₹9,790 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a large abstract painting, two chandeliers, and a coffee machine.

A spacious hotel lobby with a reception desk, a dining area with chairs, and a patterned rug on the floor.

A playground with two blue slides and a climbing structure.

A building with a flag, a sign, and a pathway lined with flowers.

16. Brewster Green Resort

12 km from Chatham Windmill

Margaret

₹22,158

₹25,360 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

17. Winstead Inn

9.6 km from Chatham Windmill

Karen

₹25,012

₹28,626 total

includes taxes & fees

21 Oct - 22 Oct

A window with a view of the beach and ocean.

A room with a large window, a television, a dresser, and a chair.

A coastal property with a large grassy area, a parking lot, and buildings with a simple architectural style.

An aerial view of a coastal property with a large lawn, several buildings, and a beach in the background.

18. Nauset Beach Inn

12.5 km from Chatham Windmill

Peter

₹26,297

₹32,053 total

includes taxes & fees

5 Nov - 6 Nov

Two people seated on red chairs at a stone fire pit with a house in the background.

A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A cozy living room with a striped sofa, a small white table, and a round side table with flowers.

19. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

₹26,552

₹30,389 total

includes taxes & fees

15 Oct - 16 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 breakfast buffet with pastries, a lamp, and storage containers on a wooden table.

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

20. Skaket Beach Motel

12 km from Chatham Windmill

Wayne

₹10,776

₹12,334 total

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
The Hawthorne	9.4 Exceptional 204 reviews	View
Chatham Wayside Inn	9.2 Wonderful 752 reviews	View
Chatham Bars Inn	9.2 Wonderful 871 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 293 reviews	View
Whalewalk Inn and Spa	10.0 Exceptional 114 reviews	View

Top Chatham Windmill Hotel Reviews

Chatham Wayside Inn

10/10 Excellent

"The room was spacious and airy, cl ean and well maintained."

Chatham Bars Inn

10/10 Excellent

"We liked everything. The service was amazing and the resort is beautiful."

Old Harbor Inn

10/10 Excellent

"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."

Greyfinch Chatham Inn

10/10 Excellent

"Great stay for the price. Staff wasn’t very helpful"

The Chatham Motel

10/10 Excellent

"Excellent"

Captain's House Inn

10/10 Excellent

"This is a beautiful b&b in beautiful Chatham. We had a lovely clean room with a comfortable queen bed, fireplace and jacuzzi tub. Homemade breakfast every morning was wonderful and a tea service in the afternoon. 20 minute walk to Main St. We thoroughly enjoyed our 3 night stay !"

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.

What's the best place to stay near Chatham Windmill?

Adjacent to Chatham Windmill, Chatham Wayside Inn is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. Other good options within a short distance include Chatham Bars Inn and Queen Anne Inn.

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.

Search Hotels Near Chatham Windmill, Chatham

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Treat yourself

Be picky

Check prices for these dates

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Star rating

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Our top choices for Chatham Windmill hotels

1. The Hawthorne

2. Chatham Wayside Inn

3. Chatham Bars Inn

4. Greyfinch Chatham Inn

5. Whalewalk Inn and Spa

6. Candleberry Inn on Cape Cod

7. Sea Meadow Inn

8. Charm on Main by Ocean Edge

9. A Beach Breeze Inn

10. Brewster by the Sea Inn

11. Chatham Tides

12. Wequassett Resort and Golf Club

13. Pelham on Earle

14. The Villa Callo Inn

15. The Escape Inn

16. Brewster Green Resort

17. Winstead Inn

18. Nauset Beach Inn

19. Sesuit Harbor House

20. Skaket Beach Motel

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Chatham Wayside Inn

Chatham Bars Inn

Old Harbor Inn

Greyfinch Chatham Inn

The Chatham Motel

Captain's House 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