Title: Top 10 Hotels in Ashland, NY (from $101) 2026 - Competitive Prices | Expedia.com [Ashland Travel Guide](https://expedia.com/Ashland.dx3000422181)[Vacation Rentals in Ashland](https://expedia.com/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.com/Cheap-Flights-To-Ashland.d3000422181.Travel-Guide-Flights)[Car Rentals in Ashland](https://expedia.com/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.com/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__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Ashland Pool [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=POOL) Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=PETS) Cabins [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=CABIN) Great for families [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&travelerType=family_friendly) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=HOT_TUB) Farm [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=COTTAGE) Condo [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=CONDO) Waterpark [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&amenities=WATER_PARK) Chalet [](https://www.expedia.com/Hotel-Search?destination=Ashland%2C+New+York%2C+United+States+of+America®ionId=3000422181&latLong=42.317615%2C-74.358224&adults=2&startDate=2026-02-25&d1=2026-02-25&endDate=2026-02-27&d2=2026-02-27&lodging=CHALET) ## Check prices for these dates Tonight [Feb 11 - Feb 12](https://www.expedia.com/Hotel-Search?regionId=3000422181&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.com/Hotel-Search?regionId=3000422181&startDate=2026-02-12&endDate=2026-02-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=3000422181&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000422181&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ashland hotels ![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/46a39e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/62d71aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/22872020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kaatskill Mountain Club & Condos by Vail Resorts [](https://www.expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) Hunter 9.2/10 Wonderful (346 reviews) "great location and everything you need! heated pool and hot tubs make it so amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) giuseppina $363 nightly $392 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/aab44153.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) ### Hotel Vienna [](https://www.expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) Windham 9.4/10 Exceptional (759 reviews) "Always stay here during the skies season." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin $149 nightly $161 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Lushna Cabin | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/0651036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain Suite Studio | Mountain view](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/9b547752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lushna Suite | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/f705b020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/2d841cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastwind Windham [](https://www.expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) Windham 9.2/10 Wonderful (88 reviews) "Loved our stay. Our room was very cozy, I loved the easy access to the fireplace and the s’mores kit was a nice addition. Will come back to try out the Lushna suites. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grisel $183 nightly $197 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/106000000/105380000/105373000/105372988/c832e28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/106000000/105380000/105373000/105372988/9f8ec461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105380000/105373000/105372988/554f6c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105380000/105373000/105372988/2ec70d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silas House [](https://www.expedia.com/Lexington-Hotels-Silas-House.h105372988.Hotel-Information) Lexington 10/10 Exceptional (16 reviews) "Exquisite B&B, in an amazing setting, near hikes and lakes." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MERITXEL [](https://www.expedia.com/Lexington-Hotels-Silas-House.h105372988.Hotel-Information) ![Mountain view](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/2cea58e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/db0b8c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/e0029d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room | Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/5f1ecc96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cave Mountain Motel [](https://www.expedia.com/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) Windham 9.4/10 Exceptional (138 reviews) "I enjoyed my stay here. I found the owner to have a good sense of humor. They have a light breakfast and coffee available. The room had everything I needed to have a comfortable stay. Check in went smoothly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander $139 nightly $150 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) ![Dinner served](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/02250b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/68d90dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/77d71c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hunter Lodge, a Bluebird by Lark [](https://www.expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) Hunter 9.2/10 Wonderful (861 reviews) "Great location, very nice common rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin John $164 nightly $177 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/6a98f43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/79463c1d.