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 showing street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94304-Woodstock.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Woodstock, VT from CA $157 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-09-28&endDate=2025-09-29&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-09-29&endDate=2025-09-30&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Woodstock Boutique Hotels We don't have any properties that match your exact search [See all properties in Woodstock](https://expedia.ca/Hotel-Search?startDate=2025-10-12&endDate=2025-10-13®ionId=10868&adults=2) ## Recommended hotels in Woodstock ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/96f1f3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/61492abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/8edbcf67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claremont Motor Lodge Claremont 8.8/10 Excellent (401) "Great place to stay" CA $144 CA $157 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/8c210e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with View](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/dc02869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/98d3a06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/34a3d8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Valley Retreat Killington 9.6/10 Exceptional (183) "Absolutely lovely stay!" CA $153 CA $173 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/816d0aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/783dc891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/34a1ed27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Sports Inn The Woods 8.8/10 Excellent (937) "Clean, quiet stay." CA $166 CA $182 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Deluxe Suite](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/d5194d53.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) ![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) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (523) "I come to area for medical visits often and Sleep Woodstock is my new favorite stay!" CA $359 CA $418 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.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/ce0b45d0.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, Courtyard View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/01f9a10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay At Jimmy's Woodstock 10/10 Exceptional (42) "Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!" CA $417 CA $458 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.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 9.2/10 Wonderful (41) "A very pleasant VT stay at a reasonable price." CA $514 CA $566 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454892/bda77c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454892/e71da9fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454892/bab1d81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454892/a501ed2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly Woodstock 10/10 Exceptional (2) "The property is exactly as represented. It’s super clean. Comfortable beds. Bathrooms are updated and nice. It’s right across from a beautiful river and close proximity to quaint downtown Woodstock or nearby Killington. Felt safe and homey. Great communication from property owner. Would recommend! " CA $439 CA $624 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h113454892.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) ![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) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/302c3d84.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 (832) "great location and the staff were great" CA $269 CA $314 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.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) ![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) ![View from room](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/e0958349.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 (234) "Excellent Vintage style B&B. " CA $304 CA $335 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/62f98cd5.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) ### The Vesper Woodstock 9.2/10 Wonderful (33) "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)" CA $233 CA $257 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.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=2025-10-12&endDate=2025-10-13®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 "Beautiful Inn but not sure that you could say it was on a river, more like a creek but very nice. " [](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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