
Find hotels near Chatham Windmill, Chatham from $107
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Sep 8 - Sep 9Tomorrow
Sep 9 - Sep 10This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20 Our top choices for Chatham Windmill hotels




1. Greyfinch Chatham Inn
Greyfinch Chatham Inn0.9 mi from Chatham Windmill
Sara
$210 nightly
$240 total
Oct 1 - Oct 2
Total with taxes and fees




2. Surfside Inn Chatham
Surfside Inn Chatham0.5 mi from Chatham Windmill
Jenee
$235 nightly
$269 total
Oct 1 - Oct 2
Total with taxes and fees




3. Pleasant Bay Village Resort
Pleasant Bay Village Resort2.8 mi from Chatham Windmill
Allison
$215 nightly
$246 total
Sep 27 - Sep 28
Total with taxes and fees




4. Dennis Port Surf Club (Boutique Hotel)
Dennis Port Surf Club (Boutique Hotel)9.2 mi from Chatham Windmill
Heather
$98 nightly
$112 total
Sep 15 - Sep 16
Total with taxes and fees




5. Chatham Seafarer Inn
Chatham Seafarer Inn2.6 mi from Chatham Windmill
Nicholas
$194 nightly
$222 total
Sep 22 - Sep 23
Total with taxes and fees




6. Olde Tavern Motel And Inn
Olde Tavern Motel And Inn7.6 mi from Chatham Windmill
Rosalie
$110 nightly
$126 total
Oct 4 - Oct 5
Total with taxes and fees




7. Eagle Wing Inn - Cape Cod
Eagle Wing Inn - Cape Cod9.2 mi from Chatham Windmill
Timothy
$169 nightly
$193 total
Oct 7 - Oct 8
Total with taxes and fees




8. The Escape Inn
The Escape Inn12.1 mi from Chatham Windmill
Chad
$94 nightly
$107 total
Oct 1 - Oct 2
Total with taxes and fees




9. Skaket Beach Motel
Skaket Beach Motel7.5 mi from Chatham Windmill
Jason
$130 nightly
$149 total
Oct 7 - Oct 8
Total with taxes and fees




10. Chatham Tides
Chatham Tides3.9 mi from Chatham Windmill
Melissa
$238 nightly
$272 total
Oct 7 - Oct 8
Total with taxes and fees




11. Sea Meadow Inn
Sea Meadow Inn9.2 mi from Chatham Windmill
Joanne
$254 nightly
$290 total
Oct 1 - Oct 2
Total with taxes and fees




12. Charm on Main by Ocean Edge
Charm on Main by Ocean Edge8.2 mi from Chatham Windmill
Kathleen
$180 nightly
$205 total
Sep 9 - Sep 10
Total with taxes and fees




13. Candleberry Inn on Cape Cod
Candleberry Inn on Cape Cod8.7 mi from Chatham Windmill
Susan
$314 nightly
$359 total
Sep 9 - Sep 10
Total with taxes and fees




14. Kingfisher Harwich Port
Kingfisher Harwich Port6 mi from Chatham Windmill
Marc
$230 nightly
$263 total
Sep 9 - Sep 10
Total with taxes and fees




15. Kingfisher Oceanside
Kingfisher Oceanside9.2 mi from Chatham Windmill
David
$179 nightly
$205 total
Sep 10 - Sep 11
Total with taxes and fees




16. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Lisa
$712 nightly
$814 total
Sep 28 - Sep 29
Total with taxes and fees




17. Lighthouse Inn
Lighthouse Inn11 mi from Chatham Windmill
Craig
$148 nightly
$169 total
Sep 24 - Sep 25
Total with taxes and fees




18. The Captain Farris House B&B
The Captain Farris House B&B11.8 mi from Chatham Windmill
Timothy
$167 nightly
$190 total
Oct 4 - Oct 5
Total with taxes and fees




19. Handkerchief Shoals Inn
Handkerchief Shoals Inn4.6 mi from Chatham Windmill
David
$134 nightly
$153 total
Sep 22 - Sep 23
Total with taxes and fees




20. 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
Compare popular hotels close to Chatham Windmill
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() Greyfinch Chatham Inn | 8.8 Excellent 280 reviews | View | |||||
![]() Surfside Inn Chatham | 8.2 Very Good 171 reviews | View | |||||
![]() Pleasant Bay Village Resort | 9.6 Exceptional 328 reviews | View | |||||
![]() Dennis Port Surf Club (Boutique Hotel) | 9.4 Exceptional 36 reviews | View | |||||
![]() Chatham Seafarer Inn | 9.0 Wonderful 338 reviews | View |
Top Chatham Windmill Hotel Reviews
Chatham Wayside Inn
10/10 Excellent
"Very charming inn. The location was perfect. We had a great stay!"
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"
Old Harbor Inn
10/10 Excellent
"Absolutely loved our stay at the inn! The whole inn is so charming and the staff (including the owners Ray and Judy) were the best!!! They serve breakfast every morning, which was so good and they also had baked goods available all day and it was also phenomenal. We were very impressed how well the property was maintained and it’s nice that the inn is slightly off of Main Street which made it quieter experience. I highly recommend this inn!"
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"Could not have asked for a better Chatham experience. The house is beautiful, spacious and incredibly comfortable, with plenty of room for everyone to gather while still having space to spread out.The location is truly exceptional. Being right on the water made mornings and evenings at the house feel special, and we loved being able to walk into town and to the beach so easily. The backyard and patio were particular favorites—perfect for coffee in the morning, cocktails at the end of the day and simply taking in the view.The house was spotless, thoughtfully equipped and had everything we needed for a relaxed stay with friends. It’s one of those rare rentals that feels even better in person than it looks in the photos.We made some very happy memories here and would absolutely stay again."
Water View-Walk town/beach, pets considered, Linen Option
10/10 Excellent
"A wonderful house in a great location. We will be back!"
Cozy Cape near Chatham Center
10/10 Excellent
"The house was perfect and in a great location, and the host was very kind and responsive! Would definitely stay again!"
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."
Greyfinch Chatham Inn
10/10 Excellent
"Clean room and great location"
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!"
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 seaside, or simply savor its seafood restaurants.
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