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.com/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) Windham 8.6/10 Excellent (92 reviews) "Very nice hotel. Exactly what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicolas $297 nightly $321 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/17000000/16640000/16630800/16630737/d5005346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/17000000/16640000/16630800/16630737/1ec40566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Kitchenette | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16640000/16630800/16630737/7970e746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16640000/16630800/16630737/64c7f265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Bear Lodge [](https://www.expedia.com/Prattsville-Hotels-Black-Bear-Lodge.h16630737.Hotel-Information) Prattsville 9.0/10 Wonderful (132 reviews) "I always have a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathlleen $149 nightly $161 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Prattsville-Hotels-Black-Bear-Lodge.h16630737.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/eef5b40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/562c72d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/80ece474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Catskills [](https://www.expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) Saugerties 9.0/10 Wonderful (454 reviews) "Great location. Amazing views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarig $169 nightly $190 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/06763b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Japanese Futon | Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/738c735e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/bcc751e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/604935bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winwood Condominiums by Windham Mountain Club [](https://www.expedia.com/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) Windham 8.6/10 Excellent (348 reviews) "convenient nice and clean residence with kitchen and market nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jatin $199 nightly $215 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7bbfb7b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a2f8f641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/fbd3a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/5f602f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge [](https://www.expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) Big Indian 9.4/10 Exceptional (202 reviews) "Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate $150 nightly $168 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/1dbba219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/a6d7a90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/9235e7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/8c16edd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairlawn Inn [](https://www.expedia.com/Kingston-Hotels-Fairlawn-Inn.h1506635.Hotel-Information) Hunter 8.8/10 Excellent (437 reviews) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $259 nightly $280 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Fairlawn-Inn.h1506635.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 3 | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ab406ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/0a92b7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/be9ece58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant [](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) Windham 9.6/10 Exceptional (273 reviews) "Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $134 nightly $145 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/c39e9582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/fbbd36bd.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) ![Front of property](https://images.trvl-media.com/lodging/39000000/38030000/38029000/38028935/a8cb6ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerson Resort & Spa [](https://www.expedia.com/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information) Mount Tremper 9.2/10 Wonderful (51 reviews) "The Emerson exceeded my expectations! Property was beautiful, room was beautiful, staff beyond friendly. Will definitely return" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret $248 nightly $278 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Emerson-Resort-Spa.h38028935.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/a20af6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/10cb851a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds | Free WiFi](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/eb4d41ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/17000000/16550000/16545700/16545641/0d893f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moore's Motel [](https://www.expedia.com/Prattsville-Hotels-Moores-Motel.h16545641.Hotel-Information) Prattsville 8.6/10 Excellent (164 reviews) "Very friendly, very clean and close to the mountains. