Title: Book the Best Hotels with POOL in Chipley in 2026 | Expedia.ca [Hotels in Chipley](https://expedia.ca/Chipley-Hotels.d7433.Travel-Guide-Hotels)[Vacation Rentals in Chipley](https://expedia.ca/Chipley-Vacation-Rentals.d7433.Travel-Guide-VacationRentals)[Flights to Chipley](https://expedia.ca/Cheap-Flights-To-Chipley.d7433.Travel-Guide-Flights)[Chipley Car Rentals](https://expedia.ca/Car-Rentals-In-Chipley.d7433.Car-Rental-Guide)[Chipley Vacation Packages](https://expedia.ca/Chipley.d7433.Destination-Travel-Guides) ![The swampy waters of Florida ](https://images.trvl-media.com/place/7433/707b9f8b-f6bd-4283-b648-db0883d13939.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Official flight chick # Find Hotels with a Pool in Chipley, FL from CA $86 - ![](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 Chipley Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7433&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chipley hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/570000/564100/564068/f49d7bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily English breakfast](https://images.trvl-media.com/lodging/1000000/570000/564100/564068/a6d697d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/570000/564100/564068/466a46b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/564100/564068/3066a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Chipley I-10 at Exit 120 [](https://www.expedia.ca/Chipley-Hotels-Quality-Inn-Chipley-I-10-At-Exit-120.h564068.Hotel-Information) Chipley 7.8/10 Good (714) "Convenient, easy check-in, friendly staff, enjoyable free breakfast, easy access to hotel from main road" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $94 CA $104 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Chipley-Hotels-Quality-Inn-Chipley-I-10-At-Exit-120.h564068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1570000/1563800/1563711/1e8698e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1570000/1563800/1563711/1c977f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1563800/1563711/40510f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laptop workspace, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1570000/1563800/1563711/6dab69bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chipley [](https://www.expedia.ca/Chipley-Hotels-Comfort-Inn-Suites-Chipley.h1563711.Hotel-Information) Chipley 7.8/10 Good (656) "The room was very clean and comfortable!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerry CA $131 CA $145 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Chipley-Hotels-Comfort-Inn-Suites-Chipley.h1563711.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/113000000/112690000/112684600/112684510/530cb4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112690000/112684600/112684510/4c4f3a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112690000/112684600/112684510/42bf5c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112690000/112684600/112684510/4594211e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Country Stay - Indoor heated pool, Spa, Art Studio, Breakfast, Hot Tub [](https://www.expedia.ca/Chipley-Hotels-Luxury-Country-Stay-Indoor-Heated-Pool.h112684510.Hotel-Information) Chipley 10/10 Exceptional (10) "Excellent location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lela P. CA $150 CA $247 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chipley-Hotels-Luxury-Country-Stay-Indoor-Heated-Pool.h112684510.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113200000/113195900/113195889/3ea66efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113200000/113195900/113195889/8a02fb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113200000/113195900/113195889/4bfba23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113200000/113195900/113195889/c27dae30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing in Nature Retreat - Indoor heated pool, Spa, Art Studio, 5-star Bkfst. [](https://www.expedia.ca/Chipley-Hotels-Relaxing-In-Nature-Retreat-Indoor-Heated-Pool.h113195889.Hotel-Information) Chipley 9.8/10 Exceptional (11) "Hot tub, pool, and great breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James T. CA $150 CA $262 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Chipley-Hotels-Relaxing-In-Nature-Retreat-Indoor-Heated-Pool.h113195889.