
Find hotels near Chatham Windmill, Chatham from CA $95
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Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13 Our top choices for Chatham Windmill hotels




1. Old Harbor Inn
Old Harbor Inn0.8 km from Chatham Windmill
Pamela
CA $611
CA $699 total
includes taxes & fees
Sep 20 - Sep 21




2. Chatham Wayside Inn
Chatham Wayside Inn0.5 km from Chatham Windmill
jacquelyn
CA $499
CA $632 total
includes taxes & fees
Sep 29 - Sep 30




3. Greyfinch Chatham Inn
Greyfinch Chatham Inn1.5 km from Chatham Windmill
Sara
CA $261
CA $349 total
includes taxes & fees
Oct 1 - Oct 2




4. Surfside Inn Chatham
Surfside Inn Chatham0.8 km from Chatham Windmill
Jenee
CA $326
CA $373 total
includes taxes & fees
Oct 1 - Oct 2




5. Olde Tavern Motel And Inn
Olde Tavern Motel And Inn12.3 km from Chatham Windmill
Rosalie
CA $128
CA $147 total
includes taxes & fees
Sep 2 - Sep 3




6. Pleasant Bay Village Resort
Pleasant Bay Village Resort4.5 km from Chatham Windmill
Allison
CA $320
CA $366 total
includes taxes & fees
Sep 28 - Sep 29




7. Charm on Main by Ocean Edge
Charm on Main by Ocean Edge13.2 km from Chatham Windmill
Kathleen
CA $246
CA $282 total
includes taxes & fees
Sep 2 - Sep 3




8. Skaket Beach Motel
Skaket Beach Motel12 km from Chatham Windmill
Jason
CA $190
CA $218 total
includes taxes & fees
Sep 28 - Sep 29




9. GuestLodge
GuestLodge17.9 km from Chatham Windmill
John
CA $83
CA $95 total
includes taxes & fees
Sep 21 - Sep 22




10. Kingfisher Harwich Port
Kingfisher Harwich Port9.6 km from Chatham Windmill
Marc
CA $318
CA $364 total
includes taxes & fees
Sep 7 - Sep 8




11. Chatham Seafarer Inn
Chatham Seafarer Inn4.2 km from Chatham Windmill
Nicholas
CA $293
CA $335 total
includes taxes & fees
Sep 17 - Sep 18




12. Dennis Port Surf Club (Boutique Hotel)
Dennis Port Surf Club (Boutique Hotel)14.8 km from Chatham Windmill
Jose Alejandro
CA $138
CA $157 total
includes taxes & fees
Sep 2 - Sep 3




13. Blue Rock Resort
Blue Rock Resort18.3 km from Chatham Windmill
Patricia
CA $149
CA $172 total
includes taxes & fees
Sep 8 - Sep 9




14. Handkerchief Shoals Inn
Handkerchief Shoals Inn7.3 km from Chatham Windmill
David
CA $185
CA $212 total
includes taxes & fees
Sep 17 - Sep 18




15. Lighthouse Inn
Lighthouse Inn17.7 km from Chatham Windmill
Craig
CA $188
CA $215 total
includes taxes & fees
Sep 10 - Sep 11




16. Rodeway Inn Orleans - Cape Cod
Rodeway Inn Orleans - Cape Cod13.2 km from Chatham Windmill
Kurt
CA $147
CA $168 total
includes taxes & fees
Oct 1 - Oct 2




17. Sea Meadow Inn
Sea Meadow Inn14.9 km from Chatham Windmill
Joanne
CA $403
CA $468 total
includes taxes & fees
Oct 1 - Oct 2




18. The Tern Inn Bed & Breakfast and Cottages
The Tern Inn Bed & Breakfast and Cottages12.5 km from Chatham Windmill
Donald
CA $245
CA $280 total
includes taxes & fees
Sep 22 - Sep 23




19. Brewster Green Resort
Brewster Green Resort12 km from Chatham Windmill
Jim
CA $252
CA $288 total
includes taxes & fees
Sep 24 - Sep 25




20. The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resort13.8 km from Chatham Windmill
Pamela
CA $187
CA $226 total
includes taxes & fees
Sep 14 - Sep 15
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 168 reviews | View | |||||
![]() Chatham Wayside Inn | 9.2 Wonderful 723 reviews | View | |||||
![]() Greyfinch Chatham Inn | 8.8 Excellent 280 reviews | View | |||||
![]() Surfside Inn Chatham | 8.2 Very good 170 reviews | View | |||||
![]() Olde Tavern Motel And Inn | 9.4 Exceptional 287 reviews | View |
Top Chatham Windmill Hotel Reviews
Queen Anne Inn
8/10 Good
"7/10 — Charming property with room for improvement We stayed for two nights this past weekend and overall had a pleasant stay. We were in the back cottage, and the room itself was totally fine. I especially liked the hardwood floors, and we had no major concerns with the room during our stay. The bathroom could use some updating, but everything was functional. The main building has a cute, eclectic New England feel, with some really charming sitting areas and common spaces. There’s definitely a lot of character to the property, and with a few updates and a little more attention to the grounds, I think it could be a really lovely place. One area that stood out was the upkeep of the outdoor spaces. There were tables and chairs with quite a few fallen leaves sitting on them throughout the weekend, which made the outdoor areas feel a bit less inviting than they could have been. A little more regular maintenance would make a noticeable difference. The front desk receptionist was wonderful. She was very friendly and checked in with us a couple of times throughout the weekend to make sure everything was going well and that we didn’t need anything, which we really appreciated. Overall, we had a good stay and everything went smoothly. The property has a lot of charm and potential, and I think some updates to the bathrooms and a bit more attention to the outdoor grounds could really elevate the experience."
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!"
Private Beach, Water Views, Incredible Location!
10/10 Excellent
"We stayed here for 6 nights with 2 of our adult children. The house was beautiful in an exceptionally quiet, peaceful setting with panoramic views and a wrap around deck. The house was comfortable and pristine with a beautiful kitchen that was very well stocked with everything you’d need for cooking in and very nice bathrooms with great showers! Chatham is centrally located for quick trips to many public beaches. We visited Chatham beaches, Nauset beach and Corporation Beach. We were able to watch seals from the private beach one night."
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"Lovely location, well equipped home, great selection of toys for kids"
Old Harbor Inn
10/10 Excellent
"The owner was so nice and knowledgeable. He made us feel like home."
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!"
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)
Learn about the local history of Chatham when you spend time at Chatham Lighthouse. Wander 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 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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