The Best Hotels Closest to Chatham Windmill in Chatham for 2026

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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 coastal house with a view of the sea and beach.

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

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

1. The Hawthorne

0.9 km from Chatham Windmill

Richard

AED 1,208

AED 1,383 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 living room with wicker furniture, a fireplace, and a staircase.

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

AED 658

AED 913 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 hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

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

3. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

AED 1,421

AED 1,626 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 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.

4. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Jacob

AED 625

AED 850 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

5. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

Purav

AED 789

AED 903 total

includes taxes & fees

19 Oct - 20 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 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.

6. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

AED 1,172

AED 1,341 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A house with a blue door and a number '187' on the front.

7. Sea Meadow Inn

14.9 km from Chatham Windmill

Joanne

AED 1,068

AED 1,240 total

includes taxes & fees

26 Oct - 27 Oct

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.

8. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

AED 786

AED 900 total

includes taxes & fees

21 Oct - 22 Oct

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, two nightstands, a chair, a fireplace, and wall art.

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

9. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

AED 474

AED 542 total

includes taxes & fees

13 Oct - 14 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 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.

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

10. Chatham Tides

6.2 km from Chatham Windmill

Craig

AED 592

AED 677 total

includes taxes & fees

10 Nov - 11 Nov

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

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

11. Brewster by the Sea Inn

15.8 km from Chatham Windmill

Grace

AED 1,117

AED 1,278 total

includes taxes & fees

4 Nov - 5 Nov

A two-story house with a porch, surrounded by well-maintained gardens and trees.

A porch with white chairs and a planter with flowers.

A bedroom with a four-poster bed, a television on a wooden cabinet, a plant, and a tray with glasses and a bottle.

A dining area with a checkered floor, white tables, and chairs. There are bookshelves with books and decorative items.

12. The Captain Farris House B&B

18.9 km from Chatham Windmill

Ruth Ann

AED 724

AED 839 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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 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

Angela

AED 1,508

AED 1,847 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

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

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

14. Pelham on Earle

11.7 km from Chatham Windmill

Colleen

AED 694

AED 858 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

A nighttime pool area with lounge chairs and a lifebuoy.

15. The Escape Inn

19.5 km from Chatham Windmill

Toby

AED 330

AED 377 total

includes taxes & fees

1 Nov - 2 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 cozy living room with a fireplace, a Christmas tree, and festive decorations.

16. Winstead Inn

9.6 km from Chatham Windmill

Karen

AED 964

AED 1,103 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A covered patio with a round table and four chairs.

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

17. Skaket Beach Motel

12 km from Chatham Windmill

Wayne

AED 406

AED 465 total

includes taxes & fees

21 Oct - 22 Oct

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

A dining area with a Monopoly board game, patterned chairs, and a large map on the wall.

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

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

18. Brewster Green Resort

12 km from Chatham Windmill

Margaret

AED 907

AED 1,038 total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

19. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

AED 1,036

AED 1,186 total

includes taxes & fees

14 Oct - 15 Oct

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

20. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

AED 1,435

AED 1,852 total

includes taxes & fees

14 Oct - 15 Oct

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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 749 reviews	View
Chatham Bars Inn	9.2 Wonderful 870 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

Greyfinch Chatham Inn

10/10 Excellent

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

Chatham Wayside Inn

8/10 Good

"Everything was great except for two issues. Mattress was very soft and past its prime. HVAC control unit not working properly - would get too cold and then too hot in the room."

Walk to Downtown Chatham, Steps to Beach!

10/10 Excellent

"Great stay!"

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent

"Spectacular views, perfect location. We had a great stay, was easy to stroll into town or the beach. It was hard to leave the back patio, with the beautiful view of Mill pond. Highly recommend. Communication was excellent from the owners."

The Hawthorne

8/10 Good

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

Old Harbor Inn

10/10 Excellent

"This is a lovely inn with very friendly owners and staff. The snacks and baked goods were an added plus. Breakfast was delicious, and we enjoyed our conversations with the owner.The inn is very convenient to the downtown area of Chatham,as well. We will definitely stay here again while on the Cape."

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent

"Really great place to stay. Clean. Beautiful. Walking distance to town. Lovely neighborhood. ZERO complaints."

Water View-Walk town/beach, pets considered, Linen Option

10/10 Excellent

"The house was beautiful, comfortable, convenient, clean, and well-supplied. It was in a great area. Since we happened to be there during a Nor’easter, it was also comforting to know that the house had a generator - even though we never lost power. Paul, the owner, was very easy to communicate with and answered all my questions quickly. Highly recommend!"

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 spend time at Chatham Lighthouse. Wander 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 vacation is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to seek out 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 when you take a trip to 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 studying the exhibits at Atwood House Museum during your travels in Chatham. Stroll along the beautiful beaches in this trendy area, or check out 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 during your travels in Chatham. Stroll along the area's seaside, or simply savor 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, check out the 154 hotels and other accommodations 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 traveler 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 will I find close to Chatham Windmill?

Expedia has 154 hotels and other accommodations 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! The majority of hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review top deals close to Chatham Windmill.

Where can I learn more about changing or cancelling my trip in the area near Chatham Windmill?

To access more information about picking new dates or cancelling your stay near Chatham Windmill, click here.

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.

Find hotels near Chatham Windmill, Chatham from AED 377

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Treat yourself

Be picky

Check prices for these dates

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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. Chatham Tides

11. Brewster by the Sea Inn

12. The Captain Farris House B&B

13. Wequassett Resort and Golf Club

14. Pelham on Earle

15. The Escape Inn

16. Winstead Inn

17. Skaket Beach Motel

18. Brewster Green Resort

19. Sesuit Harbor House

20. The Villa Callo Inn

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Greyfinch Chatham Inn

Chatham Wayside Inn

Walk to Downtown Chatham, Steps to Beach!

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

The Hawthorne

Old Harbor Inn

Chatham Village - Adorable Studio Apartment in Antique Home

Water View-Walk town/beach, pets considered, Linen Option

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