
Find hotels near Chatham Windmill, Chatham from CA $145
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
Oct 16 - Oct 17Tomorrow
Oct 17 - Oct 18This weekend
Oct 16 - Oct 18Next weekend
Oct 23 - Oct 25 Our top choices for Chatham Windmill hotels




1. The Hawthorne
The Hawthorne0.9 km from Chatham Windmill
Richard
CA $465
CA $532 total
includes taxes & fees
Oct 25 - Oct 26




2. Chatham Wayside Inn
Chatham Wayside Inn0.5 km from Chatham Windmill
Ashley
CA $241
CA $338 total
includes taxes & fees
Nov 2 - Nov 3




3. Chatham Bars Inn
Chatham Bars Inn1.1 km from Chatham Windmill
Linda
CA $549
CA $628 total
includes taxes & fees
Nov 12 - Nov 13




4. Greyfinch Chatham Inn
Greyfinch Chatham Inn1.5 km from Chatham Windmill
Jacob
CA $241
CA $328 total
includes taxes & fees
Nov 1 - Nov 2




5. Whalewalk Inn and Spa
Whalewalk Inn and Spa14.2 km from Chatham Windmill
Purav
CA $305
CA $349 total
includes taxes & fees
Oct 18 - Oct 19




6. Candleberry Inn on Cape Cod
Candleberry Inn on Cape Cod14 km from Chatham Windmill
Dvir
CA $429
CA $490 total
includes taxes & fees
Oct 25 - Oct 26




7. Brewster by the Sea Inn
Brewster by the Sea Inn15.8 km from Chatham Windmill
Grace
CA $430
CA $492 total
includes taxes & fees
Nov 4 - Nov 5




8. A Beach Breeze Inn
A Beach Breeze Inn12.4 km from Chatham Windmill
Debra
CA $182
CA $209 total
includes taxes & fees
Oct 25 - Oct 26




9. Charm on Main by Ocean Edge
Charm on Main by Ocean Edge13.2 km from Chatham Windmill
Kathleen
CA $300
CA $344 total
includes taxes & fees
Oct 19 - Oct 20




10. Chatham Tides
Chatham Tides6.2 km from Chatham Windmill
Anthony
CA $210
CA $241 total
includes taxes & fees
Nov 9 - Nov 10




11. The Villa Callo Inn
The Villa Callo Inn13.6 km from Chatham Windmill
Shawn
CA $507
CA $661 total
includes taxes & fees
Oct 19 - Oct 20




12. Pelham on Earle
Pelham on Earle11.7 km from Chatham Windmill
Colleen
CA $267
CA $330 total
includes taxes & fees
Oct 30 - Oct 31




13. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club6 km from Chatham Windmill
Angela
CA $523
CA $641 total
includes taxes & fees
Nov 11 - Nov 12




14. Sesuit Harbor House
Sesuit Harbor House18.9 km from Chatham Windmill
Natasha
CA $389
CA $445 total
includes taxes & fees
Oct 25 - Oct 26




15. The Escape Inn
The Escape Inn19.5 km from Chatham Windmill
Toby
CA $127
CA $145 total
includes taxes & fees
Nov 2 - Nov 3




16. Skaket Beach Motel
Skaket Beach Motel12 km from Chatham Windmill
Wayne
CA $165
CA $189 total
includes taxes & fees
Oct 25 - Oct 26




17. Chatham Seafarer Inn
Chatham Seafarer Inn4.2 km from Chatham Windmill
Ian
CA $329
CA $377 total
includes taxes & fees
Oct 28 - Oct 29




18. Pelham House Resort
Pelham House Resort14.8 km from Chatham Windmill
sandra
CA $366
CA $461 total
includes taxes & fees
Oct 27 - Oct 28




19. Blue Rock Resort
Blue Rock Resort18.3 km from Chatham Windmill
Camille
CA $135
CA $156 total
includes taxes & fees
Oct 26 - Oct 27




