Find hotels near Chatham Windmill, Chatham from $112
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
Sep 13 - Sep 14Tomorrow
Sep 14 - Sep 15Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27 Our top choices for Chatham Windmill hotels
1. Old Harbor Inn
Old Harbor Inn0.5 mi from Chatham Windmill
Adélaïde
$397 nightly
$454 total
Oct 12 - Oct 13
Total with taxes and fees
2. Chatham Wayside Inn
Chatham Wayside Inn0.3 mi from Chatham Windmill
Nicole Ann
$397 nightly
$454 total
Sep 29 - Sep 30
Total with taxes and fees
3. Chatham Bars Inn
Chatham Bars Inn0.7 mi from Chatham Windmill
Yousuf Hussain
$531 nightly
$608 total
Oct 12 - Oct 13
Total with taxes and fees
4. 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
5. 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
6. Sea Meadow Inn
Sea Meadow Inn9.2 mi from Chatham Windmill
Joanne
$256 nightly
$293 total
Oct 1 - Oct 2
Total with taxes and fees
7. Candleberry Inn on Cape Cod
Candleberry Inn on Cape Cod8.7 mi from Chatham Windmill
Susan
$314 nightly
$359 total
Sep 27 - Sep 28
Total with taxes and fees
8. Whalewalk Inn and Spa
Whalewalk Inn and Spa8.8 mi from Chatham Windmill
Purav
$241 nightly
$275 total
Oct 2 - Oct 3
Total with taxes and fees
9. 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
10. Pleasant Bay Village Resort
Pleasant Bay Village Resort2.8 mi from Chatham Windmill
Allison
$217 nightly
$249 total
Oct 13 - Oct 14
Total with taxes and fees
11. The Old Manse Inn
The Old Manse Inn8.7 mi from Chatham Windmill
Shannon
$315 nightly
$361 total
Sep 17 - Sep 18
Total with taxes and fees
12. 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
13. A Beach Breeze Inn
A Beach Breeze Inn7.7 mi from Chatham Windmill
Nilesh
$129 nightly
$148 total
Oct 12 - Oct 13
Total with taxes and fees
14. Doryman Motel
Doryman Motel9.1 mi from Chatham Windmill
Daniel
$150 nightly
$172 total
Sep 24 - Sep 25
Total with taxes and fees
15. Chatham Tides
Chatham Tides3.9 mi from Chatham Windmill
Melissa
$231 nightly
$265 total
Oct 7 - Oct 8
Total with taxes and fees
16. The Villa Callo Inn
The Villa Callo Inn8.5 mi from Chatham Windmill
Shawn
$360 nightly
$412 total
Oct 2 - Oct 3
Total with taxes and fees
17. Wequassett Resort and Golf Club
Wequassett Resort and Golf Club3.7 mi from Chatham Windmill
Lisa
$433 nightly
$496 total
Oct 12 - Oct 13
Total with taxes and fees
18. 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
19. Sesuit Harbor House
Sesuit Harbor House11.7 mi from Chatham Windmill
Natasha
$253 nightly
$290 total
Oct 13 - Oct 14
Total with taxes and fees
20. Nauset Beach Inn
Nauset Beach Inn7.8 mi from Chatham Windmill
Peter
$272 nightly
$311 total
Oct 13 - Oct 14
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 170 reviews | View | |||||
 Chatham Wayside Inn | 9.2 Wonderful 730 reviews | View | |||||
 Chatham Bars Inn | 9.2 Wonderful 861 reviews | View | |||||
 Greyfinch Chatham Inn | 8.8 Excellent 282 reviews | View | |||||
 Surfside Inn Chatham | 8.2 Very Good 171 reviews | View |
Top Chatham Windmill Hotel Reviews
Water View-Walk town/beach, pets considered, Linen Option
10/10 Excellent
"This property easily accommodated three generations of my family ranging in age from 2 to 71 with plenty of room for all of us to relax and enjoy each other's company and see the sights in Chatham. The kitchen was well stocked with lots of extras that make your stay much easier. There were plenty of spaces for puzzles, card games, and reading for everyone. The yard was lush and beautiful and a perfect place to relax at the end of a long day at the beach or shopping. Easy access to all that Chatham has to offer. The host was excellent and prompt in responding to any questions that we had prior to and through our stay. I'd highly recommend this house for families with children, teens, or adult children. It was spotless on the inside, and the outdoor patios were great spots to review the day's activities and plan what to do next."
Chatham Wayside Inn
10/10 Excellent
"It’s a great location and the staff were great. The room was nice but very small."
