Title: The 10 Best Hotels Near Chatham Windmill, Chatham | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Windmill Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham-Windmill.d6286476.Car-Rental-Guide)[Chatham Windmill Vacations](https://expedia.ca/Chatham-Windmill-Chatham.d6286476.Vacation-Attraction) ![Historic Wind Mill at Chatham, Cape Cod Harbor](https://images.trvl-media.com/place/6286476/70c08f60-2bd2-4bbd-8306-2efe42fe0b6e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels near Chatham Windmill, Chatham - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2025-11-24&endDate=2025-11-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6286476&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Hotels Close to Chatham Windmill ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/f436a6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn 0.5 km from Chatham Windmill 9.2/10 Wonderful (592) "We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $196 CA $281 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/46b131b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/864abf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/0c5dbc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Jetted Tub, Garden Area](https://images.trvl-media.com/lodging/10000000/9830000/9823200/9823150/fd3dec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candleberry Inn on Cape Cod 14 km from Chatham Windmill 10/10 Exceptional (139) "Stunning bed and breakfast. Amazing owners and a experience you won’t forget." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $436 CA $499 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Brewster-Hotels-Candleberry-Inn-On-Cape-Cod.h9823150.Hotel-Information) ![Oceanfront Efficiency, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/13f44770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/9c379e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/7ca6ffc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/b27fc938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Tides 6.2 km from Chatham Windmill 9.4/10 Exceptional (661) "We loved it so much that we will definitely going back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Faith CA $214 CA $245 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) ![Deluxe Cottage, 2 Bedrooms, Non Smoking, Ocean View (Sunrise Cottage) | Beach/ocean view](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/f4aa7f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage, 2 Bedrooms, Non Smoking, Ocean View (Sunrise Cottage) | Living area](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/633da80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/599aadaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, WiFi](https://images.trvl-media.com/lodging/38000000/37040000/37032200/37032119/f3943caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nauset Beach Inn 12.5 km from Chatham Windmill 9.4/10 Exceptional (175) "very accommodating. Great location. Loved my stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $324 CA $395 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orleans-Hotels-Nauset-Beach-Inn.h37032119.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/32aabc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/b61b6541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Cottage, 2 Bedrooms, Garden View | Private kitchen](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/d5121e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/5bdfdac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Escape Inn 19.5 km from Chatham Windmill 9.4/10 Exceptional (648) "One of the best hotels I stayed at " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $127 CA $145 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) ![Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King)](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/4c17c982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/8263b081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/3510e8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Balcony, Ocean View (King) | View from room](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/e7ae9e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelham House Resort 14.8 km from Chatham Windmill 8.6/10 Excellent (198) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jennifer CA $210 CA $260 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Dennis-Port-Hotels-Pelham-House-Resort.h2774630.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/9800ad9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/895cde79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/3030bdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/e438b61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Inn & Suites 19 km from Chatham Windmill 8.6/10 Excellent (628) "I love staying here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $128 CA $159 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/cb01c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/669edd67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/96ca76a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mansion at Ocean Edge 13.3 km from Chatham Windmill 8.2/10 Very good (1000) "Amazing stay and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne CA $251 CA $367 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/68ce2f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/b8869f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/71bfa777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2740000/2730300/2730253/979155cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Seasons Resort, Trademark Collection by Wyndham 19.6 km from Chatham Windmill 8.4/10 Very good (301) "My room was very clean. The staff were friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanique CA $128 CA $166 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/South-Yarmouth-Hotels-All-Seasons-Resort.h2730253.Hotel-Information) ![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/dbf7e909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/7285272e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/0e60c73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744111/50cf27db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Orleans - Cape Cod 13.2 km from Chatham Windmill 8.0/10 Very good (784) "Clean and comfortable room very enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $148 CA $169 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orleans-Hotels-Rodeway-Inn-Orleans-Cape-Cod.h1744111.