Title: 20 Best B&B in Windham, NY - Bed and Breakfast from $133 | Expedia.com [Windham Travel Guide](https://expedia.com/Windham.dx175529)[Hotels in Windham](https://expedia.com/Windham-Hotels.d175529.Travel-Guide-Hotels)[Vacation Rentals in Windham](https://expedia.com/Windham-Vacation-Rentals.d175529.Travel-Guide-VacationRentals)[Flights to Windham](https://expedia.com/Cheap-Flights-To-Windham.d175529.Travel-Guide-Flights)[Things to do in Windham](https://expedia.com/Things-To-Do-In-Windham.d175529.Travel-Guide-Activities)[Car Rentals in Windham](https://expedia.com/Car-Rentals-In-Windham.d175529.Car-Rental-Guide)[Windham Vacation Packages](https://expedia.com/Windham.d175529.Destination-Travel-Guides) ![Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175529/3d9b5210-4eb0-422c-87cb-eedcfc9fa09e.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 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=175529&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windham bed & breakfast ![Exterior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/27e5556e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/4346e75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/b5115693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/11000000/10120000/10117700/10117699/20c72344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Rose Inn Windham [](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) Windham 9.0/10 Wonderful (128 reviews) "Very entertaining owner, comfortable bed, quiet at night, bathroom shareable with the other two rooms, all very clean and cure for details. Great breakfast, not very far from Windham. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simona $135 nightly $146 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/5a1b8544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 3 | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ab406ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 21 | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/ac107642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/37400/37320/0a92b7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Allegria Hotel & Breakfast Restaurant [](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) Windham 9.6/10 Exceptional (275 reviews) "Such a lovely bed and breakfast. The bed was unbelievably comfortable we didn’t want to leave. Would absolutely return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim $156 nightly $169 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Albergo-Allegria-Hotel-Breakfast-Restaurant.h37320.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21890000/21886600/21886528/5f235b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite, 1 King Bed with Sofa bed, Non Smoking, Private Bathroom (Burroughs Suite) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/22000000/21890000/21886600/21886528/84018949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/22000000/21890000/21886600/21886528/74676177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Private Bathroom (Library Room) | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/22000000/21890000/21886600/21886528/2ee1ddb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meadowood Inn [](https://www.expedia.com/Arkville-Hotels-Meadowood-Inn.h21886528.Hotel-Information) Arkville 9.6/10 Exceptional (277 reviews) "Great experience. Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Seweryn $122 nightly $134 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Arkville-Hotels-Meadowood-Inn.h21886528.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/8fd68d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/471cce9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms (Guest House) | Down comforters, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/9a221e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/7000000/6210000/6206700/6206677/283d54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Treasure B&B [](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) Maplecrest 9.4/10 Exceptional (293 reviews) "Clean room, exceptional service. Will visit again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Saurabh $127 nightly $137 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Mountain-Treasure-Bed-And-Breakfast.h6206677.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5090000/5089300/5089210/72008e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/6000000/5090000/5089300/5089210/92a3d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/6000000/5090000/5089300/5089210/29838c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5090000/5089300/5089210/081613a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaretville Mtn Inn B&B and Village Suites [](https://www.expedia.com/Margaretville-Hotels-Margaretville-Mtn-Inn-BB-And-Village-Suites.h5089210.Hotel-Information) Margaretville 8.4/10 Very Good (211 reviews) "Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MARK $141 nightly $154 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Margaretville-Hotels-Margaretville-Mtn-Inn-BB-And-Village-Suites.h5089210.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/121000000/120700000/120692000/120691926/fecb4bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/121000000/120700000/120692000/120691926/221cf7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120692000/120691926/e4b39246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/121000000/120700000/120692000/120691926/452ddff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amaya Bed&Breakfast [](https://www.expedia.com/Oak-Hill-Hotels-Amaya-BedBreakfast.h120691926.Hotel-Information) Oak Hill 10/10 Exceptional (11 reviews) "The premises (and the room) were immaculate and aesthetically appealing, the ambiance was superb, and the host (Jonathan) was courteous, accommodating, and charming." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas $309 nightly $334 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Oak-Hill-Hotels-Amaya-BedBreakfast.h120691926.