Title: Book the Best Hotels with POOL in Ashland in 2026 | Expedia.ca [Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d3000422181.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 Ashland Hotels with a Pool Tonight [Mar 12 - Mar 13](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-03-12&endDate=2026-03-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/23d7c707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/89295c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Vienna [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) Windham 9.4/10 Exceptional (776 reviews) - Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers. [](https://www.expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/d6e9603b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/c39e9582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/7caf9bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/f1e8860d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerson Resort & Spa [](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information) Mount Tremper 9.4/10 Exceptional (53 reviews) - Seasonal outdoor pool beckons with shady umbrellas in the heart of Catskill Mountains. CA $238 CA $267 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90710000/90705900/90705802/576b319d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90705900/90705802/ec94682b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/90710000/90705900/90705802/d2466bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90710000/90705900/90705802/204f2707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear House Catskills: Private Pool, Pond & Hot Tub, Work & Dog-Friendly [](https://www.expedia.ca/Cairo-Hotels-Private-Pool.h90705802.Hotel-Information) Cairo 10/10 Exceptional (9 reviews) CA $313 CA $743 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Cairo-Hotels-Private-Pool.h90705802.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Windham Mountain View King with Balcony](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/d6f0773d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/4da17503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wylder Hotel Windham [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) Windham 8.6/10 Excellent (93 reviews) - Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation. CA $214 CA $300 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/45e16787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/69ba57d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/9de41546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow - NOT Pet Friendly Rooms | Living area](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/4d574ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Graham & Co. [](https://www.expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) Phoenicia 9.8/10 Exceptional (26 reviews) - Splash into poolside fun at this Catskill Mountains motel, where seasonal swimming meets adventure in a charming outdoor oasis. CA $173 CA $194 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89610000/89604900/89604830/f9b90241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89610000/89604900/89604830/72e324d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89610000/89604900/89604830/c4bc1487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/90000000/89610000/89604900/89604830/256f5f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge [](https://www.expedia.ca/Hunter-Hotels-Catskill-Oasis-II-The-Only-True-Ski-InOut-On-Mtn.h89604830.Hotel-Information) Hunter Highlands 10/10 Exceptional (12 reviews) CA $162 CA $323 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Hunter-Hotels-Catskill-Oasis-II-The-Only-True-Ski-InOut-On-Mtn.h89604830.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113560000/113557300/113557289/941fa5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/114000000/113560000/113557300/113557289/c7cbb269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113557300/113557289/575276c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113557300/113557289/f2135e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind! [](https://www.expedia.ca/Hunter-Hotels-Catskill-Oasis-III-Only-Ski-InSki-Out-Hunter-Mtn.h113557289.Hotel-Information) Lanesville 10/10 Exceptional (3 reviews) CA $133 CA $290 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Hunter-Hotels-Catskill-Oasis-III-Only-Ski-InSki-Out-Hunter-Mtn.h113557289.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/124000000/123590000/123584400/123584372/2d1c6e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123590000/123584400/123584372/34994746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123590000/123584400/123584372/823cd81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123590000/123584400/123584372/d2664605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mtn House w/ Hot Tub & Sauna @ Scribners, Sleeps 4 [](https://www.expedia.ca/Hunter-Hotels-Mtn-House-W-Hot-Tub-Sauna-Scribners.h123584372.Hotel-Information) Tannersville CA $219 CA $439 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Hunter-Hotels-Mtn-House-W-Hot-Tub-Sauna-Scribners.h123584372.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/118000000/117610000/117604700/117604630/ebd7204e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117610000/117604700/117604630/8f268743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/118000000/117610000/117604700/117604630/138f6f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/118000000/117610000/117604700/117604630/0f71a3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mtn House @ Scribners w/ Private Hot Tub and Sauna [](https://www.expedia.ca/Hunter-Hotels-Mtn-House-Scribners-W-Sauna-Sleeps-12.h117604630.Hotel-Information) Tannersville 10/10 Exceptional (2 reviews) CA $383 CA $812 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Hunter-Hotels-Mtn-House-Scribners-W-Sauna-Sleeps-12.h117604630.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/cafbf934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/95459a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/80c49e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907163/5977b85b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Oliverea Valley [](https://www.expedia.ca/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.Hotel-Information) Big Indian 9.4/10 Exceptional (41 reviews) [](https://www.expedia.ca/Big-Indian-Hotels-Eastwind-Oliverea-Valley.h91907163.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=2026-03-27&endDate=2026-03-28®ionId=3000422181&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Ashland Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_3000422181) ## Top Ashland Hotel Reviews ![The Graham & Co.](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/69ba57d6_y.jpg) ### The Graham & Co. 10/10 Excellent "I had a very nice stay. The staff is very responsive and attentive. I felt at home staying here." [](https://expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7_y.jpg) ### Hotel Vienna 10/10 Excellent "Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast. " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/2878762c_y.jpg) ### Catskill Seasons Inn 2/10 Terrible "Reservation not being honored" [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Ashland? ### What is there to see and do in Ashland? ### When is the best time to book a hotel with a pool in Ashland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Hensonville ](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Business Hotels in Albany ](https://www.expedia.ca/Albany-Hotels-Business-Hotel.0-0-d603260-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Albany ](https://www.expedia.ca/Albany-Hotels-Couples-Resorts-Hotels.0-0-d603260-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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