Title: Book The Best Hotels in Osterville, MA for 2026 from CA $117 - Fully Refundable Options - Expedia.ca [Osterville Travel Guide](https://expedia.ca/Osterville.dx183338)[Vacation Rentals in Osterville](https://expedia.ca/Osterville-Vacation-Rentals.d183338.Travel-Guide-VacationRentals)[Osterville Car Rentals](https://expedia.ca/Car-Rentals-In-Osterville.d183338.Car-Rental-Guide)[Osterville Vacation Packages](https://expedia.ca/Osterville.d183338.Destination-Travel-Guides) ![Osterville showing a bay or harbor](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Go beyond your typical stay in Osterville Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=APART_HOTEL) Spa [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=POOL) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=APARTMENT) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=COTTAGE) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=HOT_TUB) Condo [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=CONDO) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=PETS) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=WATER_PARK) Villa [](https://www.expedia.ca/Hotel-Search?destination=Osterville%2C+Massachusetts%2C+United+States+of+America®ionId=183338&latLong=41.62859%2C-70.387009&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=VILLA) ## Check prices for these dates Tonight [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=183338&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Osterville hotels ![Front of property](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/d50e3e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/bc33c61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/1a016b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Multiple Beds](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/f938f5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Seafarer Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) Chatham 9.0/10 Wonderful (319 reviews) "Lovely place to stay. The rooms were comfortable, beds very nice and the staff was great. A charming place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Virginia [](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.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) ![Room, 1 King Bed, Kitchenette](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/eefd9ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Studio, 1 King](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/11bb6149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Kitchenette](https://images.trvl-media.com/lodging/16000000/15370000/15369000/15368979/bf866f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Tides [](https://www.expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) South Chatham 9.4/10 Exceptional (674 reviews) "Staff was very nice. We had a takeout from his recomendded restaurant, it was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jae Yeon CA $233 CA $267 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/South-Chatham-Hotels-Chatham-Tides.h15368979.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/fc1bc2b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/0959237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/cb9a8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/05e5a332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winstead Inn [](https://www.expedia.ca/Harwich-Hotels-Winstead-Inn.h6165614.Hotel-Information) Harwich 9.4/10 Exceptional (126 reviews) "Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $243 CA $278 total includes taxes & fees Apr 3 - Apr 4 [](https://www.expedia.ca/Harwich-Hotels-Winstead-Inn.h6165614.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/7f1b2407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/078f9b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/8728b40d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/2500/2467/d9984836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster Green Resort [](https://www.expedia.ca/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information) Brewster 9.4/10 Exceptional (128 reviews) "Mike is the best. Very clean environment and family welcome" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $299 CA $342 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Brewster-Hotels-Brewster-Green-Resort.h2467.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/1aab8bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/8aa83aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/3053a633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/ca3f17d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mansion at Ocean Edge [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) Brewster 8.2/10 Very good (1,000 reviews) "Clean room, friendly staff, great food and drinks at Bayzo’s Pub." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie CA $159 CA $260 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/1a017295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, free beach shuttle, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/61ca278e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/2a0b7aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Britterige Lower Level One Bed Villa) | Private kitchen](https://images.trvl-media.com/lodging/7000000/6310000/6301400/6301341/ac2e22c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villages at Ocean Edge [](https://www.expedia.ca/Brewster-Hotels-The-Villages-At-Ocean-Edge.h6301341.Hotel-Information) Brewster 8.4/10 Very good (1,000 reviews) "We loved the room we stayed in and will return again next time we go to the Cape" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert A CA $179 CA $267 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Brewster-Hotels-The-Villages-At-Ocean-Edge.h6301341.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/77000000/76930000/76920700/76920689/dbec4767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/77000000/76930000/76920700/76920689/489fb301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room](https://images.trvl-media.com/lodging/77000000/76930000/76920700/76920689/b0b2251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Single Room | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76930000/76920700/76920689/feebfa39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelham on Earle [](https://www.expedia.ca/West-Harwich-Hotels-Pelham-On-Earle.h76920689.Hotel-Information) West Harwich 9.4/10 Exceptional (73 reviews) "Lovely hotel with a good restaurant and walking distance to beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $204 CA $257 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/West-Harwich-Hotels-Pelham-On-Earle.h76920689.