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 $197 ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-16&endDate=2025-10-17&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2025-10-24&endDate=2025-10-26&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=2025-10-29&endDate=2025-10-30®ionId=10868&adults=2) ## 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) ![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) ### Sleep Woodstock Motel Woodstock 9.6/10 Exceptional (532) "Staff were very friendly and helpful." CA $158 CA $197 total includes taxes & fees Oct 19 - Oct 20 [](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) ![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) ![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/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jackson West Woodstock 9.8/10 Exceptional (237) "Excellent Vintage style B&B. " CA $184 CA $203 total includes taxes & fees Nov 4 - Nov 5 [](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) ![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) ![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 (851) "great location and the staff were great" CA $170 CA $198 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Family Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/e090e64b.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) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On The River Inn West Woodstock 9.4/10 Exceptional (1001) "Great location, very quiet with good breakfast choices. " CA $252 CA $328 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.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) ![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) ![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 (44) "Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!" CA $350 CA $385 total includes taxes & fees Nov 2 - Nov 3 [](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) ![Classic Double Room, River View](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/148d42ef.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 9.0/10 Wonderful (49) "A very pleasant VT stay at a reasonable price." CA $512 CA $564 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/589572bf.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/104000000/103420000/103415500/103415437/62f98cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vesper Woodstock 9.0/10 Wonderful (38) "Adorable home and room. Very clean. Great location. Loved our stay! " CA $240 CA $265 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.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) ![Interior](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/2ed69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/cd86c3e4.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) ### Woodstock Inn & Resort Woodstock 9.2/10 Wonderful (538) "Beautiful hotel!! The staff, room, and spa were fantastic!!" CA $574 CA $694 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Iron/ironing board, travel crib, WiFi, bed sheets](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) ![Dining](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454892/96e217aa.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) ### 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 $177 CA $293 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h113454892.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/48ac360b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/ea8c15c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/d1ef9165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/12000000/11140000/11139700/11139607/56e0207c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodbridge Inn Woodstock 9.6/10 Exceptional (66) "Staff was very friendly and welcoming " CA $650 CA $715 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Woodstock-Hotels-Woodbridge-Inn.h11139607.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=2025-10-29&endDate=2025-10-30®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 "Loved having water / coffee stations on each floor! We liked the location being outside the town center & enjoyed being right on the river. It was pleasant & relaxing to sit on the balcony and just enjoy the view. We hope to return one day! TIP FOR HOTEL — People who just want hot water are having a difficult time figuring out how to make the machine do hot water only. — They could really use a sign with instructions. TIP FOR FUTURE TRAVELERS— You must have a car. The area between the hotel & stores doesn’t have a safe place to walk beside the road. " [](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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