Title: Book the Best Hotels with POOL in Olive Hill in 2026 | Expedia.ca [Hotels in Olive Hill](https://expedia.ca/Olive-Hill-Hotels.d183262.Travel-Guide-Hotels)[Vacation Rentals in Olive Hill](https://expedia.ca/Olive-Hill-Vacation-Rentals.d183262.Travel-Guide-VacationRentals)[Olive Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Olive-Hill.d183262.Car-Rental-Guide)[Olive Hill Vacation Packages](https://expedia.ca/Olive-Hill.d183262.Destination-Travel-Guides) ![Greyson Lake.. A beautiful place located in Kentucky where you can jump on in your bathing suit and start swimming, hop in a kayak, throw your tennis shoes on and start hiking, or simply go cliff jumping off some of the beautiful rocks there. Highly recommend it to anyone looking for an adventurous day. #AquaTrove Everyone please help me win. ](https://images.trvl-media.com/place/183262/6aa66da3-a7be-436f-9322-bd4b7dbeb664.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Talia Sexton # Find Hotels with a Pool in Olive Hill, KY from CA $106 - ![](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 Olive Hill Hotels with a Pool Tonight [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=183262&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=183262&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=183262&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=183262&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Olive Hill hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/66d85bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/f49af9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/bf662e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/13b94056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carter Caves State Resort Park [](https://www.expedia.ca/Morehead-Hotels-Carter-Caves-State-Resort-Park.h1109429.Hotel-Information) Olive Hill 9.2/10 Wonderful (675) "The cabins are so cute and very well stocked. Everything was very clean and the staff went out of their way for any requests while being extremely friendly. My partner and I will absolutely be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miranda [](https://www.expedia.ca/Morehead-Hotels-Carter-Caves-State-Resort-Park.h1109429.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/fd092375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/e8595bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/5cda95cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/82911065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Morehead [](https://www.expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.Hotel-Information) Morehead 9.0/10 Wonderful (880) "Clean room, friendly staff, great breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $99 CA $106 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.Hotel-Information) ![Indoor pool, open 8 AM to 11 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/1d0a8696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, down comforters, desk](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/b08b7eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/5864ce5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/e5778472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Ashland by IHG [](https://www.expedia.ca/Ashland-Hotels-Holiday-Inn-Express-Suites-Ashland.h1469195.Hotel-Information) Ashland 8.6/10 Excellent (884) "The rooms were superb ,, staff was top notch professional and down to earth !! Jessica/Jennifier ? And Kristen ( pm manager ) especially Pool was clean Breakfast and staff in there again was exceptional !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angel CA $124 CA $140 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Ashland-Hotels-Holiday-Inn-Express-Suites-Ashland.h1469195.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/6bca1cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/4ea9a5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/dd7a0d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/076b57db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Morehead [](https://www.expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.Hotel-Information) Morehead 8.8/10 Excellent (456) "Clean and quiet with nice breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crissa CA $109 CA $122 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/33c9fc7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/036a05f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/de793115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/ab5939f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Eagles Inn [](https://www.expedia.ca/Morehead-Hotels-Best-Western-Eagles-Inn.h57995.Hotel-Information) Morehead 8.8/10 Excellent (764) "Staff was very professional. Room was comfortable and clean. Good atmosphere. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $123 CA $137 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Morehead-Hotels-Best-Western-Eagles-Inn.h57995.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/6d8e0b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/48235b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/b127f111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/ccd675b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites By Marriott Ashland [](https://www.expedia.ca/Ashland-Hotels-Fairfield-Inn-Suites-By-Marriott-Ashland.h5504.Hotel-Information) Ashland 8.2/10 Very good (719) "Breakfast was exceptional, the room was clean. I recommend this hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry CA $118 CA $134 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Ashland-Hotels-Fairfield-Inn-Suites-By-Marriott-Ashland.h5504.