20. Ambassador Inn & Suites
Ambassador Inn & Suites19 km from Chatham Windmill
Kevin
CA $175
CA $212 total
includes taxes & fees
Nov 2 - Nov 3
Compare popular hotels close to Chatham Windmill
Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() The Hawthorne | 9.4 Exceptional 204 reviews | View | |||||
![]() Chatham Wayside Inn | 9.2 Wonderful 754 reviews | View | |||||
![]() Chatham Bars Inn | 9.2 Wonderful 871 reviews | View | |||||
![]() Greyfinch Chatham Inn | 8.8 Excellent 294 reviews | View | |||||
![]() Whalewalk Inn and Spa | 10.0 Exceptional 114 reviews | View |
Top Chatham Windmill Hotel Reviews
Chatham Wayside Inn
8/10 Good
"One of the service staff in the restaurant was very condescending to my sister in-law. ( Ian ? ) Otherwise it was a great stay. Housekeeping staff was great. Thank You"
Greyfinch Chatham Inn
10/10 Excellent
"Clean room. Conveniently located. Friendly staff. Would say there again."
Chatham Bars Inn
10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Old Harbor Inn
10/10 Excellent
"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."
Chatham Village - Adorable Studio Apartment in Antique Home
10/10 Excellent
"Very clean and comfortable apartment located conveniently to shopping and restaurants. Would highly recommend to couples!"
Walk to Downtown Chatham, Steps to Beach!
10/10 Excellent
"Great stay!"
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"Spectacular views, perfect location. We had a great stay, was easy to stroll into town or the beach. It was hard to leave the back patio, with the beautiful view of Mill pond. Highly recommend. Communication was excellent from the owners."
The Hawthorne
8/10 Good
"Beautiful spot with wonderful views of Chatham Bars without the crazy experience of Chatham Bars Inn"
Water View-Walk town/beach, pets considered, Linen Option
10/10 Excellent
"The house was beautiful, comfortable, convenient, clean, and well-supplied. It was in a great area. Since we happened to be there during a Nor’easter, it was also comforting to know that the house had a generator - even though we never lost power. Paul, the owner, was very easy to communicate with and answered all my questions quickly. Highly recommend!"
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.

Chatham Lighthouse Beach
9.2/10 (46 reviews)
If a restful vacation is part of your travel plans, Chatham Lighthouse Beach might be the perfect place to seek out during your trip to Chatham. Stroll along this trendy area's seaside, or simply enjoy its seafood restaurants.
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.
Frequently asked questions
Explore a world of travel with Expedia
- Harwich Port Hotels
- Cottages in Dennis Port
- Yarmouth Port Hotels
- Resorts in Brewster
- Dennis Port Hotels
- Hotels near Earle Road Beach
- Luxury Hotels in Chatham
- Heated Pool AC 1/2 Mile to Beach!
- Harwich Hotels
- Pond
- Cottages in Cape Cod
- Hotels near Orleans Bowling Center
- Motels in Orleans
- West Harwich Hotels
- Pet-Friendly Hotels in Chatham
- All Inclusive Resorts and in Cape Cod
- Hotels near Main Street Hyannis
- Luxury Hotels in East Orleans
- South Chatham Hotels
- Hotels near Marconi Beach
- Wellfleet Hotels
- Chatham Vacation Rental With Pool and Charm to Spare! RPAM096
- Orleans Hotels
- Lgbt Friendly Hotels in Brewster
- Updated 3 Bedroom Offering Hot Tub and Large Yard
- Beach Hotel Hotels in West Harwich
- Oceanfront Hotels in Brewster
- Brewster Hotels
- Chatham Hotels
- West Yarmouth Hotels
- Resorts in Chatham
- Hostels in Orleans
- Pochet Association
- South Yarmouth Hotels
- Hotels near Cape Cod Inflatable Park
- Hotels near Whydah Pirate Museum
- Provincetown Hotels
- Oceanfront Hotels in Cape Cod
- 4 Star Hotels in Chatham
- Boat HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT GETAWAY WITH PANORAMIC WATER VIEWS
- Cottages in Orleans
- Chatham Village
- Upscale Elegance
- B&B in Chatham
- A Little Inn on Pleasant Bay
- Apartments in Chatham
- Hotels near Nauset Beach
- Motels in Chatham
- Nantucket Hotels
- Barnstable County Hotels
- Beach Hotel Hotels in Cape Cod
- Hyannis Hotels
- North Chatham Waterfront Oasis
- Disnbre
- Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
- West Dennis Hotels
- B&B in Brewster
- Romantic Hotels in West Harwich
- Cape Cod Sunscape. Orleans
- 200 Shane Drive
- Hotels near Sea Street Beach
- Hilton Hotels in Orleans
- Happy Daze are here again! Cute condo by the Bay!
- Hotels near Mayflower Beach
- Eastham Hotels
- Welcome To Tidal Fix! Classic Sea Side Cottage With Modern Comforts RPAM094
- Dennis Hotels
- Spacious Home with Sprawling Yard!
- Hotels near Seagull Beach
- Orleans Vacations
- Visit Orleans
- Visit North Chatham
- Visit Cape Cod
- Visit Harwich Port
- Captain's Cove Golf Course
- Brewster Vacations
- Nauset Beach
- Visit Brewster
- Visit Dennis Port
- Visit Nantucket Island
- Visit Centerville
- Visit South Chatham
- West Dennis Beach
- Visit Hyannis Port
- Visit Chatham
- Chatham Vacations




