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

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Our top choices for Chatham Windmill hotels

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.

1. Chatham Wayside Inn

0.5 km from Chatham Windmill

Ashley

฿6,010

฿8,339 total

includes taxes & fees

29 Oct - 30 Oct

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.

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".

2. Chatham Bars Inn

1.1 km from Chatham Windmill

Yousuf Hussain

฿13,122

฿15,018 total

includes taxes & fees

3 Nov - 4 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 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.

3. A Beach Breeze Inn

12.4 km from Chatham Windmill

Debra

฿4,329

฿4,955 total

includes taxes & fees

27 Oct - 28 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.

4. Blue Rock Resort

18.3 km from Chatham Windmill

Daisy

฿3,182

฿3,679 total

includes taxes & fees

4 Oct - 5 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 compact living space with a dining area, kitchenette, and a television.

A covered patio with a round table and four chairs.

5. Skaket Beach Motel

12 km from Chatham Windmill

Wayne

฿4,363

฿4,993 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

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

6. Rodeway Inn Orleans - Cape Cod

13.2 km from Chatham Windmill

amanda

฿3,507

฿4,013 total

includes taxes & fees

6 Oct - 7 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 nighttime pool area with lounge chairs and a lifebuoy.

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

7. The Escape Inn

19.5 km from Chatham Windmill

Toby

฿2,845

฿3,257 total

includes taxes & fees

1 Nov - 2 Nov

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

฿6,705

฿7,674 total

includes taxes & fees

12 Oct - 13 Oct

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.

9. Brewster Green Resort

12 km from Chatham Windmill

Margaret

฿6,614

฿7,570 total

includes taxes & fees

19 Oct - 20 Oct

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

A staircase with ornate brass handrails and a mirror.

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

10. Whalewalk Inn and Spa

14.2 km from Chatham Windmill

Purav

฿8,683

฿9,938 total

includes taxes & fees

13 Oct - 14 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 hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

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

11. Candleberry Inn on Cape Cod

14 km from Chatham Windmill

Susan

฿10,705

฿12,252 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

12. The Villages at Ocean Edge

13 km from Chatham Windmill

Myunghee

฿4,254

฿6,405 total

includes taxes & fees

1 Nov - 2 Nov

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

A swimming pool with blue lounge chairs aligned along the edge.

13. GuestLodge

17.9 km from Chatham Windmill

Dennis

฿2,431

฿2,783 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.

14. Ambassador Inn & Suites

19 km from Chatham Windmill

Kevin

฿4,134

฿5,017 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 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.

15. Chatham Tides

6.2 km from Chatham Windmill

Craig

฿6,675

฿7,639 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.

16. The Corsair & Cross Rip Oceanfront Resort

13.8 km from Chatham Windmill

Timothy Jon

฿3,024

฿3,746 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

17. All Seasons Resort, Trademark Collection by Wyndham

19.6 km from Chatham Windmill

Michael

฿3,322

฿4,205 total

includes taxes & fees

19 Oct - 20 Oct

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

A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.

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

18. Dennis Port Surf Club (Boutique Hotel)

14.8 km from Chatham Windmill

effie

฿3,299

฿3,775 total

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

19. Wequassett Resort and Golf Club

6 km from Chatham Windmill

Angela

฿13,625

฿16,686 total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

20. Sesuit Harbor House

18.9 km from Chatham Windmill

Natasha

฿8,988

฿10,287 total

includes taxes & fees

4 Oct - 5 Oct

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Compare popular hotels close to Chatham Windmill

Property	Property class	Guest rating
Chatham Wayside Inn	9.2 Wonderful 741 reviews	View
Chatham Bars Inn	9.2 Wonderful 867 reviews	View
A Beach Breeze Inn	9.6 Exceptional 295 reviews	View
Blue Rock Resort	8.6 Excellent 775 reviews	View
Skaket Beach Motel	9.2 Wonderful 501 reviews	View

Top Chatham Windmill Hotel Reviews

Greyfinch Chatham Inn

10/10 Excellent

"Perfect location. Straight up honesty, it’s not a resort or a newly appointed hotel, but the location is perfect for walking in to town and the rooms are clean and quiet. Compared to other Cape hotels, this is unbeatable for price, quality and location."

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."

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!"

The Hawthorne

8/10 Good

"So what I enjoyed most about this hotel was the ocean from view from my room. Our staff was very friendly and helpful, but definitely come back."

Other attractions 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)

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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Our top choices for Chatham Windmill hotels

1. Chatham Wayside Inn

2. Chatham Bars Inn

3. A Beach Breeze Inn

4. Blue Rock Resort

5. Skaket Beach Motel

6. Rodeway Inn Orleans - Cape Cod

7. The Escape Inn

8. Charm on Main by Ocean Edge

9. Brewster Green Resort

10. Whalewalk Inn and Spa

11. Candleberry Inn on Cape Cod

12. The Villages at Ocean Edge

13. GuestLodge

14. Ambassador Inn & Suites

15. Chatham Tides

16. The Corsair & Cross Rip Oceanfront Resort

17. All Seasons Resort, Trademark Collection by Wyndham

18. Dennis Port Surf Club (Boutique Hotel)

19. Wequassett Resort and Golf Club

20. Sesuit Harbor House

Compare popular hotels close to Chatham Windmill

Top Chatham Windmill Hotel Reviews

Greyfinch Chatham Inn

Old Harbor Inn

Surfside Inn Chatham

The Hawthorne

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