Title: Browse the Best Town of Highland Resorts from CA $164 | Expedia.ca [Town of Highland Hotels](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Hotel-Destinations)[Vacation Rentals in Town of Highland](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Vacation-Rental-Destinations)[Town of Highland Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Highland.d553248635976002184.Car-Rental-Destinations)[Town of Highland Vacations](https://expedia.ca/Town-Of-Highland.d553248635976002184.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/3146ab2e29e7af7aee4a5793bcc1fd64.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ginie Ying # Search Resort Hotels in Town of Highland from CA $164 ## Compare and save - ![](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 prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002184&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Town of Highland ![](https://mediaim.expedia.com/destination/2/3146ab2e29e7af7aee4a5793bcc1fd64.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Barryville [](https://expedia.ca/Barryville-Resort-Hotels.d6069726-aaResortHotels.Travel-Guide-Accommodation) ## Featured Resorts in Town of Highland ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/2e43c618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/bab0273c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, piano bar](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/6a342d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902000/901998/68962920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Roma Resort and Conference Center Callicoon 6.6/10 (383) "We had a great stay, large beautiful and well maintained area, lots of interesting activities, kids loved every moment" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doina CA $272 CA $307 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Monticello-Hotels-Villa-Roma-Resort-And-Conference-Center.h901998.Hotel-Information) ![Standard Cabin, Multiple Beds | Exterior](https://images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/01d5cbfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/1afd1bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/27c5a2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchenette](https://images.trvl-media.com/lodging/9000000/8510000/8506800/8506701/67267842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Wanoka Resort Honesdale 8.6/10 Excellent (466) "Amazing place, we have been coming here for years! Love the staff and the bar, restaurant and splash pad too. Would definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) theresa CA $139 CA $164 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Honesdale-Hotels-Lake-Wanoka-Resort.h8506701.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/34000000/33990000/33983600/33983534/1a604258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33990000/33983600/33983534/cf4ed1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33990000/33983600/33983534/w5269h3947x0y0-7dc208f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33990000/33983600/33983534/8fd0a404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Willow Pond Resort 18 Bedroom - Family Friendly, Reunions. Honesdale 9.6/10 Exceptional (79) "Awesome place, definitely stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jimmy B. [](https://www.expedia.ca/Honesdale-Hotels-Willow-Pond-Resort-18-Bedroom-Family-Friendly.h33983534.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087713/ff46ddfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087713/b8ad41b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087713/adcfa99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087713/9444e69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Longhorn Suite at Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY White Lake 10/10 Exceptional (1) "My husband and I truly enjoyed our recent visit to Driftwood Ranch. The owners, Anne and Steve and their team created a warm and welcoming experience that will always remain in our hearts and minds. The accommodations were spectacular and there were so many well-planned and elegant touches. Our welcome by the hostess was warm and friendly and it was great treat to have a beautifully prepared charcuterie board and fine red wine. We arrived late on Friday and so it was such a surprise to go on... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ann W. [](https://www.expedia.ca/White-Lake-Hotels-Longhorn-Suite-At-Driftwood-Ranch-A-Horse-And-Cattle-Ranch-White-Lake.h109087713.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99490000/99486300/99486214/274514b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99490000/99486300/99486214/3a9b7f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99490000/99486300/99486214/565b4942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/100000000/99490000/99486300/99486214/d7c75cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Barn Estate- 3 Cozy Homes+Pool+Hot Tub! Liberty 10/10 Exceptional (1) "My friends and I stayed at Isaac’s place to host a Summer Camp themed birthday party and had an absolute blast! The barn was a perfect multipurpose space and the separate homes made it easier for us to accommodate different sleep times. The pool was beautiful and so much fun. Next time we are in the area we will be looking to see if this place is available!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin T. [](https://www.expedia.ca/Liberty-Hotels-Amazing-Property-2-HomesBarn-Oasis-Sleeps-29.h99486214.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087785/w1798h1196x0y3-b81a956f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087785/e74e94e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087785/0b36fca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/110000000/109090000/109087800/109087785/3da219ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Western Barn Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY White Lake 10/10 Exceptional (2) "DRIFTWOOD RANCH IS A SPECIAL PLACE WHERE YOU CAN EXPERIENCE THE LIFE OF A RANCHER OUT WEST RIGHT HERE IN NY. The Hosts/ Owners , Steve and Anne are real life ranchers and the kindest people I know. The accommodations were spectacular. The cabins are beautiful. You feel like you’re in a log home in Montana." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael c. [](https://www.expedia.ca/White-Lake-Hotels-Western-Barn-Suite-Driftwood-Ranch-A-Horse-And-Cattle-Ranch-White-Lake.h109087785.