Title: Town of Highland B&B: Find the Best Bed and Breakfast from CA $287 | 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 # Find a Bed and Breakfast in Town of Highland from CA $287 ## 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=BED_AND_BREAKFAST&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=BED_AND_BREAKFAST&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=BED_AND_BREAKFAST&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=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d6069726-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Featured B&B in Town of Highland ![Property grounds](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/a676a41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/6183ced7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite | Living room](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/254db56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite](https://images.trvl-media.com/lodging/38000000/37810000/37801500/37801429/57309191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayne on Main Honesdale 8.6/10 Excellent (222) "This property was simply magical. Four of us stayed here, and all of us loved the personal attention the owner provided, the ambiance of the house, and the historic neighborhood where it was situated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorelei [](https://www.expedia.ca/Honesdale-Hotels-Wayne-On-Main.h37801429.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/84504c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/a9cadedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/025df11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100660000/100655800/100655797/9229078f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons For Fun Lakeville 10/10 Exceptional (172) "Best B&B hands down! This was our 10th stay since this B&B opened and it keeps getting better & better!! Lisa & Dante have thought of everything to make this place special and truly a home away from home. They are 2 of the nicest people you will ever meet!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fernanda [](https://www.expedia.ca/Lakeville-Hotels-Four-Seasons-For-Fun.h100655797.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/cd6c0713.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bob Dylan Suite](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/25065c78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aretha Franklin Room](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/dfee9e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/25000000/24940000/24932000/24931984/c587080c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Tyler Hill Tyler Hill 10/10 Exceptional (128) "This is the coolest B&B. Great host, absolutely lovely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah [](https://www.expedia.ca/Tyler-Hill-Hotels-Inn-At-Tyler-Hill.h24931984.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/110000000/109920000/109911700/109911634/b0d46466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/110000000/109920000/109911700/109911634/feee9b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/110000000/109920000/109911700/109911634/8d973ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared fridge, microwave, ice maker, reusable coffee/tea filters](https://images.trvl-media.com/lodging/110000000/109920000/109911700/109911634/e17ea5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### John H Wallace House Milford 10/10 Exceptional (12) "Incredible breakfast, charming room, our hosts treated us very well, full tour of house before other guests arrived, easy to find, fabulous scones." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryanne CA $263 CA $287 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Milford-Hotels-John-H-Wallace-House.h109911634.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111600000/111596800/111596793/1b4546d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111600000/111596800/111596793/5a1153b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111600000/111596800/111596793/1b15e256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/112000000/111600000/111596800/111596793/f412f57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Domes at Catskills a lakefront glamping adventure for adults Swan Lake CA $427 CA $588 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Swan-Lake-Hotels-Domes-At-Catskills-A-Lakefront-Glamping-Adventure-For-Adults.h111596793.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=BED_AND_BREAKFAST&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-Bed-And-Breakfast.d553248635976002184-aaBedAndBreakfast.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Highland-Bed-And-Breakfast.d553248635976002184-aaBedAndBreakfast.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 B&B information | Number of reviews | 532 | | --- | --- | | Accommodation | 6 B&B | | Lowest Price | CA $287 | | Highest Price | CA $588 | ## 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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