Title: Book the Best Hotels with POOL in Chappaquiddick Island in 2026 | Expedia.ca [Chappaquiddick Island Travel Guide](https://expedia.ca/Chappaquiddick-Island.dx6287412)[Hotels in Chappaquiddick Island](https://expedia.ca/Chappaquiddick-Island-Hotels.d6287412.Travel-Guide-Hotels)[Vacation Rentals in Chappaquiddick Island](https://expedia.ca/Chappaquiddick-Island-Vacation-Rentals.d6287412.Travel-Guide-VacationRentals)[Flights to Chappaquiddick Island](https://expedia.ca/Cheap-Flights-To-Chappaquiddick-Island.d6287412.Travel-Guide-Flights)[Chappaquiddick Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chappaquiddick-Island.d6287412.Car-Rental-Guide)[Chappaquiddick Island Vacation Packages](https://expedia.ca/Chappaquiddick-Island.d6287412.Destination-Travel-Guides) ![A short walk from downtown Edgartown is this lighthouse and beautiful beach. Many great photo opportunities within walking distance of this location.](https://images.trvl-media.com/place/10752/395f623c-9efd-454a-b51c-087ea417df3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jason Kennedy # Find Hotels with a Pool in Chappaquiddick Island, MA from CA $112 - ![](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 availability on Chappaquiddick Island Hotels with a Pool Tonight [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-23&endDate=2025-12-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-24&endDate=2025-12-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6287412&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chappaquiddick Island hotels with a pool ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/3348dea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/36a1f0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/f0ed7d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/12000000/11630000/11621700/11621632/d6ee0dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Club at New Seabury [](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) New Seabury 9.0/10 Wonderful (340) "Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose O. [](https://www.expedia.ca/Mashpee-Hotels-The-Club-At-New-Seabury.h11621632.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/3225f1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/5e3637f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/0271fbcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/35291799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Harbor Hotel [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) Hyannis 8.0/10 Very good (1000) "Amazing place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mounir CA $148 CA $225 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/6d244f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/82e4c2e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/7438dff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 2 Queen Beds, Harbour View | Living area](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/c85afb09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor In Distinctive Waterfront Lodging [](https://www.expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) Hyannis 9.4/10 Exceptional (1001) "Staff member Sandy very congenial when we checked in. Laid back atmosphere (early December). Will consider for future Hyannis stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $192 CA $259 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/85b80a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/b77771b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12000/11989/d05815b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iris Hotel Cape Cod [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) Falmouth 8.4/10 Very good (157) "great bedroom " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $150 CA $171 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e4d68938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/0a9fa15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/9d421872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Resort [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) Hyannis 8.2/10 Very good (46) "Clean and inexpensive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $150 CA $172 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/786ccd3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/ef69e045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plaza Suite](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/34fe26da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Plaza Hotel [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) Hyannis 7.0/10 Good (973) "good stay for night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $85 CA $112 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/aa02dacb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/w1280h882x0y8-1138e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/554c64cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Square [](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) Falmouth 8.6/10 Excellent (1002) "Great location Comfortable beds Reasonably price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $138 CA $191 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/13951ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Jetted Tub (Smoke Free)](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/ccfd7232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/dd517932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Admiralty Inn & Suites - a Red Collection Hotel [](https://www.expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information) East Falmouth 8.8/10 Excellent (367) "Short overnight stay. Big clean rooms and comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $137 CA $174 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/a26c3d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b13a9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/d4c5b048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Hyannis - Cape Cod [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) Hyannis 8.0/10 Very good (1000) "Nice hotel had a perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $135 CA $154 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/b242e02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/3c648f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/8ca88d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Hotel [](https://www.expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) Edgartown 8.8/10 Excellent (1000) "The area was safe and the dining experience was great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert [](https://www.expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.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=2026-01-06&endDate=2026-01-07®ionId=6287412&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chappaquiddick Island Hotel Reviews ![Courtyard By Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/1600/1517/ba128f08_y.jpg) ### Courtyard By Marriott Cape Cod Hyannis 10/10 Excellent "Parking was free and easy, room was very clean and housekeeping service was top notch. " [](https://expedia.ca/Hyannis-Hotels-Courtyard-By-Marriott-Cape-Cod-Hyannis.h1517.Hotel-Information) ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Very cozy comfortable hotel!!" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Hyannis Harbor Hotel](https://images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg) ### Hyannis Harbor Hotel 10/10 Excellent "I’ve been to this hotel before. Its lovely." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.Hotel-Information) ![Mansion House Inn And Spa](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "The Mansion House was a lovely stay. Style, class, cleanlines…The Mansion House almost was perfect. 2 things not so much but minor. The thermostat in the room was strange. Very drafty in the room. The continental breakfast for the Mansion House was very stingy. I would have loved plain oatmeal with fresh blueberries but all they had was the sugar filled kids oatmeal. The eggs were cold hard boiled served over ice. Not so much. Other than that, the Mansion House was wonderful. " [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8_y.jpg) ### Comfort Inn Hyannis - Cape Cod 10/10 Excellent "Nice hotel had a perfect stay" [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Admiralty Inn & Suites - a Red Collection Hotel](https://images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2_y.jpg) ### Admiralty Inn & Suites - a Red Collection Hotel 10/10 Excellent "Location breakfast" [](https://expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/7438dff7_y.jpg) ### Anchor In Distinctive Waterfront Lodging 10/10 Excellent "Very nice place to stay!! Mary, (at the desk) was very kind and hospitable. " [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Inn on the Square](https://images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "Great time in Falmouth " [](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before." 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