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/7000000/6090000/6089000/6088979/243ef350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/7000000/6090000/6089000/6088979/96d0bfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Burgundy Plum Room with shared bath | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/7000000/6090000/6089000/6088979/1347d23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/7000000/6090000/6089000/6088979/c5012b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Queen of the Catskills B&B [](https://www.expedia.com/Stamford-Hotels-The-Queen-Of-The-Catskills-BB.h6088979.Hotel-Information) Stamford 9.2/10 Wonderful (75 reviews) "Excellent stay! Would highly recommend. The hosts were very accommodating and very friendly. Everything about this B&B was a first class experience (room, hosts, breakfast). Would highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce $231 nightly $255 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Stamford-Hotels-The-Queen-Of-The-Catskills-BB.h6088979.Hotel-Information) ![Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/e82b7d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/346c3514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/ed99e487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12380000/12372300/12372278/9f468cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Morning Glory B n B Woodstock NY [](https://www.expedia.com/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) Woodstock 8.4/10 Very Good (156 reviews) "Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $199 nightly $223 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Morning-Glory-B-N-B-Woodstock-NY.h12372278.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927584/e51121c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927584/9a5af400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927584/3f89a0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927584/7b0b5f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book village Inn - Austen Room [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Austen-Room.h113927584.Hotel-Information) Hobart 10/10 Exceptional (2 reviews) "Was great, loved our time jere" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve $151 nightly $167 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Austen-Room.h113927584.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188641/a0ac410f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188641/20f5666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188641/c21e3755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103190000/103188700/103188641/7ca72b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy bed & breakfast in delightful South Kortright with WiFi, AC [](https://www.expedia.com/South-Kortright-Hotels-Cozy-Bed-Breakfast-In-Delightful-South-Kortright-With-WiFi.h103188641.Hotel-Information) South Kortright 10/10 Exceptional (1 review) "very cozy and peaceful,,,,," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie $211 nightly $232 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/South-Kortright-Hotels-Cozy-Bed-Breakfast-In-Delightful-South-Kortright-With-WiFi.h103188641.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750458/b1ef2667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750458/b6a3885c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750458/96bcae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750458/d9fb852d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2. [](https://www.expedia.com/Maplecrest-Hotels-Country-RoombrInviting.h111750458.Hotel-Information) Maplecrest 10/10 Exceptional (1 review) "Agnes was an amazing host! Our stay was incredibly smooth and convenient. The drive to Hunter Mountain was just a short 15 minutes, making it so easy to get there. Breakfast was absolutely delicious, and it was a special touch knowing the eggs were from their own farmed chickens. When it was time to check out, they went above and beyond by helping us clear the snow off our car! We had such a great experience and will definitely be coming back for another visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany J. $159 nightly $172 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Maplecrest-Hotels-Country-RoombrInviting.h111750458.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927590/99442281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927590/96456586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927590/82cf2577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927590/ca984c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book Village Inn Fitzgerald Room [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Fitzgerald-Room.h113927590.Hotel-Information) Hobart 9.4/10 Exceptional (3 reviews) "The inn was everything that was advertised. The bed was comfortable. Considerate details included the coffee machine, seltzer waters and popcorn. I liked the locally made soap products in the bathroom. The bar had a cozy pub vibe and a great meal. Highly recommended!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Holly B. $126 nightly $139 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Fitzgerald-Room.h113927590.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/6f0ad7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Delaware Room, 2nd Floor, 1 King Bed, 1 Daybed, and 1 Trundle Bed, Non Smoking, Private Bathroom | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/2c2de057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/2c70c280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16890000/16886100/16886031/3e2637e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Run Bed and Breakfast [](https://www.expedia.com/Kingston-Hotels-River-Run-Bed-And-Breakfast.h16886031.Hotel-Information) Fleischmanns 9.2/10 Wonderful (202 reviews) "Excellent stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna $159 nightly $175 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-River-Run-Bed-And-Breakfast.h16886031.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927594/4d65f17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927594/894baa62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927594/2f37ef90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927594/0e6f1488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book Village Inn - Twain Room [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Twain-Room.h113927594.Hotel-Information) Hobart 9.0/10 Wonderful (2 reviews) "Quiet, near my travel objective, no interferences. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia Anne T. $121 nightly $133 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Twain-Room.h113927594.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103187700/103187646/0e4f92a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103190000/103187700/103187646/7c0d228b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103190000/103187700/103187646/a2b2bda8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/104000000/103190000/103187700/103187646/a965caf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy B&B with WiFi and AC in welcoming South Kortright [](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Welcoming-South-Kortright.h103187646.Hotel-Information) South Kortright 10/10 Exceptional (3 reviews) "Came for Hobart Women Writers Festival. Will come again and stay here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie N. $211 nightly $232 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Welcoming-South-Kortright.h103187646.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927586/c35e1ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927586/e2967e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927586/60271db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/114000000/113930000/113927600/113927586/5dbbd8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book Village Inn -Dickinson Room [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Dickinson-Room.h113927586.Hotel-Information) Hobart 9.0/10 Wonderful (2 reviews) "Madeline could not have been more accommodating and communicative. The property was adorable and clean. Lovely stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly G. $121 nightly $133 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Hobart-Hotels-Book-Village-Inn-Dickinson-Room.h113927586.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103188000/103187947/f72d5ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/104000000/103190000/103188000/103187947/658e6554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/104000000/103190000/103188000/103187947/96c692ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103190000/103188000/103187947/1ae70f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy B&B with WiFi and AC in charming South Kortright [](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Charming-South-Kortright.h103187947.Hotel-Information) South Kortright 10/10 Exceptional (2 reviews) "Lovely place., lovely owners. Very accomadating. Clean, well appointed. Excellent restaurant as well. We would be happy to be there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura H. $233 nightly $256 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/South-Kortright-Hotels-Cozy-BB-With-WiFi-And-AC-In-Charming-South-Kortright.h103187947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/1dbba219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/8c16edd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/2f8acadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506635/a6d7a90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairlawn Inn [](https://www.expedia.com/Kingston-Hotels-Fairlawn-Inn.h1506635.Hotel-Information) Hunter 8.8/10 Excellent (437 reviews) "Lovely stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah $259 nightly $280 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Kingston-Hotels-Fairlawn-Inn.h1506635.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750454/f0fd77f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750454/8780d3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750454/165e76ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750454/4f159fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Art Nouveau Room
Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2. [](https://www.expedia.com/Maplecrest-Hotels-Art-Nouveau-RoombrLarge-Room-Decorated-In-The-Art-Nouveau-Style-With-FULL-Size-Bed.h111750454.Hotel-Information) Maplecrest $169 nightly $183 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Maplecrest-Hotels-Art-Nouveau-RoombrLarge-Room-Decorated-In-The-Art-Nouveau-Style-With-FULL-Size-Bed.h111750454.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750460/cec123f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750460/6cbe6888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750460/da5dfa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/112000000/111760000/111750500/111750460/1cf29b80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fiddler On The Roof Room
Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2. [](https://www.expedia.com/Maplecrest-Hotels-Fiddler-On-The-Roof-RoombrEnjoy-The-Mountain-View-And-Relax-In-This-Bright-Room.h111750460.Hotel-Information) Maplecrest $180 nightly $194 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Maplecrest-Hotels-Fiddler-On-The-Roof-RoombrEnjoy-The-Mountain-View-And-Relax-In-This-Bright-Room.h111750460.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=2026-03-19&endDate=2026-03-20®ionId=175529&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_175529) ![](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%2FWindham-Bed-And-Breakfast.d175529-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-Bed-And-Breakfast.d175529-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Windham Hotel Reviews ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac_y.jpg) ### Woodstock Way Hotel 8/10 Good "Rooms were very clean. After hour support was great when we had an issue with the heat not working in our original premium room (big issue when it’s 20 degrees out). Thankfully they were practically empty and were able to switch to a comparable room in the next building. Addie was by far our favorite staff member who was full of life and cheer. Espresso on tap was a plus just wish it was in the room itself. WiFi was TERRIBLE. If you expect to get any work done while away which is very important or would like to stream a show in the cabins, think again lol. The beds & couches were super comfy. The worst part of the room besides the WiFi was the TV. It was beyond mediocre for the sheer size of the room. You could not comfortably see it from the bed or the couch. Also because of the terrible WiFi the