Title: Woodstock B&B: Find the Best Bed and Breakfast from CA $169 | 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) ![SLEEPY HOLLOW FARM- To visit Vermont in the Fall was a dream of mine. I am so happy that I was able to do just that this year. One of the places I visited was this photographic icon in rural Vermont, the Sleepy Hollow Farm, near Woodstock. Well known by most photographers the Sleepy Hollow Farm is the place to be if you want to get that perfect classic Autumn shot and an early morning light is best to be there to capture rich deep autumn colours. Rumors has it that it was once owned by Joe Perry of Aerosmith. Perry and his wife of 30 years, Billie, bought the property and they'd often bring their horses there from their home outside Boston. #ilovermont #ScenesofNewEngland #vermontbyvermonters #colorful #autumn #fall #roadtrip #travel #adventure #fallfoliage #historic #vermont #Bestof5](https://images.trvl-media.com/place/10868/e087d4f1-f2f1-454a-b863-8d1d9c04ce5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Samanyi ![](https://images.trvl-media.com/place/10868/e087d4f1-f2f1-454a-b863-8d1d9c04ce5c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10868&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woodstock bed & breakfast ![Restaurant](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/9a1e2ed7.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 [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) West Woodstock 9.8/10 Exceptional (263 reviews) "The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abby [](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/0ba93825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/2970ae6b.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) ![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) ### The Vesper [](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) Woodstock 9.2/10 Wonderful (54 reviews) "Charming bed and breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $244 CA $269 total includes taxes & fees Feb 1 - Feb 2 [](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 Suite, Garden View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/4c69dfd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, Garden View](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/5423776f.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) ### Stay At Jimmy's [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) Woodstock 10/10 Exceptional (47 reviews) "Wonderful amenities, location, and team, Highly recommend and would love to stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather CA $406 CA $447 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/53db29c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/4d2bc29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/b1b23979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/97b53e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Brook Inn [](https://www.expedia.ca/Woodstock-Hotels-Deer-Brook-Inn.h122648718.Hotel-Information) Woodstock CA $378 CA $416 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Woodstock-Hotels-Deer-Brook-Inn.h122648718.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) ![View from property](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/b90ec0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room with Spring](https://images.trvl-media.com/lodging/9000000/8280000/8270200/8270194/23d8da75.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) ### Mountain Valley Retreat [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) Killington 9.6/10 Exceptional (195 reviews) "Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $150 CA $169 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Killington-Hotels-Mountain-Valley-Retreat.h8270194.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/86a78166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/efed55f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/8b78ee8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/832ba4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snowed Inn [](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) Killington 9.8/10 Exceptional (378 reviews) "We had such a wonderful time at the Snowed Inn and we’re already looking forward to coming back next year! The staff and owners were incredibly warm and friendly, the atmosphere was fantastic, and the location was perfect! Highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Corey CA $359 CA $434 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/3781899c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/1f184241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/06f35495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4910000/4907300/4907209/71193f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Vermont Inn [](https://www.expedia.ca/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information) Rutland 9.2/10 Wonderful (417 reviews) "Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie CA $349 CA $380 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Rutland-Hotels-The-Vermont-Inn.h4907209.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/77eb994f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/0a80171b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/ea7ecfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/94881046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Echo Lake Inn [](https://www.expedia.ca/Ludlow-Hotels-Echo-Lake-Inn.h893657.Hotel-Information) Plymouth 8.6/10 Excellent (98 reviews) "No lake-view. Friendly staff, excellent breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $380 CA $415 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Ludlow-Hotels-Echo-Lake-Inn.h893657.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=2026-02-11&endDate=2026-02-12®ionId=10868&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%2FWoodstock-Bed-And-Breakfast.d10868-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoodstock-Bed-And-Breakfast.d10868-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Woodstock Hotel Reviews ![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Love the shire !" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Always a great experience! Shout out to Becky at front desk for great customers med service. And just kind Vermont hospitality. Thank you " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Nice place for a family staff" [](https://expedia.ca/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg) ### Best Western Inn & Suites Rutland-Killington 10/10 Excellent "Very good place to stay " [](https://expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "Staff was friendly and great breakfast!" [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Very nice accommodations " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Courteous and helpful staff " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Lincoln Inn & Gallery](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa_y.jpg) ### Lincoln Inn & Gallery 10/10 Excellent "The accommodations are perfect for a weekend away and less than a 20 minute drive to Killington resort!! It is a very warm and cute stay" [](https://expedia.ca/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Stay At Jimmy's](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/d7baa23b_y.jpg) ### Stay At Jimmy's 10/10 Excellent "Wonderful amenities, location, and team, Highly recommend and would love to stay again" [](https://expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) ## Find out more about Woodstock ## Woodstock B&B information | Number of reviews | 1,426 | | ----------------- | ------- | | Accommodation | 17 B&B | | Lowest Price | CA $169 | | Highest Price | CA $447 | ## Frequently asked questions ### What are the most popular Woodstock Bed & Breakfasts? > For those seeking something that fits their needs luxury, "[Stay At Jimmy's](https://www.expedia.ca/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information)" also shines with a stellar 10.0 rating. This property features private indoor hot tubs and jetted bathtubs, making it an excellent choice for romantic getaways or special occasions. The inviting ambiance and top amenities ensure an easy experience where you can truly indulge. > > > If you're traveling with family or enjoy winter sports, [The Jackson](https://www.expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information), rated 9.8, offers a fantastic blend of comfort and adventure. With nearby skiing and snowboarding options, as well as cozy balconies and patios, it's a wonderful base for families or groups looking to explore the great outdoors together. The antique furniture and lovely dining room add a touch of charm that makes your stay feel both homey and special. ### What is the nightly rate for a Bed & Breakfast in Woodstock? ### Are there any family-friendly Bed & Breakfasts in Woodstock? > Another excellent choice is [The Vesper](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information), which truly caters to families with its thoughtful amenities. This delightful B&B features connecting rooms, great for parents who wish to keep an eye on their children while enjoying some privacy. The property also offers a selection of toys for both children and babies, ensuring that younger guests are entertained during their stay. With its warm atmosphere and family-focused features, [The Vesper](https://www.expedia.ca/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) provides a welcoming retreat for those traveling with kids. ### Do any Woodstock Bed and Breakfasts allow dogs? ### Are there any romantic B&Bs in Woodstock for couples? ### What is the difference between a Woodstock Bed and Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Billings Farm and Museum ](https://www.expedia.ca/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bridgewater ](https://www.expedia.ca/Bridgewater-Agritourism.d553248635975851833-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Bridgewater ](https://www.expedia.ca/Bridgewater-Apart-Hotels.d553248635975851833-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Bridgewater ](https://www.expedia.ca/Bridgewater-Bed-And-Breakfast.d553248635975851833-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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