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/2bea73dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/bcd2c01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/1fa0a070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/2200/2159/815e4372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Eastham Cape Cod 19 km from Chatham Windmill 8.2/10 Very good (851) "Perfect overnight stay in every way!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $166 CA $190 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Eastham-Hotels-Four-Points-By-Sheraton-Eastham-Cape-Cod.h2159.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/cf61a596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Quadruple Room, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/192e78c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Quadruple Room, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/727f274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/9e85c9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jonathan Edwards Motel 14.5 km from Chatham Windmill 6.6/10 (45) "It’s was a really great place to stay and very clean. The staff was very nice we will return again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe CA $109 CA $125 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09®ionId=6286476&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Windmill Hotel Reviews ![Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9_y.jpg) ### Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches 10/10 Excellent "Clean, quiet, and great location." [](https://expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) ![The Hawthorne](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f_y.jpg) ### The Hawthorne 10/10 Excellent "This is the find!! Water front efficiency units-- while they may be small, they do the job. You can not find anything else like them. And the owners are wonderful. I understand now why so many people return here annually. " [](https://expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Our room was nicely appointed and an excellent layout." [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Great accommodation and staff." [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Queen Anne Inn](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/5b3e612f_y.jpg) ### Queen Anne Inn 10/10 Excellent "Great breakfast, nice pool area" [](https://expedia.ca/Chatham-Hotels-Queen-Anne-Inn.h599515.Hotel-Information) ![Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home](https://images.trvl-media.com/lodging/35000000/34300000/34298700/34298661/75d20815_y.jpg) ### Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home 10/10 Excellent "Location of property was outstanding. Walking distance to Main Street shops and restaurants. House was spacious, and extremely comfortable and cozy. Looking forward to a return stay in the future. Wished we had stayed a few more days to enjoy it more. " [](https://expedia.ca/Chatham-Hotels-Chatham-Village-Charming-3-Room-Apartment-In-Antique-Home.h34298661.Hotel-Information) ![Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach](https://images.trvl-media.com/lodging/27000000/26770000/26766700/26766622/e29c587b_y.jpg) ### Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach 10/10 Excellent "Yes Linda was VERY VERY welcoming! Couple of minor things that I have told Linda about!" [](https://expedia.ca/Chatham-Hotels-Waterfront-Chatham-Village.h26766622.Hotel-Information) ![Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/2d0aa72b_y.jpg) ### Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! 10/10 Excellent "Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back. " [](https://expedia.ca/Chatham-Hotels-Downtown-Chatham-Gem-Walk-To-Beach.h33974477.Hotel-Information) ![Malabar: 407-CB Chatham Charm, Walk to Beach and Town](https://images.trvl-media.com/lodging/111000000/110510000/110502600/110502534/1aef70b5_y.jpg) ### Malabar: 407-CB Chatham Charm, Walk to Beach and Town 10/10 Excellent "Very clean and new. Upscale everything in this house. Flowing layout with 2 sitting rooms. Loved being next to the lighthouse and across the street from beach access. Truly a jem. Enjoyed my morning coffee out in the Adirondack chairs in front yard. So peaceful. Very close to the road but not an issue for us. Been to Chatham several times always in mid October. I would imagine it’s lovely in summer but very busy. This was very chill. Enjoyed the Fall color and less crowds. Management company very responsive. Offered us to rent the house more days ahead of our trip bc it wasn’t booked before us but still wouldn’t let us check in until 4:00 on our day of arrival. And in my opinion their fees are a little over the top. As much as we love this house we may look for another house with less fees next year. " [](https://expedia.ca/Chatham-Hotels-Chatham-Charm.h110502534.Hotel-Information) ## Hotels near other Chatham Windmill attractions [](https://www.expedia.ca/Chatham-Lighthouse-Hotels.0-l6070163-0.Travel-Guide-Filter-Hotels) ![Chatham Light is a lighthouse located in Chatham, Massachusetts. Built in 1808 is a popular landmark in Cape Cod,and easily accessible by car. #BVSBlue](https://images.trvl-media.com/place/10743/37830e00-13fd-446b-9b4e-68d06f1b7003.jpg) Photo by Donny Campos ### Chatham Lighthouse 4.6/5 (96 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6070163) [](https://www.expedia.ca/Veterans-Field-Hotels.0-l6070219-0.Travel-Guide-Filter-Hotels) ![Summer Baseball Game at Chatham, Cape Cod League](https://images.trvl-media.com/place/6070219/0313a916-3ad0-4cbd-b72f-eb1d6cd99785.jpg) ### Veterans Field Catch an event at Veterans Field during your trip to Chatham. Wander the beautiful beaches and seaside in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6070219) [](https://www.expedia.ca/Mayo-House-Hotels.0-l553248621532666586-0.Travel-Guide-Filter-Hotels) ### Mayo House 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666586) [](https://www.expedia.ca/Gallery-Antonia-Hotels.0-l553248621532666630-0.Travel-Guide-Filter-Hotels) ### Gallery Antonia 4.0/5 (1 review) You can spend an afternoon studying the exhibits at Gallery Antonia during your travels in Chatham. Stroll along the area's beautiful beaches, or simply savor its seafood restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666630) [](https://www.expedia.ca/Atwood-House-Museum-Hotels.0-l6287163-0.Travel-Guide-Filter-Hotels) ### Atwood House Museum 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6287163) [](https://www.expedia.ca/Monomoy-Theatre-Hotels.0-l6286898-0.Travel-Guide-Filter-Hotels) ### Monomoy Theatre 4.0/5 (2 reviews) You can get tickets for a performance at Monomoy Theatre during your trip to Chatham. Wander the beautiful beaches and seaside in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6286898) [](https://www.expedia.ca/Chatham-Seaside-Links-Hotels.0-l6286368-0.Travel-Guide-Filter-Hotels) ### Chatham Seaside Links 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6286368) [](https://www.expedia.ca/Chatham-Railroad-Museum-Hotels.0-l6287125-0.Travel-Guide-Filter-Hotels) ### Chatham Railroad Museum 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. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6287125) ## Frequently asked questions ### What are the top-rated hotels near Chatham Windmill? > Discover some of the top-rated hotels near Chatham Windmill, perfect for an unforgettable stay in Chatham, Massachusetts. > > > > [Captain's House Inn](https://www.expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information) > > > > Captain's House Inn is a charming 4-star hotel located just 2.1 km from Chatham Windmill, with an impressive review rating of 9.8. Guests can indulge in the serene atmosphere with amenities such as a private beach nearby, complimentary full breakfast, and cozy fireplaces in the rooms. The beautifully designed patio and terrace offer perfect spots to relax, while kayaking and boat tours are available at a nearby location, enhancing the coastal experience. > > > > [Old Harbor Inn](https://expedia.ca/Chatham-hotels-Old-Harbor-Inn.h1502039.Hotel-information) > > > > Old Harbor Inn, rated 9.6 by travellers, is a delightful 3.5-star hotel situated just a short 12-minute walk from Chatham Windmill. This inn features a lovely terrace and offers a buffet breakfast, alongside unique amenities like on-site yoga classes and romantic champagne service. Guests appreciate the beach umbrellas for a day by the shore and the cozy fireplaces in the rooms, making it a great choice for a relaxing getaway. > > > > [Pleasant Bay Village Resort](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information) > > > > Pleasant Bay Village Resort is a welcoming 3-star hotel located 5.1 km from Chatham Windmill, with an excellent review rating of 9.6. The resort features an inviting outdoor pool and a hot tub for ultimate relaxation. Guests can enjoy the convenience of kitchenettes in their rooms and access to self-parking. With a lovely garden and playground, this resort provides a serene environment perfect for unwinding after a day of exploring. ### What hotels are within walking distance to Chatham Windmill? > Discover some top-rated hotels within walking distance to Chatham Windmill that promise a delightful stay in Chatham, Massachusetts. > > > > [Old Harbor Inn](https://expedia.ca/Chatham-hotels-Old-Harbor-Inn.h1502039.Hotel-information) > > > > Old Harbor Inn offers an inviting atmosphere just a 12-minute walk from Chatham Windmill. Rated 9.6 by travellers, this 3.5-star hotel features a lovely terrace, complimentary daily breakfast, and convenient early check-in. Guests can unwind with yoga classes onsite or enjoy a romantic picnic in the garden. With amenities like beach towels and self-parking, this is an ideal spot for relaxation and exploration. > > > > [The Hawthorne](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information) > > > > The Hawthorne is a charming escape located only 17 minutes on foot from Chatham Windmill, a review rating of 9.4. This hotel features a kitchenette in every room, perfect for longer stays. Guests can soak up the sun at the nearby private beach or enjoy ocean views from the terrace. With self-parking and beach sun loungers available, it's a comfortable choice for those looking to enjoy the coastal experience. > > > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > > > Chatham Bars Inn, a luxurious 5-star hotel, is just an 18-minute stroll from Chatham Windmill and holds a review rating of 9.2. Guests can indulge in a full-service spa, outdoor tennis, and a beach shuttle. The hotel offers stunning ocean views and features a health club, swimming pool, and on-site dining. With amenities like valet parking and exclusive