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13 Aug - 14 AugTomorrow
14 Aug - 15 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 Aug Our top choices for Chatham Windmill hotels




1. Old Harbor Inn
Old Harbor Inn0.5 mi from Chatham Windmill
Kazuho
£517
includes taxes & fees
31 Aug - 1 Sept




2. Chatham Wayside Inn
Chatham Wayside Inn0.3 mi from Chatham Windmill
Scott
£368
includes taxes & fees
31 Aug - 1 Sept




3. Greyfinch Chatham Inn
Greyfinch Chatham Inn0.9 mi from Chatham Windmill
Tatyana
£217
includes taxes & fees
1 Sept - 2 Sept




4. Surfside Inn Chatham
Surfside Inn Chatham0.5 mi from Chatham Windmill
Jenee
£212
includes taxes & fees
10 Sept - 11 Sept




5. Whalewalk Inn and Spa
Whalewalk Inn and Spa8.8 mi from Chatham Windmill
Purav
£244
includes taxes & fees
8 Sept - 9 Sept




6. Candleberry Inn on Cape Cod
Candleberry Inn on Cape Cod8.7 mi from Chatham Windmill
Christopher
£337
includes taxes & fees
31 Aug - 1 Sept




7. Captain Freeman Inn
Captain Freeman Inn8.7 mi from Chatham Windmill
Jennifer
£343
includes taxes & fees
23 Aug - 24 Aug




8. Eagle Wing Inn - Cape Cod
Eagle Wing Inn - Cape Cod9.2 mi from Chatham Windmill
jay
£152
includes taxes & fees
1 Sept - 2 Sept




9. Pleasant Bay Village Resort
Pleasant Bay Village Resort2.8 mi from Chatham Windmill
Allison
£247
includes taxes & fees
9 Sept - 10 Sept




10. Charm on Main by Ocean Edge
Charm on Main by Ocean Edge8.2 mi from Chatham Windmill
morgan
£161
includes taxes & fees
1 Sept - 2 Sept




11. The Villa Callo Inn
The Villa Callo Inn8.5 mi from Chatham Windmill
Shawn
£368
includes taxes & fees
21 Aug - 22 Aug




12. Olde Tavern Motel And Inn
Olde Tavern Motel And Inn7.6 mi from Chatham Windmill
Sheryl
£118
includes taxes & fees
3 Sept - 4 Sept




13. The Captain Farris House B&B
The Captain Farris House B&B11.8 mi from Chatham Windmill
Evangeline
£208
includes taxes & fees
13 Sept - 14 Sept




14. The Escape Inn
The Escape Inn12.1 mi from Chatham Windmill
Denise
£116
includes taxes & fees
1 Sept - 2 Sept




15. Dennis Port Surf Club (Boutique Hotel)
Dennis Port Surf Club (Boutique Hotel)9.2 mi from Chatham Windmill
Jose Alejandro
£190
includes taxes & fees
26 Aug - 27 Aug




16. Doryman Motel
Doryman Motel9.1 mi from Chatham Windmill
Leslie
£152
includes taxes & fees
10 Sept - 11 Sept




17. Chatham Tides
Chatham Tides3.9 mi from Chatham Windmill
Annie
£340
includes taxes & fees
1 Sept - 2 Sept




18. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Jean-Simon
£367
includes taxes & fees
8 Sept - 9 Sept




19. Sesuit Harbor House
Sesuit Harbor House11.7 mi from Chatham Windmill
sherry
£256
includes taxes & fees
9 Sept - 10 Sept




20. Skaket Beach Motel
Skaket Beach Motel7.5 mi from Chatham Windmill
Beatrix
£119
includes taxes & fees
13 Sept - 14 Sept
Compare popular hotels close to Chatham Windmill
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() Old Harbor Inn | 9.6 Exceptional 166 reviews | View | |||||
![]() Chatham Wayside Inn | 9.2 Wonderful 718 reviews | View | |||||
![]() Greyfinch Chatham Inn | 8.8 Excellent 279 reviews | View | |||||
![]() Surfside Inn Chatham | 8.2 Very good 168 reviews | View | |||||
![]() Whalewalk Inn and Spa | 10.0 Exceptional 98 reviews | View |
Top Chatham Windmill Hotel Reviews
Chatham Wayside Inn
10/10 Excellent
"Spacious room, lovely pool, clean, great location (heart of downtown)"
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."
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."
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
10/10 Excellent
"We LOVED this property. Super cute and comfortable and a great location."
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!"
Charming Downtown Chatham
10/10 Excellent
"Great property right on Main Street, so easy access to shopping and dining, Will definitely come back"
Chatham Village - Adorable Studio Apartment in Antique Home
10/10 Excellent
"Studio is very clean. Host was excellent and responsive. Kitchen was perfect for a one week stay. Great location. Only thing to consider is that the bed is soft. I understand that is not a concern for many people. Regardless, we enjoyed our stay."
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"
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."
Other attractions near Chatham Windmill

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.

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.
Chase Park
You can take time to visit Chase Park during your travels to Chatham. Wander the beautiful beaches in this trendy area.
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.
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.
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.
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 beautiful beaches or simply savour its seafood restaurants.