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
10/10 Excellent
"We had a fabulous time in Chatham. The property was clean and perfect for us. There is a cute place to sit outside and while we didn't spend too much time inside there was sufficient and comfortable space. Our host was easy to communicate with and even notified us when the property was ready before the expected check in time. We will surely return in the future."
Old Harbor Inn
10/10 Excellent
"I had an amazing time at the inn. The staff was extremely nice and accommodating and super helpful with recommandations. I loved it."
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
10/10 Excellent
"We loved our stay here. It fit our extended family perfectly. The views felt like a cape cod postcard!"
Greyfinch Chatham Inn
10/10 Excellent
"It's a short walk into downtown Chatham with sidewalks provided, so no walking on side of road. Very quiet at night, and hotel met every request. One exception - electrical outlets by the side of bathroom sink did not work. A little inconvenient to find other outlets that would accommodate our electrical uses. Other than that, very nice place to stay near Chatham. Completely renovated, and very clean."
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"
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-Walk to Town/Beach-Multi Family Friendly
10/10 Excellent
"This was a great property/location for our group! The host was amazing and we were very happy with the house!"
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.
Frequently asked questions
Explore a world of travel with Expedia
- Plymouth Hotels
- Hotels near Spire Center for the Performing Arts
- Green Harbor-Cedar Crest Hotels
- Oceanfront Hotels in Cape Cod
- Hotels near Poquoy Brook Golf Club
- Norwell Hotels
- Hotels near Monomoy National Wildlife Refuge
- Hotels near Wat Nawamintararachutis
- Hotels near Wings Neck Lighthouse
- Hotels near Massasoit State Park
- Hotels near Monomoy National Wildlife Refuge
- Wareham Center Hotels
- Hotels near Cockle Cove Beach
- East Bridgewater Hotels
- Lakeville Hotels
- Wellfleet Hotels
- Hotels near Chatham Lighthouse
- Hotels near North River Wildlife Sanctuary
- Hotels near Bridgewater State University
- Orleans Hotels
- West Chatham Hotels
- Hotels near Massachusetts National Cemetery
- Halifax Hotels
- West Hanover Hotels
- Pembroke Hotels
- Dennis Port Hotels
- Hotels near Myles Standish State Forest
- Hotels near Mayflower Brewing Company
- Ocean Bluff-Brant Rock Hotels
- Hanson Hotels
- Weweantic Hotels
- Plymouth Cultural District Hotels
- Brewster Hotels
- Harwich Port Hotels
- Hyannis Hotels
- Hotels near Raynham Flea Market
- Forestdale Hotels
- Hotels near Marshfield Country Club
- North Plymouth Hotels
- Hotels near North Scituate Station
- Eastham Hotels
- Chatham Hotels
- Harwich Hotels
- Great Island Hotels
- North Scituate Hotels
- Hotels near Atwood House Museum
- Buttermilk Bay Hotels
- South Yarmouth Hotels
- Hotels near Brown's Bank
- Hotels near Middleboro-Lakeville Station
- Dennis Hotels
- Hotels near Chatham Shark Center
- Hotels near Plymouth Station
- Hotels near Veterans Field
- Hotels near Chatham Lighthouse Beach
- Hotels near Nelson Memorial Park
- North Pembroke Hotels
- Falmouth Hotels
- Hotels near Duxbury Beach Park
- Provincetown Hotels
- Hotels near Chatham Fish Pier
- Chiltonville Hotels
- Hotels near Olde Scotland Links
- Hotels near Plymouth Long Beach
- Hotels near Plymouth Memorial Hall
- Hotels near Mayflower II
- North Chatham Hotels
- Hotels near Green Harbor Golf Club
- Hanover Hotels
- Hotels near Ridgevale Beach
- Hotels near Rockland Ice Rink
- Hotels near Fieldstone Show Park
- Hotels near Colony Place
- Whitman Hotels
- Humarock Hotels
- Hotels near Pilgrim Memorial Hall Museum
- Hotels near Alden House Museum
- Hotels near 1749 Court House and Museum
- Hotels near Plymouth Municipal
- Nantucket Hotels
- Monument Beach Hotels
- Hotels near National Monument to the Forefathers
- Green Harbor Hotels
- Freetown Hotels
- Hotels near Peggoty Beach
- Hotels near Hardings Beach
- Cohasset Hotels
- Plympton Hotels
- Hotels near Edaville
- East Freetown Hotels
- Hotels near Mayflower Beach
- Hotels near Pilgrim Hall Museum
- Brant Rock Hotels