
Find hotels near Chatham Windmill, Chatham from $84
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Aug 23 - Aug 24Tomorrow
Aug 24 - Aug 25Next weekend
Aug 28 - Aug 30In two weeks
Sep 4 - Sep 6 Our top choices for Chatham Windmill hotels




1. Old Harbor Inn
Old Harbor Inn0.5 mi from Chatham Windmill
Kazuho
$499 nightly
$571 total
Aug 26 - Aug 27
Total with taxes and fees




2. Chatham Bars Inn
Chatham Bars Inn0.7 mi from Chatham Windmill
Yousuf Hussain
$655 nightly
$749 total
Sep 14 - Sep 15
Total with taxes and fees




3. Greyfinch Chatham Inn
Greyfinch Chatham Inn0.9 mi from Chatham Windmill
Sara
$256 nightly
$293 total
Sep 7 - Sep 8
Total with taxes and fees




4. Surfside Inn Chatham
Surfside Inn Chatham0.5 mi from Chatham Windmill
Jenee
$250 nightly
$286 total
Sep 8 - Sep 9
Total with taxes and fees




5. The Escape Inn
The Escape Inn12.1 mi from Chatham Windmill
Chad
$137 nightly
$157 total
Sep 1 - Sep 2
Total with taxes and fees




6. The Villa Callo Inn
The Villa Callo Inn8.5 mi from Chatham Windmill
Shawn
$387 nightly
$442 total
Aug 27 - Aug 28
Total with taxes and fees




7. Chatham Tides
Chatham Tides3.9 mi from Chatham Windmill
Jing
$365 nightly
$417 total
Sep 7 - Sep 8
Total with taxes and fees




8. Skaket Beach Motel
Skaket Beach Motel7.5 mi from Chatham Windmill
Jason
$140 nightly
$160 total
Sep 15 - Sep 16
Total with taxes and fees




9. Lighthouse Inn
Lighthouse Inn11 mi from Chatham Windmill
Craig
$177 nightly
$203 total
Sep 6 - Sep 7
Total with taxes and fees




10. Captain Freeman Inn
Captain Freeman Inn8.7 mi from Chatham Windmill
Jennifer
$435 nightly
$498 total
Aug 24 - Aug 25
Total with taxes and fees




11. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Lisa
$782 nightly
$895 total
Sep 16 - Sep 17
Total with taxes and fees




12. Sesuit Harbor House
Sesuit Harbor House11.7 mi from Chatham Windmill
Matthew
$321 nightly
$367 total
Sep 17 - Sep 18
Total with taxes and fees




13. Dennis Port Surf Club (Boutique Hotel)
Dennis Port Surf Club (Boutique Hotel)9.2 mi from Chatham Windmill
Jose Alejandro
$159 nightly
$182 total
Sep 8 - Sep 9
Total with taxes and fees




14. The Captain Farris House B&B
The Captain Farris House B&B11.8 mi from Chatham Windmill
Timothy
$246 nightly
$281 total
Sep 13 - Sep 14
Total with taxes and fees




15. Blue Rock Resort
Blue Rock Resort11.4 mi from Chatham Windmill
Troy
$130 nightly
$149 total
Sep 7 - Sep 8
Total with taxes and fees




16. Ship's Knees Inn
Ship's Knees Inn7.8 mi from Chatham Windmill
Elizabeth
$336 nightly
$385 total
Aug 24 - Aug 25
Total with taxes and fees




17. The Tern Inn Bed & Breakfast and Cottages
The Tern Inn Bed & Breakfast and Cottages7.7 mi from Chatham Windmill
Donald
$235 nightly
$270 total
Sep 17 - Sep 18
Total with taxes and fees




18. Doryman Motel
Doryman Motel9.1 mi from Chatham Windmill
Leslie
$170 nightly
$195 total
Sep 20 - Sep 21
Total with taxes and fees




19. GuestLodge
GuestLodge11.1 mi from Chatham Windmill
Richard
$74 nightly
$84 total
Aug 30 - Aug 31
Total with taxes and fees




20. The Villages at Ocean Edge
The Villages at Ocean Edge8.1 mi from Chatham Windmill
Angela
$195 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
Compare popular hotels close to Chatham Windmill
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() Old Harbor Inn | 9.6 Exceptional 167 reviews | View | |||||
![]() Chatham Bars Inn | 9.2 Wonderful 858 reviews | View | |||||
![]() Greyfinch Chatham Inn | 8.8 Excellent 280 reviews | View | |||||
![]() Surfside Inn Chatham | 8.2 Very Good 169 reviews | View | |||||
![]() The Escape Inn | 9.4 Exceptional 763 reviews | View |
Top Chatham Windmill Hotel Reviews
Old Harbor Inn
10/10 Excellent
"Enjoyed our stay! Everyone was super friendly. Breakfast was amazing."
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
10/10 Excellent
"First time to the Cape- Loved the location and ease of getting a copy of coffee with a short walk to town. Everything was clean and quiet. Thank you for such a great place to stay."
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"This property met and exceeded all of our expectations. Great property in a great location with such easy access to downtown Chatham and the beach. I hadn’t been to Cape Cod in 20 years, so we greatly appreciated the information on the area from Keith and Linda. The house had all the extras (linens, towels, beach chairs, kitchen supplies, etc. - plus great restaurant recommendations) that made our vacation easier. We would highly recommend this property to anyone looking to vacation in Cape Cod)."
Greyfinch Chatham Inn
10/10 Excellent
"Clean room and great location"
Surfside Inn Chatham
8/10 Good
"Room was exactly what we expected."
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!"
Queen Anne Inn
8/10 Good
"The staff was very helpful for suggesting places to eat and visit"
Chatham Wayside Inn
8/10 Good
"Great location, close to the famous Squire and the restaurant (Wild Goose Tavern) on-site was terrific and made the experience a positive one. Elena makes an awesome martini, and Bobby was a friendly welcoming personality. Ben was awesome during dinner. Hotel staff should take lessons from the restaurants customer service training. Front Desk team is as cold as Elena’s martinis. Never a greet or smile unless we initiated. Not very welcoming. Room was fine. Bathroom not fine. Never stood in a tub that creaked before. Cheap bath fitter tub/shower, hospital room bathroom feel. Bed was comfy. Small pool which served its purpose for a quick refreshing dip. Wound consider a return but definitely wound explore other options as well."
Charming Downtown Chatham
10/10 Excellent
"Great property right on Main Street, so easy access to shopping and dining, Will definitely come back"
Other attractions near Chatham Windmill

Chatham Lighthouse
9.4/10 (173 reviews)
One of the most photographed of Cape Cod’s historic lighthouses overlooks a beautiful, white sand beach that’s great for fun in the sun.

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.

Chatham Lighthouse Beach
9.2/10 (46 reviews)
Offering a fun seaside escape for the whole family, this beautiful beach is one of the largest in Chatham and features an iconic lighthouse.
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 when you take a trip to 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 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.
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 during your travels in Chatham. Stroll along the area's beautiful beaches, or simply savor its seafood restaurants.
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