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109087500/109087494/68c4b6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109090000/109087500/109087494/85b6292e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/110000000/109090000/109087500/109087494/42c937ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109090000/109087500/109087494/0e4f77a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cattle Drive Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY White Lake [](https://www.expedia.ca/White-Lake-Hotels-Cattle-Drive-Suite-Driftwood-Ranch-A-Horse-And-Cattle-Ranch-White-Lake.h109087494.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113200000/113196100/113196067/w1170h883x0y5-ab8f0cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113200000/113196100/113196067/d5e4efbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113200000/113196100/113196067/59237258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113200000/113196100/113196067/ce334731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 14-bedroom resort in tranquil Paupack. 1885 Farm & Guest House with Game Room! Paupack [](https://www.expedia.ca/Paupack-Hotels-14-Bedroom-Resort-In-Tranquil-Paupack-1885-Farm-Guest-House-With-Game-Room.h113196067.Hotel-Information) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/110000000/109090000/109087900/109087809/w1796h1195x2y4-3693b825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/110000000/109090000/109087900/109087809/w1797h1196x3y2-d4a10349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109090000/109087900/109087809/1e526b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/110000000/109090000/109087900/109087809/1d6d11e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Museum Suite @ Driftwood Ranch - a Horse and Cattle Ranch - White Lake, NY White Lake [](https://www.expedia.ca/White-Lake-Hotels-The-Museum-Suite-Driftwood-Ranch-A-Horse-And-Cattle-Ranch-White-Lake.h109087809.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/103000000/102390000/102385400/102385301/789d7972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102390000/102385400/102385301/b445c184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102390000/102385400/102385301/601e293d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/103000000/102390000/102385400/102385301/d9c93e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Mountains, Villa Roma Resort is the perfect destination vacation Callicoon [](https://www.expedia.ca/Callicoon-Hotels-Catskill-Mountains.h102385301.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/74000000/73240000/73239800/73239766/0eb630f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73239800/73239766/76c583c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/74000000/73240000/73239800/73239766/a6c2dfb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/74000000/73240000/73239800/73239766/dd9aadeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOR THE ENTIRE FAMILY Hawley [](https://www.expedia.ca/Tafton-Hotels-FOR-THE-ENTIRE-FAMILY.h73239766.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17®ionId=553248635976002184&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Resort-Hotels.d553248635976002184-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Resort-Hotels.d553248635976002184-aaResortHotels.Travel-Guide-Accommodation) ## Top Town of Highland Hotel Reviews ![Days Inn by Wyndham Liberty](//images.trvl-media.com/lodging/1000000/20000/19400/19381/e60bb869_y.jpg) ### Days Inn by Wyndham Liberty 10/10 Excellent "great service" [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Liberty.h19381.Hotel-Information) ![Cove Haven Resort](//images.trvl-media.com/lodging/1000000/40000/34700/34685/efde6748_y.jpg) ### Cove Haven Resort 10/10 Excellent "The room was clean, the check in efficient, the bar staff was A Mazing (shout out Gena) but the amount of deer hanging out ready to greet us- will not soon be forgotten" [](https://expedia.ca/Lakeville-Hotels-Cove-Haven-Resort.h34685.Hotel-Information) ![The Alder at Resorts World Catskills](//images.trvl-media.com/lodging/101000000/101000000/100997000/100996967/9db559da_y.jpg) ### The Alder at Resorts World Catskills 10/10 Excellent "The most wonderful 24hrs. The staff was outstanding, food was delicious and the slots so much fun. We got upgrades to a unforgettable room.. Clean big and roomy. So much fun" [](https://expedia.ca/Monticello-Hotels-The-Alder-At-Resorts-World-Catskills.h100996967.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](//images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "The stay was amazing absolutely amazing" [](https://expedia.ca/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ![Four Seasons For Fun](//images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/84504c56_y.jpg) ### Four Seasons For Fun 10/10 Excellent "This property was pristine inside and out! Lovely view from the rear of the house. Owners thought of everything to make our stay enjoyable. We will be returning to this lovely place in the spring." [](https://expedia.ca/Lakeville-Hotels-Four-Seasons-For-Fun.h100655797.Hotel-Information) ![Hampton Inn Matamoras/Milford](//images.trvl-media.com/lodging/3000000/2780000/2774600/2774574/e1440092_y.jpg) ### Hampton Inn Matamoras/Milford 10/10 Excellent "Nice staff, tasty breakfast. Clean rooms." [](https://expedia.ca/Matamoras-Hotels-Hampton-Inn-Matamoras-Milford.h2774574.Hotel-Information) ![Callicoon Hills](//images.trvl-media.com/lodging/64000000/63170000/63163100/63163026/240700f7_y.jpg) ### Callicoon Hills 10/10 Excellent "Lovely staff, very knowledgeable, friendly and very welcoming. Comfortable and homely stay. " [](https://expedia.ca/Callicoon-Center-Hotels-Callicoon-Hills.h63163026.Hotel-Information) ![Days Inn by Wyndham Wurtsboro](//images.trvl-media.com/lodging/1000000/40000/34300/34237/3073e3e0_y.jpg) ### Days Inn by Wyndham Wurtsboro 10/10 Excellent "Clean room " [](https://expedia.ca/Monticello-Hotels-Days-Inn-By-Wyndham-Wurtsboro.h34237.Hotel-Information) ![The Bradstan Boutique Hotel](//images.trvl-media.com/lodging/88000000/87420000/87410200/87410153/a17bcc8b_y.jpg) ### The Bradstan Boutique Hotel 10/10 Excellent "Perfect escape from nyc" [](https://expedia.ca/Eldred-Hotels-The-Eldred-Preserve.h87410153.Hotel-Information) ## Find out more about Town of Highland ## Town of Highland Resorts information | Number of reviews | 926 | | --- | --- | | Accommodation | 12 Resorts | | Lowest Price | CA $164 | | Highest Price | CA $307 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Barryville](https://www.expedia.ca/Barryville-Apart-Hotels.d6069726-aaApartHotels.Travel-Guide-Accommodation) - 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