beach cabanas, this inn ensures a premium coastal retreat. ### How much is a hotel near Chatham Windmill? > Staying near Chatham Windmill is a treat, with plenty of hotels offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### What are the most popular family-friendly hotels near Chatham Windmill? > For families looking for top-rated hotels near Chatham Windmill, there are several excellent options that cater to both comfort and fun for all ages. > > > > [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) > > > > Chatham Wayside Inn, located just a 7-minute walk from Chatham Windmill, is a charming 4-star hotel with a strong travellers' rating of 9.2. Families can enjoy amenities like a kid-friendly restaurant, games for children, and free cribs. The inn also features a relaxing pool, garden views, and complimentary breakfast, making it an inviting option for families looking to explore the area. > > > > [Greyfinch Chatham Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) > > > > Greyfinch Chatham Inn is a delightful 3-star hotel located just 1.8 km from Chatham Windmill, a travellers' rating of 8.8. This family-friendly inn offers amenities such as free cribs, a kitchenette, and rollaway beds to accommodate families. Guests can enjoy the pool with sun loungers, a lovely garden area, and easy access to nearby sandy beaches, making it a perfect retreat for families. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club is a luxurious 5-star resort situated 7.2 km from Chatham Windmill and is highly rated by travellers with a score of 9.4. Families will appreciate the children's club, playground, and connecting rooms, ensuring a comfortable stay. The hotel also features a stunning pool, on-site dining with kids' meals, and a range of outdoor activities including golf and tennis, perfect for family adventures. ### Are there any 5-star hotels near Chatham Windmill? > Discover top-rated hotels near Chatham Windmill that combine luxury and breathtaking surroundings for an unforgettable stay. > > > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > > > Chatham Bars Inn is an exquisite 5-star hotel situated just an 18-minute walk from Chatham Windmill, rated 9.2 by travellers. This waterfront hotel boasts stunning ocean views and a variety of luxurious amenities. Guests can indulge in the full-service spa, relax at the outdoor pool, or enjoy beach access with complimentary beach shuttles. The inn also features tennis courts and gourmet dining with ocean views, making it a remarkable choice for an elegant getaway. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club is a stunning 5-star retreat located just 7.2 km from Chatham Windmill. With an impressive review rating of 9.4, this resort offers a perfect blend of relaxation and adventure. Guests can enjoy direct access to a private beach, a luxurious pool area with cabanas, and golf nearby. Unique amenities include an extensive wellness program featuring yoga classes and an onsite sailing experience, ensuring a memorable stay for all travellers. ### Which hotels near Chatham Windmill offer the best views? > Discover the top-rated hotels near Chatham Windmill that offer stunning views and memorable experiences. > > > > [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) > > > > Chatham Wayside Inn is a charming 4-star hotel, just a 7-minute walk from Chatham Windmill, rated 9.2 by travellers. With a lovely terrace and garden view restaurant, it offers a cozy atmosphere for travellers. The inn features a heated pool, complimentary breakfast, and is conveniently located near local shopping. Ideal for those seeking a relaxing getaway with easy access to scenic spots. > > > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > > > Chatham Bars Inn offers an enchanting stay just an 18-minute walk from Chatham Windmill, a review rating of 9.2. This elegant 5-star hotel features stunning ocean views and direct beach access, along with a full-service spa, tennis courts, and complimentary beach shuttle service. Guests can unwind at the beachfront bar or indulge in relaxing treatments at the spa, ensuring a rejuvenating experience in a picturesque setting. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club, rated 9.4 by travellers, is a luxurious 5-star retreat located 7.2 km from Chatham Windmill. Guests can enjoy breathtaking ocean views from the on-site restaurant, alongside exceptional amenities like a hot tub, a full-service spa, and direct beach access. The hotel also features a golf course nearby, making it perfect for golf enthusiasts who appreciate a scenic landscape. ### What are the best affordable hotels near Chatham Windmill? > For those seeking affordable accommodations near Chatham Windmill, these top-rated options strike a perfect balance between comfort and value, providing great amenities for families and travellers alike. > > > > [Pleasant Bay Village Resort](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information) > > > > Pleasant Bay Village Resort, a charming 3-star hotel located just 5.1 km from Chatham Windmill, offers travellers a warm, family-friendly atmosphere. With an impressive review rating of 9.6, travellers can enjoy amenities such as a hot tub, outdoor pool, and daily housekeeping. Families will appreciate the playground and cribs available on request, along with convenient features like free WiFi and self-parking. > > > > [The Hawthorne](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.Hotel-Information) > > > > The Hawthorne is a delightful choice for travellers, located within a 17-minute walk from Chatham Windmill and a great traveler rating score of 9.4. This hotel features ocean views and access to a sandy beach, making it ideal for those who enjoy coastal relaxation. Guests will find amenities