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) ![](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 ![](https://images.trvl-media.com/place/183262/6aa66da3-a7be-436f-9322-bd4b7dbeb664.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 Olive Hill Hotels with a Pool Tonight [Mar 27 - Mar 28](https://www.expedia.ca/Hotel-Search?regionId=183262&startDate=2026-03-27&endDate=2026-03-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 28 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=183262&startDate=2026-03-28&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=183262&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=183262&startDate=2026-04-03&endDate=2026-04-05&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) ![Room, 1 King Bed (No Pets Allowed) | Living area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109429/308e4614.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 (695 reviews) "Clean, safe, great value for the money. Beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April CA $106 CA $117 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Morehead-Hotels-Carter-Caves-State-Resort-Park.h1109429.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) ![Property entrance](https://images.trvl-media.com/lodging/20000000/19390000/19381900/19381810/b049f15d.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 (290 reviews) "Nice staff, good food " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica CA $125 CA $137 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Ashland-Hotels-Greenbo-Lake-State-Resort-Park.h19381810.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) ![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) ![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) ### Comfort Inn & Suites Morehead [](https://www.expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.Hotel-Information) Morehead 9.0/10 Wonderful (902 reviews) "Very quick and friendly check in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $144 CA $155 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/de793115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/70afe4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/6c5b3241.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 (781 reviews) "This is not a fancy hotel but it was clean and comfortable, the staff were kind, and the price reasonable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen CA $141 CA $157 total includes taxes & fees Apr 12 - Apr 13 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5600/5504/398bd08d.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 (743 reviews) "Very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelley CA $122 CA $139 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Ashland-Hotels-Fairfield-Inn-Suites-By-Marriott-Ashland.h5504.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) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/dd7a0d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/2b1bfaf9.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) ### Hampton Inn Morehead [](https://www.expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.Hotel-Information) Morehead 8.8/10 Excellent (476 reviews) "Clean room friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jack CA $191 CA $213 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/75000000/74900000/74892800/74892773/e0239378.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 (327 reviews) "The pool was amazing!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Missy CA $137 CA $156 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Grayson-Hotels-The-Inn-At-Grayson.h74892773.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 (899 reviews) "The staff was very friendly and helpful and our room was comfortable--just what we expected." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $157 CA $178 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Ashland-Hotels-Holiday-Inn-Express-Suites-Ashland.h1469195.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=2026-04-10&endDate=2026-04-11®ionId=183262&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Olive Hill Breakfast included 4 stars 5 stars Hot tub Spa ## Top Olive Hill Hotel Reviews ![Best Western Eagles Inn](https://images.trvl-media.com/lodging/1000000/60000/58000/57995/33c9fc7f_y.jpg) ### Best Western Eagles Inn 10/10 Excellent "Staff are super friendly!" [](https://expedia.ca/Morehead-Hotels-Best-Western-Eagles-Inn.h57995.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 "Clean, safe, great value for the money. Beautiful setting." [](https://expedia.ca/Morehead-Hotels-Carter-Caves-State-Resort-Park.h1109429.Hotel-Information) ![Holiday Inn Express & Suites Ashland by IHG](https://images.trvl-media.com/lodging/2000000/1470000/1469200/1469195/5dc07d02_y.jpg) ### Holiday Inn Express & Suites Ashland by IHG 10/10 Excellent "Love tha5 there was no gross carpet in the room. Everything was very clean. " [](https://expedia.ca/Ashland-Hotels-Holiday-Inn-Express-Suites-Ashland.h1469195.Hotel-Information) ![Hampton Inn Morehead](https://images.trvl-media.com/lodging/3000000/2240000/2233300/2233212/2b1bfaf9_y.jpg) ### Hampton Inn Morehead 8/10 Good "Still the best choice in Morehead even though it desperately needs some touch ups. Breakfast was not appealing. " [](https://expedia.ca/Morehead-Hotels-Hampton-Inn-Morehead.h2233212.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 6/10 Okay "We stayed there for a family barevement. It was not that clean, but staff was nice. I wouldn't stay here again. " [](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 8/10 Good "We had a reasonable visit for the price paid. Beds were nice. Room was clean. Breakfast was simple and few options. What you might expect for a 2 star hotel. " [](https://expedia.ca/Ashland-Hotels-Days-Inn-By-Wyndham-Ashland.h13338.Hotel-Information) ![Comfort Inn & Suites Morehead](https://images.trvl-media.com/lodging/1000000/900000/898700/898663/5cda95cc_y.jpg) ### Comfort Inn & Suites Morehead 10/10 Excellent "Good 👍 " [](https://expedia.ca/Morehead-Hotels-Comfort-Inn-Suites.h898663.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 2/10 Terrible "Room was old and musty and moldy" [](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) - 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