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/3138c9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/544be7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/fd984a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9600000/9591500/9591451/eab34d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Beach Breeze Inn [](https://www.expedia.ca/West-Harwich-Hotels-A-Beach-Breeze-Inn.h9591451.Hotel-Information) West Harwich 9.6/10 Exceptional (272 reviews) "Totally GREAT PLACE to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $177 CA $203 total includes taxes & fees Apr 16 - Apr 17 [](https://www.expedia.ca/West-Harwich-Hotels-A-Beach-Breeze-Inn.h9591451.Hotel-Information) ![Superior Room, 2 Double Beds, Balcony, Ocean View (Superior Ocean Front 2nd Floor) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/d8dddc5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 2 Double Beds, Balcony, Ocean View (Superior Ocean Front 2nd Floor)](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/3ae64524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/0c3e83a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | View from room](https://images.trvl-media.com/lodging/1000000/900000/894200/894158/3d919a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Corsair & Cross Rip Oceanfront Resort [](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) Dennis Port 8.6/10 Excellent (222 reviews) "very peaceful, excellent staff, clean room, and close to good restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pauline CA $172 CA $208 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/3510e8af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed with Sofa bed, Ocean View, Oceanfront (King) | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2774700/2774630/b2d32f29.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) ![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) ### Pelham House Resort [](https://www.expedia.ca/Dennis-Port-Hotels-Pelham-House-Resort.h2774630.Hotel-Information) Dennis Port 8.6/10 Excellent (215 reviews) "Lovely with a great view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $301 CA $378 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Dennis-Port-Hotels-Pelham-House-Resort.h2774630.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 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) ![Deluxe Single Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/4929cf6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/3000000/2850000/2840600/2840568/86596e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jonathan Edwards Motel [](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information) Dennis Port 6.8/10 (49 reviews) "Well priced clean rooms and a very friendly and helpful staf. We learned before we checked out they are currently upgrading the rooms with adjustable beds to add to the comfort level. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $128 CA $147 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Dennis-Port-Hotels-Jonathan-Edwards-Motel.h2840568.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/9803ffe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/3b0ad9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Private Bathroom (Bayberry Room)](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/906ac007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster by the Sea Inn [](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) West Brewster 9.8/10 Exceptional (173 reviews) "Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $417 CA $477 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) ![Pelham 1 King + Balcony + Sleeper](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/d482feb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pelham Suite | Living area](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/19a077a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/4c0e3706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pelham Suite | Living area](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/4f39e63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Farms Lodge [](https://www.expedia.ca/West-Dennis-Hotels-Pelham-On-Main.h2232448.Hotel-Information) West Dennis 8.6/10 Excellent (401 reviews) "Great location near West Dennis Beach in lots of restaurants and things to do" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.ca/West-Dennis-Hotels-Pelham-On-Main.h2232448.Hotel-Information) ![Iron/ironing board, cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790082/118922fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790082/befac602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790082/c4a92765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790082/8c4b6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GuestLodge [](https://www.expedia.ca/West-Dennis-Hotels-GuestLodge.h1790082.Hotel-Information) West Dennis 8.0/10 Very good (506 reviews) "We enjoyed our stay in this hotel. The check in was so easy and the staff was friendly. The grounds and the rooms were very clean. It's a little on the older side, but we were very comfortable and I found it to be a great value! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $87 CA $99 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/West-Dennis-Hotels-GuestLodge.h1790082.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/200000/196600/196539/79aabacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/200000/196600/196539/ac04ab42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/200000/196600/196539/32ec81f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/200000/196600/196539/5fa406ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Cape Cod Area [](https://www.expedia.ca/West-Dennis-Hotels-Travelodge-By-Wyndham-Cape-Cod-Area.h196539.Hotel-Information) West Dennis 7.4/10 Good (929 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $98 CA $112 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/West-Dennis-Hotels-Travelodge-By-Wyndham-Cape-Cod-Area.h196539.