A windmill, a boat, and a beach.

Find hotels near Chatham Windmill, Chatham from ¥13,091

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Check prices for these dates

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

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Our top choices for Chatham Windmill hotels

1. Pleasant Bay Village Resort

Pleasant Bay Village Resort
4.5 km from Chatham Windmill
United States
Allison
¥44,894
¥51,381 total
includes taxes & fees
Sep 7 - Sep 8
Pleasant Bay Village Resort

2. The Escape Inn

The Escape Inn
19.5 km from Chatham Windmill
United States
Denise
¥21,840
¥24,996 total
includes taxes & fees
Sep 3 - Sep 4
The Escape Inn

3. The Villa Callo Inn

The Villa Callo Inn
13.6 km from Chatham Windmill
United States
Shawn
¥60,308
¥78,148 total
includes taxes & fees
Sep 14 - Sep 15
The Villa Callo Inn

4. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
6 km from Chatham Windmill
Canada
Jean-Simon
¥78,718
¥96,398 total
includes taxes & fees
Sep 8 - Sep 9
Wequassett Resort and Golf Club

5. Chatham Tides

Chatham Tides
6.2 km from Chatham Windmill
United States
Annie
¥60,967
¥69,778 total
includes taxes & fees
Sep 7 - Sep 8
Chatham Tides

6. Brewster by the Sea Inn

Brewster by the Sea Inn
15.8 km from Chatham Windmill
United States
Grace
¥64,426
¥73,736 total
includes taxes & fees
Sep 14 - Sep 15
Brewster by the Sea Inn

7. Ambassador Inn & Suites

Ambassador Inn & Suites
19 km from Chatham Windmill
Canada
Carole
¥25,304
¥30,315 total
includes taxes & fees
Sep 8 - Sep 9
Ambassador Inn & Suites

8. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
14.8 km from Chatham Windmill
United States
Jose Alejandro
¥35,735
¥40,899 total
includes taxes & fees
Aug 26 - Aug 27
Dennis Port Surf Club (Boutique Hotel)

9. Endless Dunes, A Modern Motel

Endless Dunes, A Modern Motel
18.8 km from Chatham Windmill
Canada
Sebastien
¥22,820
¥26,119 total
includes taxes & fees
Sep 7 - Sep 8
Endless Dunes, A Modern Motel

10. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
14.7 km from Chatham Windmill
United States
Elizabeth
¥18,588
¥21,274 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Hill Inn & Suites

11. Blue Rock Resort

Blue Rock Resort
18.3 km from Chatham Windmill
United States
kathleen v
¥28,561
¥33,017 total
includes taxes & fees
Aug 17 - Aug 18
Blue Rock Resort

12. Lighthouse Inn

Lighthouse Inn
17.7 km from Chatham Windmill
United States
Craig
¥28,134
¥32,200 total
includes taxes & fees
Sep 14 - Sep 15
Lighthouse Inn

13. GuestLodge

GuestLodge
17.9 km from Chatham Windmill
United States
Tara
¥11,438
¥13,091 total
includes taxes & fees
Aug 31 - Sep 1
GuestLodge

14. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
13.8 km from Chatham Windmill
United States
Guzel
¥21,688
¥26,177 total
includes taxes & fees
Sep 14 - Sep 15
The Corsair & Cross Rip Oceanfront Resort

15. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
13.2 km from Chatham Windmill
United States
Michael
¥21,518
¥24,628 total
includes taxes & fees
Sep 1 - Sep 2
Rodeway Inn Orleans - Cape Cod

16. Kingfisher Harwich Port

Kingfisher Harwich Port
9.6 km from Chatham Windmill
United States
Jennifer
¥34,272
¥39,225 total
includes taxes & fees
Aug 23 - Aug 24
Kingfisher Harwich Port

17. All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
19.6 km from Chatham Windmill
United States
Joan
¥22,952
¥28,182 total
includes taxes & fees
Sep 2 - Sep 3
All Seasons Resort, Trademark Collection by Wyndham

18. Kingfisher Oceanside

Kingfisher Oceanside
14.8 km from Chatham Windmill
United States
David
¥27,761
¥31,773 total
includes taxes & fees
Sep 7 - Sep 8
Kingfisher Oceanside

19. Love Farms Lodge

Love Farms Lodge
16.1 km from Chatham Windmill
United States
Aura
¥24,255
¥29,981 total
includes taxes & fees
Aug 31 - Sep 1
Love Farms Lodge