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria $120 nightly $130 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Prattsville-Hotels-Moores-Motel.h16545641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/bea70ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, Ensuite (Private Cabin w/ Pullout) - This unit is not pet friendly | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/858621da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ensuite (Deluxe East Lodge Room) | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/9ad1b806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Ensuite (Deluxe Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/c2f88e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Mountain Brook [](https://www.expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) Tannersville 9.8/10 Exceptional (538 reviews) "Wonderful, restful and relaxing stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina $169 nightly $183 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Free self parking](https://images.trvl-media.com/lodging/15000000/14860000/14859800/14859708/4e59f4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/15000000/14860000/14859800/14859708/ae1c2531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/15000000/14860000/14859800/14859708/770bb54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14860000/14859800/14859708/39585220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Xenia Resort [](https://www.expedia.com/Kingston-Hotels-Xenia-Resort.h14859708.Hotel-Information) Jewett 9.0/10 Wonderful (61 reviews) "Very nice spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon $150 nightly $162 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Xenia-Resort.h14859708.Hotel-Information) ![Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/2fb255db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed | Bathroom | Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/d8dfd254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/608feb4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/119000000/118930000/118922200/118922119/331aec89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Outpost by Windham Mountain Club [](https://www.expedia.com/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.Hotel-Information) Windham 8.4/10 Very Good (5 reviews) "Cozy and warm. I think it would be better to visit during the winter season" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TAEJUN $250 nightly $270 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Windham-Hotels-The-Outpost-By-Windham-Mountain-Club.h118922119.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/8fd68d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/471cce9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/283d54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms (Guest House) | Down comforters, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/9a221e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Treasure B&B [](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) Maplecrest 9.4/10 Exceptional (292 reviews) "Clean room, exceptional service. Will visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Saurabh $133 nightly $143 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/18664b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/213defa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/78103f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/da2fe2a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colonial Motel [](https://www.expedia.com/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) Grand Gorge 9.6/10 Exceptional (422 reviews) "Awesome place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $99 nightly $109 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.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.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=3000422181&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.com/deals?rfrr=HTG_SPRING_PROMO_3000422181) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Hotels.d3000422181.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshland-Hotels.d3000422181.Travel-Guide-Hotels) ## Stay near popular Ashland attractions ### Ashland Town Hall Ashland Town Hall is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=876920674235719680) ## Top Ashland Hotel Reviews ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "I loved this hotel. It was spotless spacious surrounded by beautiful views, and only eight minutes away from Hunter Mountain resort. Also is in the center of Tannersville with restaurants and shops all around. The staff was extremely friendly. We look forward to coming back in the near future." [](https://expedia.com/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Very clean as usual. The owners are awesome guys. I had an issue my diesel truck fuel gelling and they helped me out in several ways without batting an eye. I highly recommend the Colonia Motel!" [](https://expedia.com/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Great room. Good continental breakfast. " [](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Starlite Motel](https://images.trvl-media.com/lodging/11000000/10110000/10109900/10109815/7f46d77d_y.jpg) ### Starlite Motel 10/10 Excellent "good time thanks" [](https://expedia.com/Kingston-Hotels-Starlite-Motel.h10109815.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "We had such a lovely stay! Our room was cozy and warm, and the staff were super friendly and welcoming. We especially enjoyed the little surprise continental breakfast with tea, coffee, and snacks by the fireplace—it made our mornings so nice. The jacuzzi and pool were amazing, and we had a great time relaxing. Dinner at the restaurant was delicious, and our server, Kinga, was wonderful! Everything about our stay was perfect. The only tiny thing was that the bathroom didn’t have hair conditioner (shampoo and body wash were provided), but it really didn’t bother us. We would definitely come back—highly recommend! 