A windmill, a boat, and a beach.

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Check prices for these dates

Tonight
18 Sep - 19 Sep
Tomorrow
19 Sep - 20 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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Our top choices for Chatham Windmill hotels

1. Greyfinch Chatham Inn

Greyfinch Chatham Inn
1.5 km from Chatham Windmill
United Kingdom
Sara
SAR 635
SAR 865 total
includes taxes & fees
18 Oct - 19 Oct
Greyfinch Chatham Inn

2. Surfside Inn Chatham

Surfside Inn Chatham
0.8 km from Chatham Windmill
United States
Jenee
SAR 883
SAR 1,010 total
includes taxes & fees
1 Oct - 2 Oct
Surfside Inn Chatham

3. The Escape Inn

The Escape Inn
19.5 km from Chatham Windmill
United States
Chad
SAR 352
SAR 403 total
includes taxes & fees
20 Oct - 21 Oct
The Escape Inn

4. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
12.3 km from Chatham Windmill
Canada
Rosalie
SAR 379
SAR 434 total
includes taxes & fees
5 Oct - 6 Oct
Olde Tavern Motel And Inn

5. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
14.8 km from Chatham Windmill
United States
Katia
SAR 369
SAR 423 total
includes taxes & fees
29 Sep - 30 Sep
Dennis Port Surf Club (Boutique Hotel)

6. Chatham Seafarer Inn

Chatham Seafarer Inn
4.2 km from Chatham Windmill
United States
Nicholas
SAR 729
SAR 834 total
includes taxes & fees
20 Oct - 21 Oct
Chatham Seafarer Inn

7. Skaket Beach Motel

Skaket Beach Motel
12 km from Chatham Windmill
United States
Thomas
SAR 444
SAR 509 total
includes taxes & fees
13 Oct - 14 Oct
Skaket Beach Motel

8. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
14.8 km from Chatham Windmill
United States
Andrea
SAR 492
SAR 563 total
includes taxes & fees
27 Sep - 28 Sep
Eagle Wing Inn - Cape Cod

9. Doryman Motel

Doryman Motel
14.6 km from Chatham Windmill
United States
Colleen
SAR 563
SAR 645 total
includes taxes & fees
25 Sep - 26 Sep
Doryman Motel

10. Blue Rock Resort

Blue Rock Resort
18.3 km from Chatham Windmill
United States
Daisy
SAR 354
SAR 410 total
includes taxes & fees
4 Oct - 5 Oct
Blue Rock Resort

11. Ambassador Inn & Suites

Ambassador Inn & Suites
19 km from Chatham Windmill
United States
dushyant kumar
SAR 417
SAR 509 total
includes taxes & fees
4 Oct - 5 Oct
Ambassador Inn & Suites

12. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
13.2 km from Chatham Windmill
United States
amanda
SAR 398
SAR 456 total
includes taxes & fees
20 Oct - 21 Oct
Rodeway Inn Orleans - Cape Cod

13. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
18.8 km from Chatham Windmill
Canada
Sebastien
SAR 485
SAR 555 total
includes taxes & fees
18 Oct - 19 Oct
Endless Dunes, A Modern Motel

14. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
13.8 km from Chatham Windmill
United States
John
SAR 335
SAR 416 total
includes taxes & fees
20 Sep - 21 Sep
The Corsair & Cross Rip Oceanfront Resort

15. The Villages at Ocean Edge

The Villages at Ocean Edge
13 km from Chatham Windmill
United States
Amy
SAR 498
SAR 741 total
includes taxes & fees
4 Oct - 5 Oct
The Villages at Ocean Edge

16. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
14.7 km from Chatham Windmill
United States
Sarah
SAR 443
SAR 507 total
includes taxes & fees
20 Sep - 21 Sep
Holiday Hill Inn & Suites

17. Sesuit Harbor House

Sesuit Harbor House
18.9 km from Chatham Windmill
Canada
Natasha
SAR 1,058
SAR 1,211 total
includes taxes & fees
15 Oct - 16 Oct
Sesuit Harbor House

18. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
6 km from Chatham Windmill
United States
Lisa
SAR 1,659
SAR 2,032 total
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club

19. GuestLodge

GuestLodge
17.9 km from Chatham Windmill
United Kingdom
jenny
SAR 272
SAR 311 total
includes taxes & fees
1 Oct - 2 Oct
GuestLodge

20. The Villa Callo Inn

The Villa Callo Inn
13.6 km from Chatham Windmill
United States
Shawn
SAR 1,428
SAR 1,849 total
includes taxes & fees
20 Sep - 21 Sep
The Villa Callo Inn
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Compare popular hotels close to Chatham Windmill

