Title: Book the Best Hotels with POOL in Assawoman in 2026 | Expedia.ca [Hotels in Assawoman](https://expedia.ca/Assawoman-Hotels.d553248635975860175.Travel-Guide-Hotels)[Vacation Rentals in Assawoman](https://expedia.ca/Assawoman-Vacation-Rentals.d553248635975860175.Travel-Guide-VacationRentals)[Assawoman Car Rentals](https://expedia.ca/Car-Rentals-In-Assawoman.d553248635975860175.Car-Rental-Guide)[Assawoman Vacation Packages](https://expedia.ca/Assawoman.d553248635975860175.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 ## Check availability on Assawoman Hotels with a Pool Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635975860175&startDate=2026-01-17&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975860175&startDate=2026-01-18&endDate=2026-01-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975860175&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975860175&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Assawoman hotels with a pool ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/454df0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/28cd7655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/2c5bd168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166858/dce9bfe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Chincoteague Island [](https://www.expedia.ca/Chincoteague-Hotels-Spark-By-Hilton-Chincoteague-Island.h1166858.Hotel-Information) Piney Island 9.4/10 Exceptional (748 reviews) "Staff was very helpful and friendly, our room was exceptional, we enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $113 CA $127 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chincoteague-Hotels-Spark-By-Hilton-Chincoteague-Island.h1166858.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/3acf3bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/59448448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/ec239931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/976261e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Refuge Inn [](https://www.expedia.ca/Chincoteague-Hotels-Refuge-Inn.h40487.Hotel-Information) Piney Island 9.8/10 Exceptional (1,001 reviews) "Comfortable room, pleasant staff, great indoor pool, and easy access to Assateague Island bike paths." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $125 CA $141 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chincoteague-Hotels-Refuge-Inn.h40487.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/98d3ba4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/2b19b712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/78e32203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oyster Cottage | View from room](https://images.trvl-media.com/lodging/22000000/21390000/21381400/21381363/50c3bcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Cottages [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) Downtown Chincoteague 9.8/10 Exceptional (501 reviews) "What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julie [](https://www.expedia.ca/Chincoteague-Hotels-Key-West-Cottages-On-The-Chincoteague-Bay.h21381363.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/1284edf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/08963dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/ca54b57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Inn [](https://www.expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) Downtown Chincoteague 9.0/10 Wonderful (1,000 reviews) "We had a great time. Ample room and amazing breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephania CA $80 CA $90 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/17e42883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/049f9c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/b355d149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/0b5ea2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chincoteague Island Bayfront Resort [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) Downtown Chincoteague 9.6/10 Exceptional (1,002 reviews) "Over all friendly, clean, great continental breakfast and cheerful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $140 CA $159 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/440afcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/68796c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/3d0001b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/0959dd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront [](https://www.expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) Downtown Chincoteague 9.2/10 Wonderful (583 reviews) "Spencer was very helpful on the phone, and the staff who checked us in and out were very nice and polite. The room and breakfast were top notch as well :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $161 CA $181 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/ae01482b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/0ce74b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/41034ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/6b25f927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) Downtown Chincoteague 9.0/10 Wonderful (1,000 reviews) "The rooms were spotless, nice breakfast , we really enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $93 CA $126 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/e2dcc559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Jetted Tub (Waterfront)](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/ae8e848b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/8d160ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/72fcaffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chincoteague Waterfront [](https://www.expedia.ca/Chincoteague-Hotels-Hampton-Inn-Suites-Chincoteague-Waterfront.h899134.Hotel-Information) Downtown Chincoteague 9.8/10 Exceptional (749 reviews) "Clean room, friendly staff, great continental breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $136 CA $152 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chincoteague-Hotels-Hampton-Inn-Suites-Chincoteague-Waterfront.h899134.Hotel-Information) ![Outdoor pool, open 9 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/83040a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/3c18e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/28e4f47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/e7695ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Chincoteague Island [](https://www.expedia.ca/Chincoteague-Hotels-Days-Inn-By-Wyndham-Chincoteague-Island.h1363980.Hotel-Information) Piney Island 6.8/10 (1,000 reviews) "Very sweet owner. It was very quite for vacation. We've stayed here in the summer also. Very nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $76 CA $85 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chincoteague-Hotels-Days-Inn-By-Wyndham-Chincoteague-Island.h1363980.