😊" [](https://expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Urban Cowboy Lodge](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "Wish I did take a sauna" [](https://expedia.com/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Excellent room and shower" [](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![SunView Motel](https://images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg) ### SunView Motel 10/10 Excellent "Clean rooms and nice renovated bathrooms. Perfect place just minutes from Hunter Mnt. Also close to restaurants and breakfast places. Will consider this option in the future." [](https://expedia.com/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Albergo Allegria Hotel & Breakfast Restaurant](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/25a82e1a_y.jpg) ### Albergo Allegria Hotel & Breakfast Restaurant 10/10 Excellent "Lovely hotel and a friendly welcome by the owners. Some small issues arose which we were not affected by, but we were always kept informed. Sadly, we couldn't enjoy the breakfast due to a bereavement in the family but am looking forward to it on our next visit. Thank you and here's hoping to come back soon. " [](https://expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ## More cheap stays in Ashland ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Colonial Motel 37283 NY-23 Grand Gorge NY $99 nightly $109 total Feb 16 - Feb 17 Total with taxes and fees 9.4/10 Exceptional! (421 reviews) [](https://expedia.com/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![SunView Motel](https://images.trvl-media.com/lodging/5000000/4040000/4032900/4032880/7d6be0c0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SunView Motel 5844 Main St Tannersville NY $139 nightly $150 total Feb 16 - Feb 17 Total with taxes and fees 8.4/10 Very Good! (576 reviews) [](https://expedia.com/Kingston-Hotels-SunView-Motel.h4032880.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Vienna 107 State Route 296 Windham NY $149 nightly $161 total Feb 22 - Feb 23 Total with taxes and fees 9.2/10 Wonderful! (756 reviews) [](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Catskill Seasons Inn 178 Route 42 Shandaken NY $149 nightly $167 total Feb 12 - Feb 13 Total with taxes and fees 8/10 Very Good! (249 reviews) [](https://expedia.com/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Eastwind Windham 5088 NY-23 Windham NY $183 nightly $197 total Feb 24 - Feb 25 Total with taxes and fees 9/10 Wonderful! (87 reviews) [](https://expedia.com/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Kaatskill Mountain Club at Hunter Mountain 61 LIFTSIDE DR Hunter NY $363 nightly $392 total Feb 12 - Feb 13 Total with taxes and fees 9/10 Wonderful! (346 reviews) [](https://expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ## Hotels in Ashland with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.com/5Star-Ashland-Hotels.s50-0-d3000422181.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 4 properties [](https://expedia.com/4Star-Ashland-Hotels.s40-0-d3000422181.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 167 properties [](https://expedia.com/3Star-Ashland-Hotels.s30-0-d3000422181.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 146 properties [](https://expedia.com/2Star-Ashland-Hotels.s20-0-d3000422181.Travel-Guide-Filter-Hotels) ## Find out more about Ashland ### Top reasons to visit Ashland - **Thrilling Ski Resorts:** Ashland is a haven for ski enthusiasts, offering access to popular ski fields and resorts for winter sports excitement. - **Outdoor Adventures:** The area is perfect for outdoor lovers, featuring state parks and beautiful beaches for year-round exploration. - **Charming Town Atmosphere:** Enjoy the welcoming vibe of Ashland, complete with friendly locals and a quaint community feel. - **Family-Friendly Activities:** Ashland offers a variety of cultural and recreational activities suitable for all ages. - **Diverse Lodging Options:** Choose from a wide range of accommodations, from agritourism to pet-friendly hotels, ensuring a comfortable stay. ### Find great hotels near Ashland Discover a variety of lodging options in Ashland, New York, designed to suit every traveler's needs. Whether you're seeking adventure, a family-friendly getaway, or a pet-friendly experience, Ashland's hotels offer a warm welcome. From charming agritourism properties to well-equipped hotels, you’ll find the perfect base for your exploration of this picturesque area. Experience the best of Ashland with accommodations that cater to both relaxation and excitement. - **Hunter Lodge, a Bluebird by Lark:** Nestled 11 miles from Ashland, Hunter Lodge is the perfect getaway for adventure seekers and LGBTQIA travelers. This welcoming hotel offers a range of exciting outdoor activities, including nearby snowboarding, hiking, fishing, and snow tubing. With a pet-friendly policy, travelers can bring their furry friends along, with amenities such as food and water bowls and accommodations for service animals. The lodge’s vibrant atmosphere and commitment to adventure make it an ideal choice for those looking to explore the great outdoors while enjoying a warm and inclusive environment. - **[Hotel Vienna: ](https://www.expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information)** Located 6 miles from Ashland, Hotel Vienna caters to both adventure enthusiasts and business travelers. This pet-friendly hotel is equipped with facilities tailored for business needs, while also providing easy access to nearby activities such as skiing, fishing, kayaking, and hiking. Guests appreciate the welcoming atmosphere and the thoughtful pet amenities that ensure a comfortable stay for all. Whether you’re on a work trip or seeking a thrilling vacation, Hotel Vienna offers the best of both worlds with its blend of adventure and business-friendly features. - **Winwood Condominiums by Windham Mountain Club:** A family-friendly destination just 5 miles from Ashland, Winwood Condominiums is perfect for those looking for a ski vacation. This 3-star accommodation offers convenient access to ski shuttles and lifts, making it easy to hit the slopes. Families will love the onsite arcade game room and sledding options, ensuring fun for guests of all ages. With nearby activities including downhill skiing, snowboarding, and fishing, Winwood Condominiums provides a cozy and adventurous retreat for family vacations immersed in winter sports. ### Where to stay near