20. Travelodge by Wyndham Cape Cod Area

Travelodge by Wyndham Cape Cod Area
18.3 km from Chatham Windmill
United States
KIM
¥15,070
¥17,248 total
includes taxes & fees
Aug 30 - Aug 31
Travelodge by Wyndham Cape Cod Area
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Compare popular hotels close to Chatham Windmill

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Outdoor pool
Pleasant Bay Village Resort
9.6
Exceptional
326 reviews
View
Property grounds
The Escape Inn
9.4
Exceptional
753 reviews
View
Property grounds
The Villa Callo Inn
9.8
Exceptional
6 reviews
View
Round Cove Suite | Frette Italian sheets, premium bedding, down comforters, minibar
Wequassett Resort and Golf Club
9.4
Exceptional
267 reviews
View
Oceanfront Efficiency, 1 King Bed | Premium bedding, down comforters, iron/ironing board, WiFi (free)
Chatham Tides
9.4
Exceptional
745 reviews
View

Top Chatham Windmill Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Spacious room, lovely pool, clean, great location (heart of downtown)"
jacquelyn 3-night trip
Posted 2 days ago
Chatham Wayside Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"The property was nice and clean. Ideal for a short stay for our family. The staff was very friendly and responsive."
Tatyana 4-night trip
Posted 2 days ago
Greyfinch Chatham Inn
Queen Anne Inn

Queen Anne Inn

10/10 Excellent
"It is a lovely property, very clean and beautiful. Megan was so welcoming and made our wedding anniversary special. The balcony overlooking the pool was so peaceful and nice. There was no breakfast or dinner service as they apparently going to be doing a restoration later in the year. But there are many food places in town."
Maureen 2-night trip
Posted 6 days ago
Queen Anne Inn
Chatham Village:  Lovely 1-Bedroom Apartment in Antique Home

Chatham Village: Lovely 1-Bedroom Apartment in Antique Home

10/10 Excellent
"We LOVED this property. Super cute and comfortable and a great location."
Deena G. 5-night trip
Posted 7 days ago
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Walk to Main St and Oyster Pond in Chatham!

Walk to Main St and Oyster Pond in Chatham!

10/10 Excellent
"We loved our stay here at Slacktide! The location is perfect right across from Oyster Pond. We enjoyed our daily walks into town and around the loop. It was so nice to have our pups with us! Del Mar was a pleasure to work with. We look forward to next summer!"
Michelle M. 7-night trip
Posted 8 days ago
Walk to Main St and Oyster Pond in Chatham!
Charming Downtown Chatham

Charming Downtown Chatham

10/10 Excellent
"Great property right on Main Street, so easy access to shopping and dining, Will definitely come back"
Andy G. 5-night trip
Posted 11 days ago
Charming Downtown Chatham
Surfside Inn Chatham

Surfside Inn Chatham

8/10 Good
"Great property great staff. Can not speak for renovated rooms but older unrenovated “rustic” rooms are a bit small but well priced for the area and room size. Floor in hallway was very slanted. Water was either burning hot or freezing cold. amenities were thoughtful but implemented oddly. Bed was on metal frame with plywood. Door was very thin. All being said the stay was comfortable and generally worth the price for the 2 minute walk to the beach and 10 minute walk to downtown Chatham. Definitely the best value"
Joseph 3-night trip
Posted 2 weeks ago
Surfside Inn Chatham
The Hawthorne

The Hawthorne

10/10 Excellent
"What a gem within walking distance of Chatham center. Directly diagonal from the famous Chatham Bars Inn but about half the price and a gorgeous water view. Ask for a room upstairs as the ones on the top level with the open lawn area all have great views. The staff were super helpful with recommendations for local stuff too."
Sharon 2-night trip
Posted 3 weeks ago
The Hawthorne
Water View-Walk town/beach, pets considered, Linen Option

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

8/10 Good
"Great house, location was great also. Great yard for children to play. The biggest complaints are the master bedroom upstairs had a huge claw foot tub for shower, not suitable for seniors. The downstairs master bedroom had a ridiculous high bed impossible even for young couple to climb in with step. The lighting in the house was inadequate. We received a text reminding us to not have flood lights on after 10pm and be off the top deck by then which was no problem because we were always in way before then. Paul was very professional and recommended a great rental for sheets and bicycles."
Barbara T. 7-night trip
Posted 3 weeks ago
Water View-Walk town/beach, pets considered, Linen Option

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.
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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 beautiful beaches, or simply savor its seafood restaurants.
See properties

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 159 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 159 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.