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Seasonal outdoor pool, sun loungers
Greyfinch Chatham Inn
8.8
Excellent
286 reviews
View
Porch
Surfside Inn Chatham
8.2
Very good
171 reviews
View
Property grounds
The Escape Inn
9.4
Exceptional
786 reviews
View
Desk, WiFi (free), alarm clocks, bed sheets
Olde Tavern Motel And Inn
9.4
Exceptional
293 reviews
View
Exterior
Dennis Port Surf Club (Boutique Hotel)
9.4
Exceptional
42 reviews
View

Top Chatham Windmill Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Beautiful property with a very attentive staff. They helped make the engagement to my fiancée a wonderful and memorable experience! I highly recommend the spa with an intimate couples session! We will definitely be back in the future!"
Marcus 3-night trip
Posted 4 days ago
Chatham Bars Inn
Water View-Walk town/beach, pets considered, Linen Option

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

10/10 Excellent
"This property easily accommodated three generations of my family ranging in age from 2 to 71 with plenty of room for all of us to relax and enjoy each other's company and see the sights in Chatham. The kitchen was well stocked with lots of extras that make your stay much easier. There were plenty of spaces for puzzles, card games, and reading for everyone. The yard was lush and beautiful and a perfect place to relax at the end of a long day at the beach or shopping. Easy access to all that Chatham has to offer. The host was excellent and prompt in responding to any questions that we had prior to and through our stay. I'd highly recommend this house for families with children, teens, or adult children. It was spotless on the inside, and the outdoor patios were great spots to review the day's activities and plan what to do next."
Michael R. 7-night trip
Posted 6 days ago
Water View-Walk town/beach, pets considered, Linen Option
Chatham Village:  Lovely 1-Bedroom Apartment in Antique Home

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent
"We had a fabulous time in Chatham. The property was clean and perfect for us. There is a cute place to sit outside and while we didn't spend too much time inside there was sufficient and comfortable space. Our host was easy to communicate with and even notified us when the property was ready before the expected check in time. We will surely return in the future."
Anonymous traveler 3-night trip
Posted 7 days ago
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Old Harbor Inn

Old Harbor Inn

10/10 Excellent
"I had an amazing time at the inn. The staff was extremely nice and accommodating and super helpful with recommandations. I loved it."
Adélaïde 1-night trip
Posted 7 days ago
Old Harbor Inn
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

10/10 Excellent
"We loved our stay here. It fit our extended family perfectly. The views felt like a cape cod postcard!"
Corryn P. 4-night trip
Posted 7 days ago
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Chatham Village - Adorable Studio Apartment in Antique Home

Chatham Village - Adorable Studio Apartment in Antique Home

10/10 Excellent
"Allison’s adorable studio went well beyond our expectations. Not only was it spotless, the kitchen was well appointed and stocked, the bathroom a spa experience with the soothing sea glass tones. The main room was comfortable with plenty of storage and places to relax many more than you’d typically expect for a studio. If you’re fortunate enough to find this precious gem available; book it. It’s convenient to everything in downtown Chatham and just a short stroll away to restaurants and shopping. Not enough to entice you, if you love windmills, there’s one about a block away. Washer and dryer are conveniently located in the garage (and you don’t need to supply your own laundry detergent either) as well as beach gear on a first come first serve basis. If you rent bicycles, you can safely store them I. The garage as well. Thank you Allison for providing us with a blissfully relaxing week!All the very best,Susan and Robert"
Susan W. 7-night trip
Posted 10 days ago
Chatham Village - Adorable Studio Apartment in Antique Home
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

10/10 Excellent
"Beautiful property is great location! Very comfortable, quiet and centrally located. Susan was an excellent host!"
Shawna H. 3-night trip
Posted 1 month ago
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Chatham-Walk to Town/Beach-Multi Family Friendly

Chatham-Walk to Town/Beach-Multi Family Friendly

10/10 Excellent
"This was a great property/location for our group! The host was amazing and we were very happy with the house!"
Courtney C. 7-night trip
Posted 2 months ago
Chatham-Walk to Town/Beach-Multi Family Friendly
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

10/10 Excellent
"Our family loves this charming cottage and its close proximity to town! Charming in style and comfortable to relax with a book! Thanks for sharing your piece of Cape Cod!"
Kathi S. 7-night trip
Posted 2 months ago
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

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 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.
See properties
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 155 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 155 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.