Ashland Discover the charming town of Ashland, New York, where outdoor adventure meets historic charm. Enjoy skiing in the winter and explore family-friendly activities year-round. Nearby, indulge in relaxing springs baths and take in the stunning scenery. Don’t miss the opportunity to visit Ashland, Oregon, known for its vibrant arts scene. With friendly locals and picturesque landscapes, Ashland promises an unforgettable getaway filled with excitement and tranquility. - **[Windham: ](https://www.expedia.com/Windham-Hotels.d175529.Travel-Guide-Hotels)** Located 5 miles from Ashland, Windham is a charming city known for its year-round appeal, particularly peaking during the winter months from December to February. Visitors flock here for thrilling ski adventures, making it a popular destination for sports enthusiasts. The city boasts excellent ski fields and resorts, ensuring an exhilarating experience for all skill levels. Beyond skiing, Windham is surrounded by stunning natural landmarks, including majestic mountains, serene lakes, and picturesque waterfalls, offering plenty of opportunities for hiking and sightseeing. - **[Hunter: ](https://www.expedia.com/Hunter-Hotels.d117507.Travel-Guide-Hotels)** Situated 9 miles from Ashland, Hunter is another gem in the region, attracting visitors with its seasonal charm. The peak tourist season runs from December to February, with moderate activity in May, August, and October. Much like Windham, Hunter is famous for its ski resorts and adventure sports, making it a haven for outdoor lovers. The breathtaking landscapes, featuring mountains, lakes, and cascading waterfalls, provide a stunning backdrop for both winter sports and summer hikes, ensuring a memorable experience for every traveler. - **[Jewett: ](https://www.expedia.com/Jewett-Hotels.d553248635974599853.Travel-Guide-Hotels)** Only 3 miles away from Ashland, Jewett is a delightful city that enjoys a steady flow of visitors throughout the year, with peak travel in the summer months from June to August. Skiing and adventure sports draw many to this picturesque locale, where ski fields and resorts offer excitement and challenges. Surrounded by natural beauty, Jewett's proximity to mountains, lakes, and waterfalls makes it an ideal spot for outdoor activities, whether it's skiing in winter or hiking in warmer months. ### Things to do near Ashland Ashland, New York, is an ideal destination for ski enthusiasts and adventure seekers. With its popular ski fields and resorts, visitors can enjoy thrilling winter sports. The town also offers opportunities for social gatherings, making it a great spot for connecting with fellow adventurers. Whether you're hitting the slopes or enjoying the local community, Ashland promises an exciting vacation experience. **Shopping** In Ashland, you can shop at the [Woodstock Music Shop](https://www.expedia.com/Woodstock-Music-Shop-Hotels.0-l553248621532664650-0.Travel-Guide-Filter-Hotels) for unique music-themed gifts, located 22 miles away. If you're up for a drive, check out [Vinnie's Farm Market](https://www.expedia.com/Vinnies-Farm-Market-Hotels.0-l553248621532664673-0.Travel-Guide-Filter-Hotels), 21 miles away, or the [Hudson Valley Mall](https://www.expedia.com/Hudson-Valley-Mall-Hotels.0-l6218019-0.Travel-Guide-Filter-Hotels), 30 miles away, offering a variety of family-friendly shops and entertainment. **Recreation** At [Windham Country Club](https://www.expedia.com/Windham-Country-Club-Hotels.0-l553248621552322141-0.Travel-Guide-Filter-Hotels), enjoy a round of golf surrounded by scenic views and fresh air, just 6 miles from Ashland. For ultimate relaxation, visit [Copperhood Retreat & Spa](https://www.expedia.com/Copperhood-Retreat-Spa-Hotels.0-l553248621532664738-0.Travel-Guide-Filter-Hotels), 14 miles away, offering rejuvenating body treatments. The [Pine Hill Community Center](https://www.expedia.com/Pine-Hill-Community-Center-Hotels.0-l553248621532664736-0.Travel-Guide-Filter-Hotels), also 14 miles away, features wellness activities for all ages. **Adventure** At [Windham Mountain Resort](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels), located 5 miles from Ashland, enjoy thrilling skiing and snowboarding adventures amidst beautiful landscapes. The [Kaatskill Flyer Ski Lift](https://www.expedia.com/Kaatskill-Flyer-Ski-Lift-Hotels.0-l748838994627010560-0.Travel-Guide-Filter-Hotels), 10 miles away, offers breathtaking views while taking you to invigorating slopes. Experience exhilarating rides on the [Zephyr Express Ski Lift](https://www.expedia.com/Zephyr-Express-Ski-Lift-Hotels.0-l553248621552112864-0.Travel-Guide-Filter-Hotels), situated 9 miles from Ashland. **Nightlife** Ashland offers a charming nightlife atmosphere with nearby venues like [Mount Tremper Arts](https://www.expedia.com/Mount-Tremper-Arts-Hotels.0-l553248621558012070-0.Travel-Guide-Filter-Hotels), a theater 18 miles away, and Colony, located 22 miles from town. Both places feature culture, romance, and family-friendly entertainment, making them perfect spots for a night out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Ashland To save money on your trip to Ashland, take advantage of free attractions like the Mountain Top Arboretum, and enjoy the town's walkable areas or opt for biking. Traveling during the off-peak months of March to April and November can lower your accommodation costs, especially on Tuesdays, which tend to be the cheapest days. Use Expedia to find deals by sorting prices and considering package options for hotels, flights, and activities. Joining the One Key membership can unlock exclusive discounts and earn OneKeyCash for future stays. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Ashland are March to April and November, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Ashland is Tuesday. The most expensive day to stay in Ashland is Friday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and type of hotel you’re looking for. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Ashland with flights and activities through an Expedia package deal. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Ashland Ashland, New York, is perfect for outdoor enthusiasts and sports lovers, offering ski resorts, state parks, and beaches. Visitors can enjoy a charming town atmosphere, explore the Ashland Library, and participate in various cultural and family-friendly activities. Whether you're looking for adventure or relaxation, Ashland provides a diverse range of attractions to discover and enjoy during your vacation. - **[Windham Mountain Resort: ](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels)** Located 5 miles from Ashland, this premier ski resort offers thrilling skiing and snowboarding opportunities. Experience breathtaking mountain views and a variety of winter activities, including snow tubing and snowshoeing, making it a perfect destination for adventure seekers. - **[Belleayre Beach at Pine Hill Lake: ](https://www.expedia.com/Belleayre-Beach-At-Pine-Hill-Lake-Hotels.0-l553248633992560841-0.Travel-Guide-Filter-Hotels)** Situated 14 miles away, this beautiful beach provides a serene escape with sandy shores and clear waters. Enjoy swimming, sunbathing, or picnicking while surrounded by the stunning Catskill Mountains, perfect for a relaxing day outdoors. - **[Catskill State Park: ](https://www.expedia.com/Catskill-State-Park-Hotels.0-l6335979-0.Travel-Guide-Filter-Hotels)** Just 14 miles from Ashland, this expansive park features miles of hiking trails, scenic vistas, and diverse wildlife. Explore the lush landscapes, waterfalls, and serene lakes, making it an ideal spot for nature lovers and outdoor enthusiasts. ### Best time to go to Ashland The best time to visit Ashland is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 21.9°F (-5.6°C) | Light Rain | Mostly Cloudy | Average | Average | | February | 24.1°F (-4.4°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 31.6°F (-0.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | April | 43.3°F (6.3°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | May | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 63.0°F (17.2°C) | Light Rain | Mostly Sunny | Average | Average | | July | 68.7°F (20.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 66.7°F (19.3°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 59.9°F (15.5°C) | Light Rain | Mostly Sunny | Average | Average | | October | 48.9°F (9.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | November | 36.9°F (2.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 28.2°F (-2.1°C) | Light Rain | Mostly Cloudy | Average | Average | ### The nearest major airports for your trip to Ashland When planning your trip to Ashland, New York, you can fly into several major airports. Albany International Airport ([ALB](https://www.expedia.com/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is 41 miles away and offers a range of nearby hotels, including the 4-star [Park Manor Hotel](https://www.expedia.com/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information) and [DoubleTree by Hilton Schenectady Downtown](https://www.expedia.com/Albany-Hotels-DoubleTree-By-Hilton-Hotel-Schenectady.h862.Hotel-Information), both located 8 miles from the airport. Stewart International Airport ([SWF](https://www.expedia.com/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)) is 57 miles away, with options like [The Dutchess Inn and Spa at Beacon](https://www.expedia.com/Newburgh-Hotels-The-Dutchess-Inn-And-Spa-At-Beacon.h18730652.Hotel-Information), 6 miles from the airport. Lastly, Columbia County Airport ([HCC](https://www.expedia.com/Columbia-County-Airport-Hotels.0-aHCC-0.Travel-Guide-Filter-Hotels)) is 32 miles away, featuring hotels such as [The Wick](https://www.expedia.com/Hudson-Hotels-The-Wick.h19742697.Hotel-Information), Hudson, only 5 miles from the airport, providing convenient transportation services for travelers. ## Frequently asked questions ### What is the best area to stay in Ashland? > Downtown Ashland is the heart of the city's activity, characterized by its historic buildings and a walkable layout. Main Street is where you'll find a concentration of local shops, art galleries, and diverse dining options. The Ashland Creek runs through the downtown area, adding to its pleasant setting. > > > Couples will find downtown an excellent choice due to its proximity to the Oregon Shakespeare Festival theaters, which are a major draw. Evening strolls to dinner or a performance are convenient, and there are many cozy cafes and wine bars for a relaxed experience. > > > Families also benefit from staying downtown. Lithia Park, a large and well-maintained urban park with playgrounds, walking trails, and open spaces, is directly adjacent to the downtown area. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Ashland hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Ashland hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Windham Vineyards and Winery ](https://www.expedia.com/Windham-Vineyards-And-Winery-Hotels.0-l553248621558012060-0.Travel-Guide-Filter-Hotels) - [Jewett Hotels ](https://www.expedia.com/Jewett-Hotels.d553248635974599853.Travel-Guide-Hotels) - [Vacation Homes in Jewett ](https://www.expedia.com/Jewett-Private-Vacation-Homes.d553248635974599853-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Jewett ](https://www.expedia.com/Jewett-Resorts.d553248635974599853-aaResorts.Travel-Guide-Accommodation) - [Chalets in Jewett ](https://www.expedia.com/Jewett-Chalets.d553248635974599853-aaChalets.Travel-Guide-Accommodation) - [Cabin Rentals in Jewett ](https://www.expedia.com/Jewett-Cabins.d553248635974599853-aaCabins.Travel-Guide-Accommodation) - 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