such as free WiFi, self-parking, and kitchenettes for added convenience, along with beach towels and loungers for a perfect day by the water. > > > > [The Chatham Motel](https://www.expedia.ca/Chatham-Hotels-The-Chatham-Motel.h4616460.Hotel-Information) > > > > The Chatham Motel, situated just 3.4 km from Chatham Windmill, is a fantastic option for budget-conscious travellers, rated 9.2 by travellers. This welcoming motel offers essential amenities like free WiFi and self-parking, along with a refreshing outdoor pool and playground for children. Guests will also enjoy the convenience of kitchenettes and microwaves in their rooms, making it easy to prepare meals during their stay. ### What are the best boutique hotels near Chatham Windmill? > For travellers seeking a boutique experience near Chatham Windmill, there are some top-rated hotels that offer unique charm and exceptional amenities. > > > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > > > Chatham Bars Inn is a luxurious 5-star hotel situated within an 18-minute walk from Chatham Windmill, offering an impressive travellers' rating of 9.2. This boutique hotel is perfect for families, featuring supervised childcare, a children's club, and a relaxing beachfront with beach cabanas. Guests can also indulge in spa services, tranquil ocean views, and convenient amenities such as a beach shuttle and tennis courts for a complete seaside retreat. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club, a 5-star gem located just 7.2 km from Chatham Windmill, features a stunning array of boutique amenities and a remarkable travellers' rating of 9.4. This family-friendly resort boasts a children's club, babysitting services, and a poolside bar, ensuring a delightful stay for travellers of all ages. Additional amenities include an onsite golf course, hot tub, and a variety of water sports such as kayaking and windsurfing. ### Are there any hotels with pools close to Chatham Windmill? > For travellers seeking a refreshing getaway near Chatham Windmill, here are some top-rated hotels with pools that promise a delightful stay. > > > > [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) > > > > Chatham Wayside Inn is a charming 4-star hotel located just a 7-minute walk from Chatham Windmill, featuring an inviting outdoor pool complete with sun loungers and accessible options for all travellers. Rated 9.2 by travellers, this family-friendly hotel offers complimentary breakfast, a lovely garden view restaurant, and nearby golf and beach activities to ensure a memorable stay. > > > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > > > Just an 18-minute walk from Chatham Windmill, Chatham Bars Inn is a prestigious 5-star hotel a top review rating of 9.2. Guests can enjoy a beautifully designed pool area, complete with accessibility features and spa treatments. This upscale hotel also offers complimentary beach shuttles, tennis courts, and a full-service spa, ensuring a luxurious and relaxing experience for families and couples alike. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club, a luxurious 5-star retreat, is situated 7.2 km from Chatham Windmill. With a fantastic review rating of 9.4, travellers can indulge in a stunning pool area featuring cabanas and a poolside bar. This resort also offers activities like sailing and windsurfing, alongside exquisite dining options and family amenities like a children's club, making it perfect for a lavish family escape. ### What are the best pet-friendly hotels near Chatham Windmill? > Finding the perfect pet-friendly stay near Chatham Windmill is a breeze with these top-rated hotels that welcome your furry friends. > > > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > > > Wequassett Resort and Golf Club is a luxurious 5-star hotel located just 7.2 km from Chatham Windmill, with an impressive review rating of 9.4. This resort is ideal for travellers traveling with pets, offering amenities such as pet-friendly rooms and food and water bowls. Guests can enjoy a range of features including an onsite golf course, outdoor pool, and a relaxing beach area. With options for fine dining and activities like tennis and kayaking, this resort promises a delightful stay for both you and your pet. ### Can I book a fully refundable hotel close to Chatham Windmill? > Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Chatham Windmill", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore [deals with free cancellation](https://www.expedia.ca/deals/free-cancellation) options on Expedia. ### Can I find Expedia discounts for hotels near Chatham Windmill? > Sign in to your account to unlock instant savings and access Member Prices on Expedia. Members always get our best prices, so join for free and look for great discounts on top hotels near Chatham Windmill. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [4 Star Hotels in Chatham](https://www.expedia.ca/4Star-Chatham-Hotels.s40-0-d10743.Travel-Guide-Filter-Hotels) - [Hotels near Academy of Performing Arts](https://www.expedia.ca/Academy-Of-Performing-Arts-Hotels.0-l553248621532666580-0.Travel-Guide-Filter-Hotels) - [Hotels near Allen Harbor Marina](https://www.expedia.ca/Allen-Harbor-Marina-Hotels.0-l553248622004961370-0.Travel-Guide-Filter-Hotels) - [Brewster Hotels](https://www.expedia.ca/Brewster-Hotels.d9069.Travel-Guide-Hotels) - [Hotels near Cape Cod Baseball & Bumper Boats](https://www.expedia.ca/Cape-Cod-Baseball-Bumper-Boats-Hotels.0-l553248621532666557-0.Travel-Guide-Filter-Hotels) - [Farmstay in Chatham](https://www.expedia.ca/Chatham-Agritourism.d10743-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Chatham](https://www.expedia.ca/Chatham-Apartments.d10743-aaApartments.Travel-Guide-Accommodation) - 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