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/77000000/76470000/76464100/76464089/bd27a18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76470000/76464100/76464089/457cc428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76470000/76464100/76464089/3e7d3fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76470000/76464100/76464089/68f8e313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Panama City Beach [](https://www.expedia.ca/Panama-City-Beach-Hotels-Hyatt-Place-Panama-City-Beach.h76464089.Hotel-Information) Panama City Beach 9.4/10 Exceptional (1485) "Great hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Demetrius CA $128 CA $145 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Hyatt-Place-Panama-City-Beach.h76464089.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/104300/104241/56cb54e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/110000/104300/104241/85146ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/110000/104300/104241/75d38be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/110000/104300/104241/468a7773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Panama City [](https://www.expedia.ca/Panama-City-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Panama-City.h104241.Hotel-Information) Panama City 8.8/10 Excellent (1000) "Rooms are clean and spacious and staff is amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lana CA $69 CA $86 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Panama-City-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Panama-City.h104241.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/75000000/74690000/74681300/74681214/1163bfe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible, Bathtub](https://images.trvl-media.com/lodging/75000000/74690000/74681300/74681214/acb953df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/75000000/74690000/74681300/74681214/511e9281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/75000000/74690000/74681300/74681214/w1005h666x0y0-14954ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Panama City Beach [](https://www.expedia.ca/Panama-City-Beach-Hotels-Homewood-Suites-By-Hilton-Panama-City-Beach.h74681214.Hotel-Information) Panama City Beach 9.4/10 Exceptional (622) "Friendly staff, clean room, good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $137 CA $153 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Panama-City-Beach-Hotels-Homewood-Suites-By-Hilton-Panama-City-Beach.h74681214.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/93000000/92610000/92601000/92600973/3bccc7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92610000/92601000/92600973/5518ff18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/93000000/92610000/92601000/92600973/ada8b964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/93000000/92610000/92601000/92600973/392828f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Marianna I-10 [](https://www.expedia.ca/Marianna-Hotels-Hampton-Inn-Marianna-I-10.h92600973.Hotel-Information) Marianna 9.4/10 Exceptional (212) "Clean room, good breakfast options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $186 CA $209 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Marianna-Hotels-Hampton-Inn-Marianna-I-10.h92600973.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772027/c9e0db79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772027/7ed9876f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772027/3d5460f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1780000/1772100/1772027/5d94db1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Marianna [](https://www.expedia.ca/Marianna-Hotels-Fairfield-Inn-Suites-Marianna.h1772027.Hotel-Information) Marianna 8.8/10 Excellent (650) "Convenient location and several options for food close by. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $191 CA $215 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Marianna-Hotels-Fairfield-Inn-Suites-Marianna.h1772027.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320724/03e8038d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320724/6b7de7f4.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/2000000/1330000/1320800/1320724/11e43756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320724/5969f16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Panama City Area Lynn Haven [](https://www.expedia.ca/Panama-City-Hotels-Wingate-By-Wyndham-Panama-City-Area-Lynn-Haven.h1320724.Hotel-Information) Lynn Haven 9.0/10 Wonderful (1002) "Room was spacious and clean we enjoyed our weekend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomeka CA $116 CA $124 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Panama-City-Hotels-Wingate-By-Wyndham-Panama-City-Area-Lynn-Haven.h1320724.