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/11000000/10030000/10023700/10023684/4b39d2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10030000/10023700/10023684/3b929f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10030000/10023700/10023684/a78e6e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10030000/10023700/10023684/76a1ebff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor Inn [](https://www.expedia.ca/Chincoteague-Hotels-Anchor-Inn.h10023684.Hotel-Information) Downtown Chincoteague 8.8/10 Excellent (568 reviews) "The location was great, check-in process easy, and accommodations as described." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $87 CA $98 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Chincoteague-Hotels-Anchor-Inn.h10023684.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=2026-01-31&endDate=2026-02-01®ionId=553248635975860175&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Assawoman Hotel Reviews ![Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront](https://images.trvl-media.com/lodging/7000000/6160000/6157400/6157368/1ee5649e_y.jpg) ### Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront 10/10 Excellent "The service " [](https://expedia.ca/Chincoteague-Hotels-Fairfield-Inn-Suites-By-Marriott-Chincoteague-Island-Waterfront.h6157368.Hotel-Information) ![Refuge Inn](https://images.trvl-media.com/lodging/1000000/50000/40500/40487/3acf3bc5_y.jpg) ### Refuge Inn 10/10 Excellent "Safe location, easy free parking. Motel in excellent area near bridge to Assateague National Park. Clean room that felt as comfortable as being at home. All the staff we dealt with were friendly and helpful. Breakfast was delivered to us in the AM time window of our choice, tea/coffee bar always open. Family operated with a wonderful history of serving visitors properly. Excellent experience!" [](https://expedia.ca/Chincoteague-Hotels-Refuge-Inn.h40487.Hotel-Information) ![Onley Inn](https://images.trvl-media.com/lodging/1000000/20000/18300/18287/b1929664_y.jpg) ### Onley Inn 10/10 Excellent "Hotel was awesome for small town. " [](https://expedia.ca/Onley-Hotels-Onley-Inn.h18287.Hotel-Information) ![Comfort Suites Chincoteague Island Bayfront Resort](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e_y.jpg) ### Comfort Suites Chincoteague Island Bayfront Resort 10/10 Excellent "Everything was amazing " [](https://expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Hampton Inn & Suites Chincoteague Waterfront](https://images.trvl-media.com/lodging/1000000/900000/899200/899134/72fcaffc_y.jpg) ### Hampton Inn & Suites Chincoteague Waterfront 10/10 Excellent "Beautiful!" [](https://expedia.ca/Chincoteague-Hotels-Hampton-Inn-Suites-Chincoteague-Waterfront.h899134.Hotel-Information) ![Best Western Plus Pocomoke City](https://images.trvl-media.com/lodging/1000000/480000/477500/477474/89421cb5_y.jpg) ### Best Western Plus Pocomoke City 10/10 Excellent "The room was clean! The staff was pleasant and the breakfast Great!" [](https://expedia.ca/Pocomoke-City-Hotels-Best-Western-Plus-Pocomoke-City.h477474.Hotel-Information) ![Days Inn by Wyndham Chincoteague Island](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363980/370b450e_y.jpg) ### Days Inn by Wyndham Chincoteague Island 10/10 Excellent "Very c l ean very nice continual breaskfast non smoking roomsvery clean " [](https://expedia.ca/Chincoteague-Hotels-Days-Inn-By-Wyndham-Chincoteague-Island.h1363980.Hotel-Information) ![Marina Bay Hotel & Suites, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/16000000/15040000/15030800/15030757/f262e98b_y.jpg) ### Marina Bay Hotel & Suites, an Ascend Collection Hotel 10/10 Excellent "The rooms were spotless, nice breakfast , we really enjoyed our stay" [](https://expedia.ca/Chincoteague-Hotels-Marina-Bay-Hotel-Suites.h15030757.Hotel-Information) ![Waterside Inn](https://images.trvl-media.com/lodging/2000000/1620000/1615600/1615555/43b08add_y.jpg) ### Waterside Inn 10/10 Excellent "We have stayed here many times over the years and it is always a pleasant experience!" [](https://expedia.ca/Chincoteague-Hotels-Waterside-Inn.h1615555.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Assawoman? ### What is there to see and do in Assawoman? ### When is the best time to book a hotel with a pool in Assawoman? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in South Point ](https://www.expedia.ca/1Star-South-Point-Hotels.s10-0-d553248635975867426.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Accomac ](https://www.expedia.ca/Accomac-Hotels-Luxury-Hotel.0-0-d3000354998-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels near Assateague Lighthouse ](https://www.expedia.ca/Assateague-Lighthouse-Hotels.0-l6075486-0.Travel-Guide-Filter-Hotels) - [Apartments in Atlantic ](https://www.expedia.ca/Atlantic-Apartments.d553248635975876134-aaApartments.Travel-Guide-Accommodation) - [Rv Parks in Atlantic ](https://www.expedia.ca/Atlantic-RV-Parks.d553248635975876134-aaRVParks.Travel-Guide-Accommodation) - 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