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/97c56bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Captain Farris suite | Fireplace](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/451ebc25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/b38936a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/3000000/2670000/2664800/2664754/f25726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Farris House B&B [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) Bass River 9.8/10 Exceptional (255 reviews) "Wonderful, lovely cozy B&B. Incredible hosts, would definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Captain-Farris-House-BB.h2664754.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/abb817d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/a8904b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/205ecfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1084000/1083973/7d80cbdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambassador Inn & Suites [](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information) Bass River 8.6/10 Excellent (649 reviews) "clean comfortable room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOSEPH CA $118 CA $147 total includes taxes & fees Apr 23 - Apr 24 [](https://www.expedia.ca/South-Yarmouth-Hotels-Ambassador-Inn-Suites.h1083973.Hotel-Information) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/cf5e1161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/ef31cc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/cf9e4214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1190000/1181400/1181333/082cb655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Veranda Cape Cod Family Resort [](https://www.expedia.ca/South-Yarmouth-Hotels-Veranda-Cape-Cod-Family-Resort.h1181333.Hotel-Information) Bass River 9.2/10 Wonderful (263 reviews) "Beautiful grounds, quiet and comfortable. Very well run. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benita CA $204 CA $234 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/South-Yarmouth-Hotels-Veranda-Cape-Cod-Family-Resort.h1181333.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36360000/36353100/36353099/eaba0663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36360000/36353100/36353099/70d76c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36360000/36353100/36353099/b387b85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/37000000/36360000/36353100/36353099/5460eb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sesuit Harbor House [](https://www.expedia.ca/Dennis-Hotels-Sesuit-Harbor-House.h36353099.Hotel-Information) Dennis 9.6/10 Exceptional (178 reviews) "Location is easy access to beautiful beaches and activities and shops in Dennis, Brewster and Barnstable. Very Family friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $250 CA $286 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Dennis-Hotels-Sesuit-Harbor-House.h36353099.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6700000/6697800/6697712/366fdd27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.Hotel-Information) Bass River 9.4/10 Exceptional (676 reviews) "Clean and cozy room with cute nautical theme. Comfortable bed and pillows. Digital TV options too limited though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariene CA $110 CA $126 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/South-Yarmouth-Hotels-The-Escape-Inn.h6697712.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=2026-04-06&endDate=2026-04-07®ionId=183338&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Hotels.d183338.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOsterville-Hotels.d183338.Travel-Guide-Hotels) ## Stay near popular Osterville attractions ![Aerial view of Dowses Beach in Osterville, MA, USA at sunset](https://images.trvl-media.com/place/553248635983994344/4a4c789c-37e9-47fb-9380-9e15f444923b.jpg) ### Dowses Beach Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville? [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983994344) ![Fluffy clouds and blue sky over the Occupy Chatham public shack on Chatham South Beach](https://images.trvl-media.com/place/553248635983989465/7d3ebc65-dd25-478f-a9f7-1869404a9a8d.jpg) ### Public Beach Why not spend a lazy afternoon at Public Beach during your trip to Osterville? [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635983989465) ### Stand Up & Paddle Cape Cod Take the family on an outing to Stand Up & Paddle Cape Cod during your trip to Osterville. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666435) ## Learn more about Osterville Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers. [See all hotels in Osterville](https://www.expedia.ca/Hotel-Search?startDate=2026-04-06&endDate=2026-04-07&adults=2®ionId=183338) ![Osterville showing a bay or harbor](https://images.trvl-media.com/place/183338/9e86bb9d-85b4-4f43-92cb-366f884ac7ba.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Osterville Hotel Reviews ## Recent Reviews in Osterville ![Sandwich Lodge & Resort](https://images.trvl-media.com/lodging/1000000/980000/973300/973293/bd41391a_y.jpg) ### Sandwich Lodge & Resort 10/10 Excellent "Great place" [](https://expedia.ca/Sandwich-Hotels-Sandwich-Lodge-Resort.h973293.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 10/10 Excellent "NO COMPLAINTS" [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/df083265_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "We were so thankful to get to check- in early! Properly and rooms were very clean and comfortable! The staff was friendly and helpful! Also, it's in a great location! Lots of shopping and restaurants within walking distance. Definitely recommend! " [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Aiden by Best Western Cape Cod - West Yarmouth](https://images.trvl-media.com/lodging/39000000/38360000/38357900/38357891/03e2a40a_y.jpg) ### Aiden by Best Western Cape Cod - West Yarmouth 10/10 Excellent "Clean and spacious. The bed was huge. " [](https://expedia.ca/West-Yarmouth-Hotels-Aiden-By-Best-Western-Cape-Point.h38357891.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 8/10 Good "Walls are thin and some guests were disrespectful at night letting kids run up and down hall late at night" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/87d9418f_y.jpg) ### Anchor In Distinctive Waterfront Lodging 10/10 Excellent "Very clean place" [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 10/10 Excellent "The place was very clean. Bed was super comfortable. The staff was pleasant and helpful. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 6/10 Okay "Staff was very welcoming. The room I had was damp, and the carpet was quite musty. " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 2/10 Terrible "This stay was extremely disappointing. Not only did we need to switch our original room due to the jacuzzi being filthy, the second room we were given was also disgusting, the tub was also rusted and dirty. There were holes in the bathroom door, as well as the bathroom door being broken. It was completely disgusting and off putting. We needed to go out a buy cleaning supplies to ensure the tub was disinfected correctly. The cable tv was also awful it kept cutting out and not working. I was so annoyed and defeated that switching hotels wasn’t an option seeing how you already had our money. Your pictures posted do not show the true authenticity of your hotel at all. At best this is a MOTEL, for hourly clientele. I will certainly never be staying here again, and I will deter anyone who thinks about it to reconsider. I also have pictures to prove my experience, that I will be posting on Expedia" [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ## More cheap stays in Osterville ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cape Sands Inn 149 Main St - RT 28 West Yarmouth MA CA $102 CA $117 total Mar 24 - Mar 25 includes taxes & fees 8.2/10 Very Good! (1,028 reviews) [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/5a8499c3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyannis Travel Inn 18 North St Hyannis MA CA $108 CA $124 total Mar 29 - Mar 30 includes taxes & fees 9.6/10 Exceptional! (1,000 reviews) [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyannis Plaza Hotel 662 Main Street Hyannis MA CA $103 CA $132 total Mar 25 - Mar 26 includes taxes & fees 7/10 Good! (1,005 reviews) [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Sandwich Lodge & Resort](https://images.trvl-media.com/lodging/1000000/980000/973300/973293/bd41391a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sandwich Lodge & Resort 54 Route 6A Sandwich MA CA $135 CA $154 total Mar 24 - Mar 25 includes taxes & fees 8.6/10 Excellent! (1,004 reviews) [](https://expedia.ca/Sandwich-Hotels-Sandwich-Lodge-Resort.h973293.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Hyannis - Cape Cod 259 Main Street Hyannis MA CA $142 CA $163 total Mar 31 - Apr 1 includes taxes & fees 8/10 Very Good! (1,003 reviews) [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Cape Cod Hotel](https://images.trvl-media.com/lodging/1000000/30000/28200/28183/a9ca7204_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cape Cod Hotel 1470 Iyannough Road Hyannis MA CA $134 CA $170 total Mar 30 - Mar 31 includes taxes & fees 7.4/10 Good! (1,005 reviews) [](https://expedia.ca/Hyannis-Hotels-Cape-Cod-Hotel.h28183.Hotel-Information) ## Hotels in Osterville with star rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.ca/5Star-Osterville-Hotels.s50-0-d183338.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 30 properties [](https://expedia.ca/4Star-Osterville-Hotels.s40-0-d183338.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 307 properties [](https://expedia.ca/3Star-Osterville-Hotels.s30-0-d183338.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 343 properties [](https://expedia.ca/2Star-Osterville-Hotels.s20-0-d183338.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### What is the best area to stay in Osterville? > This area is the heart of Osterville, offering a refined yet relaxed New England village experience. You'll find a collection of independent shops, high-end boutiques, and excellent restaurants. It's very walkable, with most amenities just a short stroll from each other, and it's close to the village's beautiful beaches and marinas. > > > Couples seeking a sophisticated and tranquil getaway will find the village centre ideal. You can enjoy leisurely mornings with coffee from a local cafe, browse art galleries, and spend afternoons at Dowses Beach, known for its soft sand and calm waters. Evenings can be spent dining at one of the village's acclaimed restaurants, many of which focus on fresh, local seafood. > > > For families, staying near the village centre provides convenience and access to activities. Children can enjoy the proximity to the beaches for swimming and building sandcastles, and the village green often hosts community events during the warmer months. ### When is the best time to go to Osterville? > May and June offer milder temperatures, fewer crowds, and blooming natural scenery, making it ideal for those who enjoy peaceful walks along the beaches or exploring the local villages without the peak season hustle. The water might still be a bit cool for swimming, but it's superb for kayaking or paddleboarding in the calmer bays. > > > July and August are the warmest months, superb for beach holidays and water sports. The village is buzzing with activity, and all restaurants and shops are open. This is a fantastic time for families, with plenty of opportunities for swimming, sailing, and enjoying the lively option. Be aware that this is also the busiest period, so booking accommodation and popular restaurants well in advance is essential. > > > September and October bring cooler, crisp air and stunning autumn foliage, especially inland. The crowds thin out, but many establishments remain open, offering a more relaxed experience. This period is great for couples looking for a romantic getaway, with opportunities for scenic drives, coastal walks, and enjoying fresh seafood in a more tranquil setting. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Osterville hotel booking with Expedia? ### How much is the nightly rate at a Osterville hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Barnstable Hotels ](https://www.expedia.ca/Barnstable-Hotels.d9658.Travel-Guide-Hotels) - [Hotels near Barnstable Municipal ](https://www.expedia.ca/Barnstable-Municipal-Airport-Hotels.0-aHYA-0.Travel-Guide-Filter-Hotels) - [Cape Cod Hotels ](https://www.expedia.ca/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels) - [Hotels near Cape Cod Maritime Museum ](https://www.expedia.ca/Cape-Cod-Maritime-Museum-Hotels.0-l553248635146342095-0.Travel-Guide-Filter-Hotels) - [Hotels near Cape Cod Melody Tent ](https://www.expedia.ca/Cape-Cod-Melody-Tent-Hotels.0-l6286857-0.Travel-Guide-Filter-Hotels) - 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