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

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.

1. The Hawthorne

0.9 km from Chatham Windmill

Richard

NT$10,578

NT$12,106 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

2. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

NT$11,345

NT$12,984 total

includes taxes & fees

Nov 12 - Nov 13

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

A living room with wicker furniture, a fireplace, and a staircase.

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.

3. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

NT$5,760

NT$7,991 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

4. Greyfinch Chatham Inn

1.5 km from Chatham Windmill

Jacob

NT$5,471

NT$7,439 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

5. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

NT$9,746

NT$11,154 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

6. Sea Meadow Inn

14.9 km from Chatham Windmill

Joanne

NT$9,671

NT$11,235 total

includes taxes & fees

Oct 21 - Oct 22

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

A staircase with ornate brass handrails and a mirror.

7. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

Purav

NT$8,322

NT$9,524 total

includes taxes & fees

Oct 16 - Oct 17

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

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

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.

8. Charm on Main by Ocean Edge

13.2 km from Chatham Windmill

Kathleen

NT$6,961

NT$7,967 total

includes taxes & fees

Oct 18 - Oct 19

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 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.

9. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

NT$4,149

NT$4,748 total

includes taxes & fees

Oct 18 - Oct 19

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

Anthony

NT$5,181

NT$5,930 total

includes taxes & fees

Nov 9 - Nov 10

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 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.

11. The Escape Inn

19.5 km from Chatham Windmill

Toby

NT$2,887

NT$3,305 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

12. Pelham on Earle

11.7 km from Chatham Windmill

Colleen

NT$6,078

NT$7,513 total

includes taxes & fees

Oct 26 - Oct 27

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.

13. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Angela

NT$13,016

NT$15,939 total

includes taxes & fees

Oct 19 - Oct 20

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 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.

14. Skaket Beach Motel

12 km from Chatham Windmill

Wayne

NT$4,181

NT$4,785 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

15. Brewster by the Sea Inn

15.8 km from Chatham Windmill

Grace

NT$9,777

NT$11,190 total

includes taxes & fees

Nov 4 - Nov 5

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

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

A playground with two blue slides and a climbing structure.

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

16. Brewster Green Resort

12 km from Chatham Windmill

Margaret

NT$9,233

NT$10,568 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

17. Winstead Inn

9.6 km from Chatham Windmill

Karen

NT$8,442

NT$9,662 total

includes taxes & fees

Oct 19 - Oct 20

A house with a brick exterior, white exterior walls, and a front porch with white chairs.

A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.

A beach with a fallen tree, clear blue water, and a forested shoreline.

A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.

18. Chatham Seafarer Inn

4.2 km from Chatham Windmill

Ian

NT$7,489

NT$8,571 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

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

19. The Villa Callo Inn

13.6 km from Chatham Windmill

Shawn

NT$13,508

NT$17,300 total

includes taxes & fees

Oct 16 - Oct 17

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

Two people riding bicycles on a sidewalk with a house in the background.

20. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

NT$10,385

NT$11,886 total

includes taxes & fees

Oct 16 - Oct 17

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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 Bars Inn	9.2 Wonderful 871 reviews	View
Chatham Wayside Inn	9.2 Wonderful 752 reviews	View
Greyfinch Chatham Inn	8.8 Excellent 293 reviews	View
Candleberry Inn on Cape Cod	10.0 Exceptional 150 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 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 NT$3,305

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chatham Windmill hotels

1. The Hawthorne

2. Chatham Bars Inn

3. Chatham Wayside Inn

4. Greyfinch Chatham Inn

5. Candleberry Inn on Cape Cod

6. Sea Meadow Inn

7. Whalewalk Inn and Spa

8. Charm on Main by Ocean Edge

9. A Beach Breeze Inn

10. Chatham Tides

11. The Escape Inn

12. Pelham on Earle

13. Wequassett Resort and Golf Club

14. Skaket Beach Motel

15. Brewster by the Sea Inn

16. Brewster Green Resort

17. Winstead Inn

18. Chatham Seafarer Inn

19. The Villa Callo Inn

20. Sesuit Harbor House

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

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