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=2025-12-30&endDate=2025-12-31®ionId=7433&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Chipley Hotel Reviews ![Beachcomber Beachfront Hotel, a By The Sea Resort](https://images.trvl-media.com/lodging/1000000/900000/893200/893122/319ac844_y.jpg) ### Beachcomber Beachfront Hotel, a By The Sea Resort 10/10 Excellent "Clean room" [](https://expedia.ca/Panama-City-Hotels-Beachcomber-By-The-Sea.h893122.Hotel-Information) ![Chateau Beachfront Hotel, A By The Sea Resort](https://images.trvl-media.com/lodging/1000000/900000/894100/894091/bf340ffe_y.jpg) ### Chateau Beachfront Hotel, A By The Sea Resort 10/10 Excellent "The whole place is just magical. Its like a place we stayed as kids in the 1980’s. No muss no fuss. Its clean enough, big enough and has a great heated pool" [](https://expedia.ca/Panama-City-Beach-Hotels-Chateau-Beachfront-Hotel.h894091.Hotel-Information) ![Hampton Inn & Suites Panama City Beach-Beachfront](https://images.trvl-media.com/lodging/18000000/17270000/17262400/17262390/efb41bcc_y.jpg) ### Hampton Inn & Suites Panama City Beach-Beachfront 10/10 Excellent "Fresh breakfast, friendly staff, comfortable rooms!" [](https://expedia.ca/Panama-City-Hotels-Hampton-Inn-Suites-Panama-City-Beach-Beachfront.h17262390.Hotel-Information) ![Radisson Beachfront Hotel - Panama City Beach](https://images.trvl-media.com/lodging/2000000/1150000/1140600/1140505/67d6ad1e_y.jpg) ### Radisson Beachfront Hotel - Panama City Beach 10/10 Excellent "beach view" [](https://expedia.ca/Panama-City-Hotels-Radisson-Hotel-Panama-City-Beach-Oceanfront.h1140505.Hotel-Information) ![Days Inn by Wyndham Panama City Beach/Beachfront Resort ](https://images.trvl-media.com/lodging/1000000/10000/8600/8515/03c96a8c_y.jpg) ### Days Inn by Wyndham Panama City Beach/Beachfront Resort 10/10 Excellent "Staff was excellent very friendly room was clean and a great view will definitely return" [](https://expedia.ca/Panama-City-Hotels-Days-Inn-By-Wyndham-Panama-City-BeachOcean-Front.h8515.Hotel-Information) ![Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG](https://images.trvl-media.com/lodging/1000000/20000/16100/16023/4baf0d96_y.jpg) ### Holiday Inn Express & Suites Panama City Beach - Beachfront by IHG 10/10 Excellent "I enjoyed the property" [](https://expedia.ca/Panama-City-Hotels-Holiday-Inn-Express-Suites-Panama-City-Beach-Beachfront.h16023.Hotel-Information) ![Comfort Inn & Suites Panama City North](https://images.trvl-media.com/lodging/2000000/1610000/1605900/1605896/b3c8436e_y.jpg) ### Comfort Inn & Suites Panama City North 10/10 Excellent "Excellent 👌" [](https://expedia.ca/Panama-City-Hotels-Comfort-Inn-Suites-Panama-City-Mall.h1605896.Hotel-Information) ![Holiday Inn Resort Panama City Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/18900/18867/435c1757_y.jpg) ### Holiday Inn Resort Panama City Beach by IHG 10/10 Excellent "We loved everything about our stay here. We loved the beautiful ocean view, the great pools, hot tub, lazy river, and outdoor food/drinks. Our room was nice and clean and having the full-size refrigerator was great. " [](https://expedia.ca/Panama-City-Hotels-Holiday-Inn-Resort-Panama-City-Beach.h18867.Hotel-Information) ![Palmetto Beachfront Hotel, a By the Sea Resort](https://images.trvl-media.com/lodging/10000000/9600000/9591800/9591782/94b0e1fb_y.jpg) ### Palmetto Beachfront Hotel, a By the Sea Resort 10/10 Excellent "Gorgeous view ! Beautiful pool" [](https://expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Chipley with outdoor pools? > Another excellent option is the [Comfort Inn & Suites Chipley](https://www.expedia.ca/Chipley-Hotels-Comfort-Inn-Suites-Chipley.h1563711.Hotel-Information), also boasting a review score of 7.8\. Guests appreciate the comfortable and clean rooms, along with the amazing buffet breakfast that sets you up for a day of adventure. The friendly and helpful staff enhance the experience, ensuring that your stay is enjoyable. With an outdoor pool and free WiFi, this hotel caters well to families looking for a relaxing getaway after a day of exploring the beautiful surroundings of Chipley. ### How much does a hotel with outdoor pool in Chipley cost? ### Is it cheaper to book flights and a hotel in Chipley as a package? ### How can I save on a hotel in Chipley with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Cheap Hotels in Alford ](https://www.expedia.ca/Alford-Hotels-Cheap-Hotels.0-0-d3000420710-tCheapHotels.Travel-Guide-Filter-Hotels) - [Alford Hotels ](https://www.expedia.ca/Alford-Hotels.d3000420710.Travel-Guide-Hotels) - [B&B in Bonifay ](https://www.expedia.ca/Bonifay-Bed-And-Breakfast.d6749-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Bonifay ](https://www.expedia.ca/Bonifay-Hotels-Beach-Hotel.0-0-d6749-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bonifay ](https://www.expedia.ca/Bonifay-Hotels-Cheap-Hotels.0-0-d6749-tCheapHotels.Travel-Guide-Filter-Hotels) - 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