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/c9c11ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hiking](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/5e9c2a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/e5a29731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/f35a46bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenbo Lake State Resort Park [](https://www.expedia.ca/Ashland-Hotels-Greenbo-Lake-State-Resort-Park.h19381810.Hotel-Information) Greenup 9.0/10 Wonderful (287) "Very nice stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) D [](https://www.expedia.ca/Ashland-Hotels-Greenbo-Lake-State-Resort-Park.h19381810.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/75000000/74900000/74892800/74892773/a1576f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/75000000/74900000/74892800/74892773/4489ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/75000000/74900000/74892800/74892773/e0239378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/75000000/74900000/74892800/74892773/4f1ef909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay by Best Western Grayson [](https://www.expedia.ca/Grayson-Hotels-The-Inn-At-Grayson.h74892773.Hotel-Information) Grayson 8.2/10 Very good (315) "Great breakfast and very nice staff will be going back for sure.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) janie CA $137 CA $155 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Grayson-Hotels-The-Inn-At-Grayson.h74892773.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=183262&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Olive Hill Hotel Reviews ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/8fb81dbe_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "The staff all had wonderful personalities and were so nice. " [](https://expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.Hotel-Information) ![Americas Best Value Inn Grayson](https://images.trvl-media.com/lodging/1000000/20000/19700/19671/w3837h2560x3y0-81b630d8_y.jpg) ### Americas Best Value Inn Grayson 10/10 Excellent "Very clean and super nice people had a bad rocky toliet but nice room other than that " [](https://expedia.ca/Grayson-Hotels-Econo-Lodge.h19671.Hotel-Information) ![Hampton Inn Morehead](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/86b8ae81_y.jpg) ### Hampton Inn Morehead 10/10 Excellent "Great facility " [](https://expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/e5778472_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "The rooms were superb ,, staff was top notch professional and down to earth !! Jessica/Jennifier ? And Kristen ( pm manager ) especially Pool was clean Breakfast and staff in there again was exceptional !! " [](https://expedia.ca/Ashland-Hotels-Holiday-Inn-Express-Suites-Ashland.h1469195.Hotel-Information) ![Best Western Eagles Inn](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/3c551358_y.jpg) ### Best Western Eagles Inn 10/10 Excellent "Staff was very professional. Room was comfortable and clean. Good atmosphere. " [](https://expedia.ca/Morehead-Hotels-Best-Western-Eagles-Inn.h57995.Hotel-Information) ![Fairfield Inn & Suites By Marriott Ashland](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/398bd08d_y.jpg) ### Fairfield Inn & Suites By Marriott Ashland 10/10 Excellent "Clean, comfortable and staff were friendly and helpful! " [](https://expedia.ca/Ashland-Hotels-Fairfield-Inn-Suites-By-Marriott-Ashland.h5504.Hotel-Information) ![Days Inn by Wyndham Ashland](https://images.trvl-media.com/lodging/1000000/20000/13400/13338/1fc9d0d8_y.jpg) ### Days Inn by Wyndham Ashland 10/10 Excellent "Wonderful " [](https://expedia.ca/Ashland-Hotels-Days-Inn-By-Wyndham-Ashland.h13338.Hotel-Information) ![Carter Caves State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/bf662e27_y.jpg) ### Carter Caves State Resort Park 10/10 Excellent "Nice room friendly staff " [](https://expedia.ca/Morehead-Hotels-Carter-Caves-State-Resort-Park.h1109429.Hotel-Information) ![Greenbo Lake State Resort Park](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/b049f15d_y.jpg) ### Greenbo Lake State Resort Park 10/10 Excellent "Staff was awesome as usual. The food in the dining room fabulous. Rooms clean and comfortable. We always enjoy our stay at Greenbo. " [](https://expedia.ca/Ashland-Hotels-Greenbo-Lake-State-Resort-Park.h19381810.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Olive Hill? ### What is there to see and do in Olive Hill? ### When is the best time to book a hotel with a pool in Olive Hill? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Cheap-Hotels.0-0-d6059493-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Ashland ](https://www.expedia.ca/Ashland-Hotels-Hotel-With-Pool.0-0-d6059493-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Spa Hotels in Ashland ](https://www.expedia.ca/Ashland-Hotels-Spa-Hotel.0-0-d6059493-tSpaHotel.Travel-Guide-Filter-Hotels) - [Apartments in Blaine ](https://www.expedia.ca/Blaine-Apartments.d80502-aaApartments.Travel-Guide-Accommodation) - [B&B in Blaine ](https://www.expedia.ca/Blaine-Bed-And-Breakfast.d80502-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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