Title: 20 Best B&B in Windsor, VT - Bed and Breakfast from $153 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx7881)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d7881.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d7881.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d7881.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d7881.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor bed & breakfast ![Porch](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/1e0ac20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/096e29dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/c10f6d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![River View | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/3b283cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harvest Barn Inn [](https://www.expedia.com/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.Hotel-Information) Bellows Falls 9.8/10 Exceptional (253 reviews) "Everything was great. Awesome hosts, room, common areas and a fabulous breakfast. Can’t recommend too highly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark $140 nightly $153 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.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 | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/2970ae6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/2533d22f.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.com/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) Woodstock 9.2/10 Wonderful (57 reviews) "Uniqueness of rooms, breakfast options and walking distance to so many great spots!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily $154 nightly $170 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Vesper.h103415437.Hotel-Information) ![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/e0958349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/b9dbfee0.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) ### The Jackson [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) West Woodstock 9.6/10 Exceptional (275 reviews) "Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $169 nightly $186 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/52ce2be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/7060d495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/450d23d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/88000000/87490000/87486300/87486236/ae105a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stone Hearth Inn and Eatery [](https://www.expedia.com/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) Chester 9.2/10 Wonderful (115 reviews) "Great stay! Very cozy and homey. Very yummy breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olena $195 nightly $213 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/71e55c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/3ab17c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/w768h580x0y0-90dad15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2050000/2042700/2042604/f20a7a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dexter's Inn [](https://www.expedia.com/Sunapee-Hotels-Dexters-Inn.h2042604.Hotel-Information) Sunapee 8.8/10 Excellent (70 reviews) "This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa $263 nightly $285 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Sunapee-Hotels-Dexters-Inn.h2042604.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) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/b1b23979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122650000/122648800/122648718/abd58cfe.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.com/Woodstock-Hotels-Deer-Brook-Inn.h122648718.Hotel-Information) Woodstock 10/10 Exceptional (1 review) "The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara $228 nightly $251 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Deer-Brook-Inn.h122648718.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, Garden View | Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188664/5423776f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, Garden View | Individually decorated, individually furnished, laptop workspace](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, Courtyard View | Individually decorated, individually furnished, laptop workspace](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.com/Woodstock-Hotels-Stay-At-Jimmys.h103188664.Hotel-Information) Woodstock 10/10 Exceptional (49 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 $249 nightly $274 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Stay-At-Jimmys.h103188664.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) ![Golf](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/8b78ee8c.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) ![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.com/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) Killington 9.8/10 Exceptional (390 reviews) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory $172 nightly $189 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Killington-Hotels-Snowed-Inn.h1153997.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) ![Garden](https://images.trvl-media.com/lodging/1000000/900000/893700/893657/594556d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Echo Lake Inn [](https://www.expedia.com/Ludlow-Hotels-Echo-Lake-Inn.h893657.Hotel-Information) Plymouth 8.6/10 Excellent (100 reviews) "Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle $212 nightly $232 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Echo-Lake-Inn.h893657.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/6f38eb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/99b8436e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/447cd0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/ff272214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Woodstocker B&B [](https://www.expedia.com/Woodstock-Hotels-The-Woodstocker-BB.h25079404.Hotel-Information) Woodstock 10/10 Exceptional (51 reviews) "This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kavina $296 nightly $325 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Woodstocker-BB.h25079404.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.com/Hotel-Search?startDate=2026-03-31&endDate=2026-04-01®ionId=7881&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Bed-And-Breakfast.d7881-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Bed-And-Breakfast.d7881-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "Had a lovely stay while visiting, enjoyed the breakfast and the staff were all very friendly and accommodating. Would def stay here again" [](https://expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 6/10 Okay "Staff is incredibly friendly and helpful. Rooms are okay. Pool and Tub fine but crowded " [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/ba27b41f_y.jpg) ### White River Inn and Suites 4/10 Poor "The room had a food smell. There were little black flies in the room. When I notified the desk the gentleman said he would be sure to report it to the proper person. No offer of a discount on the price of the room or even a voucher for a future stay which I never would have used. Not interested in staying there again. " [](https://expedia.com/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![Fireside Inn & Suites West Lebanon](https://images.trvl-media.com/lodging/1000000/20000/12300/12300/43f4036d_y.jpg) ### Fireside Inn & Suites West Lebanon 10/10 Excellent "always my go-to hotel when traveling to this area " [](https://expedia.com/Lebanon-Hotels-Fireside-Inn-Suites-West-Lebanon.h12300.Hotel-Information) ![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/17fcad53_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "First ski weekend getaway, the North star is an absolute gem. It’s like popping back in time where you can appreciate a warm fire, some solo acoustic music and a lively bar. The heated pool does wonders after a hard day skiing." [](https://expedia.com/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/f9bd2dd9_y.jpg) ### Killington Mountain Lodge, Tapestry Collection by Hilton 10/10 Excellent "Great location, hot tub and lobby area. Only thing that would make it better is complimentary breakfast and not charging for parking. " [](https://expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97_y.jpg) ### Align Inn Vermont 8/10 Good "The accomodations were perfect for our needs. The breakfast is wonderful & much more than a typical continental breakfast." [](https://expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/ffe7105d_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 6/10 Okay "The bed was very uncomfortable and the room was hot" [](https://expedia.com/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/fae277d0_y.jpg) ### Mountain Sports Inn 10/10 Excellent "It was great" [](https://expedia.com/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ## Find out more about Windsor ## Windsor B&B information | Number of reviews | 1,261 | | ----------------- | ------ | | Accommodation | 26 B&B | | Lowest Price | $153 | | Highest Price | $325 | ## Frequently asked questions ### What is the nightly rate for a Bed and Breakfast in Windsor? ### When is the best time to book a Bed & Breakfast in Windsor? > June is particularly popular, as it heralds the start of summer festivities, including music events and farmers' markets brimming with fresh local produce. The lively atmosphere of the town, combined with the colorful gardens in full bloom, offers a delightful experience for those seeking to connect with the community. > > > For those looking for a more budget-friendly option, consider visiting in late fall, around November. This time offers a quieter ambiance, great for enjoying the beautiful autumn foliage and indulging in local culinary delights without the hustle and bustle of peak tourist season. ### What is the difference between a Windsor B&B and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Windsor Station ](https://www.expedia.com/Windsor-Station-Hotels.d6195274.Travel-Guide-Hotels) - [Hotels near South Congregational Church ](https://www.expedia.com/South-Congregational-Church-Hotels.0-l6330774-0.Travel-Guide-Filter-Hotels) - [Hotels near American Precision Museum ](https://www.expedia.com/American-Precision-Museum-Hotels.0-l6330768-0.Travel-Guide-Filter-Hotels) - [Hotels near Harpoon Brewery ](https://www.expedia.com/Harpoon-Brewery-Hotels.0-l553248635975913439-0.Travel-Guide-Filter-Hotels) - [Hotels near Mt Ascutney State Park ](https://www.expedia.com/Mt-Ascutney-State-Park-Hotels.0-l6175264-0.Travel-Guide-Filter-Hotels) - 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