
Find hotels near Chatham Windmill, Chatham from $82
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Aug 14 - Aug 15Tomorrow
Aug 15 - Aug 16This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23 Our top choices for Chatham Windmill hotels




1. Old Harbor Inn
Old Harbor Inn0.5 mi from Chatham Windmill
Kazuho
$519 nightly
$594 total
Sep 7 - Sep 8
Total with taxes and fees




2. Chatham Wayside Inn
Chatham Wayside Inn0.3 mi from Chatham Windmill
Mary
$434 nightly
$497 total
Aug 31 - Sep 1
Total with taxes and fees




3. The Villa Callo Inn
The Villa Callo Inn8.5 mi from Chatham Windmill
Shawn
$355 nightly
$406 total
Aug 16 - Aug 17
Total with taxes and fees




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




5. Ambassador Inn & Suites
Ambassador Inn & Suites11.8 mi from Chatham Windmill
Meghan
$163 nightly
$185 total
Aug 31 - Sep 1
Total with taxes and fees




6. Dennis Port Surf Club (Boutique Hotel)
Dennis Port Surf Club (Boutique Hotel)9.2 mi from Chatham Windmill
Jose Alejandro
$224 nightly
$257 total
Aug 26 - Aug 27
Total with taxes and fees




7. Blue Rock Resort
Blue Rock Resort11.4 mi from Chatham Windmill
Heidi
$181 nightly
$207 total
Sep 4 - Sep 5
Total with taxes and fees




8. Holiday Hill Inn & Suites
Holiday Hill Inn & Suites9.1 mi from Chatham Windmill
Amanda
$105 nightly
$120 total
Sep 3 - Sep 4
Total with taxes and fees




9. Chatham Tides
Chatham Tides3.9 mi from Chatham Windmill
Pamela
$359 nightly
$411 total
Sep 7 - Sep 8
Total with taxes and fees




10. Endless Dunes, A Modern Motel
Endless Dunes, A Modern Motel11.7 mi from Chatham Windmill
Noah
$159 nightly
$182 total
Sep 7 - Sep 8
Total with taxes and fees




11. Pelham on Earle
Pelham on Earle7.3 mi from Chatham Windmill
Maryellen
$251 nightly
$287 total
Sep 10 - Sep 11
Total with taxes and fees




12. Kingfisher Harwich Port
Kingfisher Harwich Port6 mi from Chatham Windmill
Cheryl
$242 nightly
$277 total
Aug 23 - Aug 24
Total with taxes and fees




13. GuestLodge
GuestLodge11.1 mi from Chatham Windmill
Kevin
$72 nightly
$82 total
Aug 31 - Sep 1
Total with taxes and fees




14. Love Farms Lodge
Love Farms Lodge10 mi from Chatham Windmill
Charles
$164 nightly
$188 total
Aug 31 - Sep 1
Total with taxes and fees




15. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Wendy
$445 nightly
$509 total
Sep 8 - Sep 9
Total with taxes and fees




16. All Seasons Resort, Trademark Collection by Wyndham
All Seasons Resort, Trademark Collection by Wyndham12.2 mi from Chatham Windmill
Jennifer
$152 nightly
$174 total
Sep 3 - Sep 4
Total with taxes and fees




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




18. Kingfisher Oceanside
Kingfisher Oceanside9.2 mi from Chatham Windmill
David
$182 nightly
$209 total
Sep 7 - Sep 8
Total with taxes and fees




19. Four Points by Sheraton Eastham Cape Cod
Four Points by Sheraton Eastham Cape Cod11.9 mi from Chatham Windmill
Chris
$169 nightly
$193 total
Sep 7 - Sep 8
Total with taxes and fees




20. The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort8.6 mi from Chatham Windmill
Andrew
$168 nightly
$190 total
Sep 15 - Sep 16
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 166 reviews | View | |||||
![]() Chatham Wayside Inn | 9.2 Wonderful 718 reviews | View | |||||
![]() The Villa Callo Inn | 9.8 Exceptional 6 reviews | View | |||||
![]() The Escape Inn | 9.4 Exceptional 754 reviews | View | |||||
![]() Ambassador Inn & Suites | 8.6 Excellent 731 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."
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."
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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