Title: Book the Best BOUTIQUE Hotels in Woodstock in 2025 | Expedia.ca [Woodstock Travel Guide](https://expedia.ca/Woodstock.dx10868)[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d10868.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d10868.Travel-Guide-VacationRentals)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d10868.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d10868.Destination-Travel-Guides) ![Woodstock featuring heritage architecture](https://images.trvl-media.com/place/10868/7f0fa7aa-7edf-48c9-ac9e-9b796c80ed25.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Woodstock, VT from CA $184 - ![](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 Woodstock Boutique Hotels Tonight [Nov 7 - Nov 8](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-11-07&endDate=2025-11-08&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-11-08&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock Boutique Hotels No exact matches found, but these alternatives could be just right ## Recommended hotels in Woodstock ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Accessible, Dog-Friendly Double](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/53cc1cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/32c31fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/4dec58ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (540) "Great motel with complete amenities.. beautiful surrounding especially in this fall" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Giana CA $146 CA $223 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/5f513e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/91483dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson West Woodstock 9.8/10 Exceptional (241) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Romulo [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/9cdca5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/05237c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/a73c2787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shire Woodstock Woodstock 8.8/10 Excellent (877) "Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ahmed [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Economy Room](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/ae1d5a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/199515ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/676cb54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/62f98cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vesper Woodstock 9.0/10 Wonderful (41) "The location is fabulous bc you can walk everywhere once you arrive. Beds were comfortable and great options at breakfast(the oats and fresh strawberries were my favorite)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail CA $222 CA $245 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/d7baa23b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/01f9a10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/33fd758e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Garden View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/abaf26b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay At Jimmy's Woodstock 10/10 Exceptional (46) "Superb stay in all ways!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $253 CA $278 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/c49d548b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/125b9e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1018) "The setting was beautiful, great amenities on site, complementary hot breakfast was delicious, lots of storage in the room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $272 CA $351 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/044ad9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/087b97b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/w1333h750x0y0-a24444d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lincoln Inn & Gallery West Woodstock 8.8/10 Excellent (55) "Loved our stay here! Beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitzi CA $235 CA $258 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/3e81c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07d4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/2ed69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (546) "I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $464 CA $573 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/1821527e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/e6a64143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/b3ff1fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48670000/48666200/48666141/756ea176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A charming 1820's farmhouse Woodstock 10/10 Exceptional (29) "Excellent accommodations! One of the best VRBO’s I’ve ever stayed in. There were 5 women traveling together for a long weekend and Carmen’s place was just the ticket with our own bedrooms and en suite bathrooms. We had the entire place to ourselves and felt very spoiled." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kelly f. CA $1,276 CA $2,065 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Woodstock-Hotels-A-Charming-1820s-Farmhouse.h48666141.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=2025-11-21&endDate=2025-11-22®ionId=10868&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Woodstock Hotel Reviews ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "The restaurant was very nice. Great service. Delicious food." [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Woodstock? > The shopping, historic landmarks, and riverfront are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Woodstock with a visit to Woodstock Town Hall Theatre, Billings Farm and Museum, and Main Street Museum. You might also like to explore more of the area and take in additional sights like VINS Nature Center, Marsh-Billings-Rockefeller National Historical Park, and Montshire Museum of Science while you're here. ### What kind of weather should I plan for when I travel to Woodstock? > Getting an idea of what to expect from the weather in Woodstock is important when you plan your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall. ### What's the best way to get to my boutique hotel in Woodstock? > You have a few options for transportation to and around Woodstock. The nearest major airport is Lebanon, NH (LEB-Lebanon Municipal), which is located 10.5 mi (16.9 km) from the heart of the city. 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