Title: 20 Best B&B in Windsor, VT - Bed and Breakfast from $120 | 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 [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7881&startDate=2026-05-29&endDate=2026-05-31&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/096e29dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17290000/17287000/17286987/0ee737a0.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 (257 reviews) "Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles $128 nightly $139 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Bellows-Falls-Hotels-Harvest-Barn-Inn.h17286987.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 (118 reviews) "Great stay! Very cozy and homey. Very yummy breakfast! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olena $197 nightly $215 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Chester-Hotels-Stone-Hearth-Inn-And-Eatery.h87486236.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) ![Exterior](https://images.trvl-media.com/lodging/104000000/103420000/103415500/103415437/676cb54e.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 $133 nightly $146 total Apr 6 - Apr 7 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/1000000/190000/181400/181337/91483dc1.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) ![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) ### The Jackson [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) West Woodstock 9.6/10 Exceptional (277 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 $224 nightly $246 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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) ![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) ![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) ### 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 $233 nightly $256 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Deer-Brook-Inn.h122648718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/66d1371a.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) ![Exterior detail](https://images.trvl-media.com/lodging/26000000/25080000/25079500/25079404/c2bef1e2.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) ### 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 $318 nightly $350 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-The-Woodstocker-BB.h25079404.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454897/d42aba27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454897/6a2fc875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454897/72bef82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113460000/113454900/113454897/6cfcef1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock Mobility Impaired Accessible Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Mobility-Impaired-Accessible-Suite.h113454897.Hotel-Information) Woodstock $119 nightly $130 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Mobility-Impaired-Accessible-Suite.h113454897.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) ![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) ![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 $214 nightly $234 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Echo-Lake-Inn.h893657.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1160000/1154000/1153997/bc79e27c.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) ### Snowed Inn [](https://www.expedia.com/Killington-Hotels-Snowed-Inn.h1153997.Hotel-Information) Killington 9.8/10 Exceptional (392 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/125000000/124880000/124876900/124876838/251b6aff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876838/fc7cd7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876838/fdd39755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876838/684636fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876838.Hotel-Information) Woodstock $109 nightly $120 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876846/2358b502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876846/08e5c326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876846/4a7ac8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876846/w1350h900x0y0-7d912e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876846.Hotel-Information) Woodstock $109 nightly $120 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876846.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876827/7f96215f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876827/96f025d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876827/15f65b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876827/w1336h897x0y0-07c4294e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876827.Hotel-Information) Woodstock $114 nightly $126 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876827.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876843/bfd47c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876843/b37c4259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876843/e365f74b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876843/da86fd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876843.Hotel-Information) Woodstock $114 nightly $126 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876832/b7a64bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876832/4535350a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876832/w1479h900x0y0-f74aa32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876832/65bf06de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876832.Hotel-Information) Woodstock $114 nightly $126 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876832.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876823/cd2595ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876823/w1336h897x0y0-21a194cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876823/edce12f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876823/5e9c97cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876823.Hotel-Information) Woodstock $114 nightly $126 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876852/37827706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876852/32861649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876852/f2df368b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876852/78d49fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876852.Hotel-Information) Woodstock $109 nightly $120 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876852.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876842/9bb4bbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876842/e8da6352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876842/e9027771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876842/cbfffe8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876842.Hotel-Information) Woodstock $109 nightly $120 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876842.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876839/8bec397b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876839/62049359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876839/w1336h897x0y0-8504ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876839/40767e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876839.Hotel-Information) Woodstock $114 nightly $126 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876839.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876850/64c01f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876850/26b01e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876850/a68db951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876850/8e8a2d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - 2 Double Beds - Dog Friendly [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876850.Hotel-Information) Woodstock $109 nightly $120 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-2-Double-Beds-Dog-Friendly.h124876850.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876835/1824b7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876835/31bed9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876835/99200ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/125000000/124880000/124876900/124876835/386fbc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Woodstock - Dog Friendly King Suite [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876835.Hotel-Information) Woodstock $114 nightly $126 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Woodstock-Hotels-Sleep-Woodstock-Dog-Friendly-King-Suite.h124876835.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=2026-04-19&endDate=2026-04-20®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 ![Hampton Inn White River Junction](https://images.trvl-media.com/lodging/1000000/80000/79300/79224/e21b1496_y.jpg) ### Hampton Inn White River Junction 8/10 Good "MUST DO call to ask if construction is finished. The noise was unbearable. But the staff, realizing this, refunded the cost of rooms and we are grateful. Our large group of friends adjusted plans, skipped planned quiet moments needed from the drive up, and left early to miss the next round of racket. Yes, the work needs to get done and busting up tile makes way for upgrades. I hope that the work is finished soon." [](https://expedia.com/White-River-Junction-Hotels-Hampton-Inn-White-River-Junction.h79224.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97_y.jpg) ### Align Inn Vermont 10/10 Excellent "Clean room, friendly staff, good breakfast. Always enjoy staying at the Inn. 👍👍" [](https://expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Always an Amazing time when we stay here. Property well maintained, staff is super friendly and the food here is above and beyond. Did I mention I got married here 👍👍" [](https://expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Hotel Coolidge](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/2db4f9a7_y.jpg) ### Hotel Coolidge 8/10 Good "It is listed on the National Registry of Historic Places and indeed is an old building. Despite not having a fitness center or restaurant that is open before 7 am, microwave in the room, or other small amenities, I found this hotel to be quite charming, clean, safe and with very comfortable accommodations. The mattress and pillow were the most comfortable hotel bedding I can ever recall. The closet is large enough to fit a couch or small bed inside. There’s parking outside and a lot across the street as the hotel is located in downtown near the train station and courthouse. I had a great time in the early morning, walking down Main Street window shopping as nothing was yet open. I would choose to stay here again over other modern places nearby, and I highly recommend this hotel. " [](https://expedia.com/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Best Western West Lebanon-Hanover Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1200500/1200405/911e9465_y.jpg) ### Best Western West Lebanon-Hanover Hotel 10/10 Excellent "Very clean throughout the whole facility. I would recommend " [](https://expedia.com/Lebanon-Hotels-Best-Western-West-Lebanon-Hanover-Hotel.h1200405.Hotel-Information) ![Mountain Sports Inn](https://images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/fae277d0_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Yes" [](https://expedia.com/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 8/10 Good "Nice place close to the mountain with an attentive and friendly staff. Very clean and well run. It’s not a resort or a place where you stay to enjoy the hotel. You are here to ski / board and this is your place to return to for drinks and a good night sleep. The AC wasn’t working well when we were there but it was still late Winter so not unexpected (was unseasonably warm). The furniture in the sitting areas upstairs needs to be upgraded since that’s really the only place to hangout in morning or afternoons other than the restaurant. Overall very pleased with the place for the price." [](https://expedia.com/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.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 "Bar is a great touch!" [](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 2/10 Terrible "was put in a room next to elevator, elevator was rubbing squeeling reported to front desk, they refused to move us, noise kept us up all night long. terrible experience. she said they didn't have any other rooms and refused to move us the hotel was clearly NOT full capacity. Elevator certificate was out of date expired." [](https://expedia.com/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information) ## Find out more about Windsor ## Windsor B&B information | Number of reviews | 1,153 | | ----------------- | ------ | | Accommodation | 26 B&B | | Lowest Price | $120 | | Highest Price | $350 | ## 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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