
Find hotels near Chatham Windmill, Chatham from $85
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Aug 21 - Aug 22Tomorrow
Aug 22 - Aug 23This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30 Our top choices for Chatham Windmill hotels




1. The Escape Inn
The Escape Inn12.1 mi from Chatham Windmill
Chad
$137 nightly
$157 total
Aug 23 - Aug 24
Total with taxes and fees




2. Whalewalk Inn and Spa
Whalewalk Inn and Spa8.8 mi from Chatham Windmill
Mounia
$257 nightly
$294 total
Aug 23 - Aug 24
Total with taxes and fees




3. Candleberry Inn on Cape Cod
Candleberry Inn on Cape Cod8.7 mi from Chatham Windmill
Christopher
$398 nightly
$456 total
Aug 27 - Aug 28
Total with taxes and fees




4. The Villa Callo Inn
The Villa Callo Inn8.5 mi from Chatham Windmill
Shawn
$387 nightly
$442 total
Sep 7 - Sep 8
Total with taxes and fees




5. Olde Tavern Motel And Inn
Olde Tavern Motel And Inn7.6 mi from Chatham Windmill
Rosalie
$132 nightly
$151 total
Sep 1 - Sep 2
Total with taxes and fees




6. 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




7. 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




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




9. Holiday Hill Inn & Suites
Holiday Hill Inn & Suites9.1 mi from Chatham Windmill
Elizabeth
$104 nightly
$119 total
Sep 1 - Sep 2
Total with taxes and fees




10. Brewster Green Resort
Brewster Green Resort7.5 mi from Chatham Windmill
Jim
$239 nightly
$274 total
Sep 15 - Sep 16
Total with taxes and fees




11. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Lisa
$773 nightly
$885 total
Sep 16 - Sep 17
Total with taxes and fees




12. Ambassador Inn & Suites
Ambassador Inn & Suites11.8 mi from Chatham Windmill
Carole
$168 nightly
$191 total
Sep 7 - Sep 8
Total with taxes and fees




13. 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




14. Winstead Beach Resort
Winstead Beach Resort6 mi from Chatham Windmill
William
$598 nightly
$684 total
Sep 4 - Sep 5
Total with taxes and fees




15. Endless Dunes, A Modern Motel
Endless Dunes, A Modern Motel11.7 mi from Chatham Windmill
Sebastien
$149 nightly
$171 total
Sep 17 - Sep 18
Total with taxes and fees




16. Lighthouse Inn
Lighthouse Inn11 mi from Chatham Windmill
Craig
$172 nightly
$197 total
Sep 6 - Sep 7
Total with taxes and fees




17. Rodeway Inn Orleans - Cape Cod
Rodeway Inn Orleans - Cape Cod8.2 mi from Chatham Windmill
Emily
$135 nightly
$155 total
Sep 1 - Sep 2
Total with taxes and fees




18. The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort8.6 mi from Chatham Windmill
Pamela
$168 nightly
$190 total
Sep 20 - Sep 21
Total with taxes and fees




19. GuestLodge
GuestLodge11.1 mi from Chatham Windmill
Richard
$75 nightly
$85 total
Aug 31 - Sep 1
Total with taxes and fees




20. All Seasons Resort, Trademark Collection by Wyndham
All Seasons Resort, Trademark Collection by Wyndham12.2 mi from Chatham Windmill
Jessica
$152 nightly
$174 total
Sep 1 - Sep 2
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 |
|---|---|---|---|---|---|---|---|
![]() The Escape Inn | 9.4 Exceptional 763 reviews | View | |||||
![]() Whalewalk Inn and Spa | 10.0 Exceptional 100 reviews | View | |||||
![]() Candleberry Inn on Cape Cod | 10.0 Exceptional 144 reviews | View | |||||
![]() The Villa Callo Inn | 9.8 Exceptional 6 reviews | View | |||||
![]() Olde Tavern Motel And Inn | 9.4 Exceptional 284 reviews | View |
Top Chatham Windmill Hotel Reviews
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!"
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
10/10 Excellent
"Host quickly responded when I had a question. Cute place to stay perfect for sisters. Not recommended for someone tall since the bathroom has a slanted ceiling. Also, challenging getting our suitcases up the stairs. Loved the proximity to downtown being a couple of blocks away. We ended up driving to Nauset Beach to enjoy the sound of the waves instead of the beaches that were closer. Definitely would stay again!"
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"
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"Another excellent stay! This is our fourth year renting this house with two families. The back patio is spectacular, there’s enough space for everyone to spread out, and the kids love running in the year and fishing on the town dock. The ease of being able to walk into town for coffee, ice cream and evening events is another highlight."
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."
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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