tv would constantly cut out. Other wise the local area restaurants are great. Other than that there is not much to do if you do not ski. 2 nights is more than enough. Maybe the summer is better" [](https://expedia.com/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Wonderful experience. " [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/02250b56_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Beautiful property with great beds super close to the mountain and Tannersville. Great fire at breakfast. Our only wish is that they had more guests so that that the Tavern would be open for food and drinks on earlier days/nights in the week too. But we understand why it isn't. Also, the complimentary breakfast is a great idea, but maybe add just a little hot protein to the offering? Thanks!" [](https://expedia.com/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Cave Mountain Motel](https://images.trvl-media.com/lodging/22000000/21080000/21075800/21075738/d953a56c_y.jpg) ### Cave Mountain Motel 6/10 Okay "Shower stalls are very small, and the breakfast offered was subpar." [](https://expedia.com/Kingston-Hotels-Cave-Mountain-Motel.h21075738.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/f91cd0d7_y.jpg) ### Hotel Vienna 10/10 Excellent "Conveniently located and recently renovated hotel with comfortable rooms. It was a great value complete with sauna, pool and great continental breakfast. " [](https://expedia.com/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "new and clean" [](https://expedia.com/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ![AutoCamp Catskills](https://images.trvl-media.com/lodging/73000000/72590000/72584900/72584897/c6ce3139_y.jpg) ### AutoCamp Catskills 10/10 Excellent "The staff and eme" [](https://expedia.com/Saugerties-Hotels-AutoCamp-Catskills.h72584897.Hotel-Information) ![A'Neils Windham Ski Lodge & Family Retreat](https://images.trvl-media.com/lodging/61000000/60040000/60036900/60036836/c6d2cb81_y.jpg) ### A'Neils Windham Ski Lodge & Family Retreat 10/10 Excellent "Clean home that accommodated our party of 24 perfectly! Great location 5 min to Windham, 20 to Hunter! Just remember to BYO towels. " [](https://expedia.com/Kingston-Hotels-Aneils-West-Windham-House.h60036836.Hotel-Information) ![Kaatskill Mountain Club & Condos by Vail Resorts](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club & Condos by Vail Resorts 8/10 Good "This is a lovely location. The staff was very nice, and the amenities were well kept and enjoyable. My only issue is that I sent a message through Expedia to the Club asking about whether or not there was a full kitchen in the unit I booked. I was somewhat confused by the description and pictures on the Expedia site. The response to my message was a stock answer (like part of their FAQ's )that the studios did not have microwaves or refrigerators. As it turned out, I booked the Deluxe Studio, which I knew, and that came with a full kitchen, which is what I thought. As a result, I didn't come with supplies that I might otherwise have used for breakfast. Similarly, the Club offered a "grab and go" breakfast, but I wasn't aware of that in advance either. An individual should have responded to my message to the Club. " [](https://expedia.com/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ## Find out more about Windham ## Windham B&B information | Number of reviews | 1,641 | | ----------------- | ------ | | Accommodation | 40 B&B | | Lowest Price | $133 | | Highest Price | $334 | ## Frequently asked questions ### What are the most popular Windham B&Bs? > For those who appreciate unique decor, the [Antique Rose Inn Windham](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information) is another excellent option, rated 9.0\. This delightful B&B features antique furnishings that create a warm and inviting space. It's an ideal spot for families or couples wanting to explore the area's outdoor offerings, including nearby skiing and biking trails. Guests rave about the delicious breakfast, which adds a special touch to the stay. > > > If you're looking for a property with a bit of artistic flair, the [Georgian Garden Inn](https://www.expedia.com/Kingston-Hotels-Georgian-Garden-Inn.h18312898.Hotel-Information), also rated 9.0, offers a stunning view you won't forget. With an onsite art gallery and a relaxing fireplace, it's great for business travelers who appreciate a serene environment to unwind after a long day. Outdoor enthusiasts will love the close proximity to hiking and skiing, ensuring that adventure is just a step away. ### What is the nightly rate for a Bed and Breakfast in Windham? ### Are there any family-friendly Bed & Breakfasts in Windham? > Another wonderful family-friendly option is the [Antique Rose Inn Windham](https://www.expedia.com/Kingston-Hotels-Antique-Rose-Inn-Windham.h10117699.Hotel-Information). This delightful B&B also offers complimentary cribs and a serene garden, great for unwinding after a day of adventures. With daily housekeeping, the inn ensures that your family can enjoy a clutter-free space to recharge for the next day's explorations. The warm and friendly space of the Antique Rose Inn makes it an ideal retreat for families looking to create lasting memories in the beautiful surroundings of Windham. ### Do any Windham Bed & Breakfasts allow dogs? ### When is the best time to book a B&B in Windham? > January, in particular, offers a fantastic experience, with average temperatures ranging from the mid-20s to low 30s Fahrenheit. Visitors can revel in the crisp mountain air while exploring the charming local shops or warming up in cozy cafes. The festive atmosphere during this month enhances the overall experience, making it an ideal time for family trips or romantic getaways. > > > For those looking to enjoy Windham without the hustle and bustle, consider visiting in October. This month showcases the breathtaking fall foliage, creating picturesque landscapes superb for hiking and photography. With fewer crowds, you can fully immerse yourself in the tranquility of nature while enjoying the vibrant colors of autumn. ### What is the difference between a Windham Bed & Breakfast and a hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Windham Country Club ](https://www.expedia.com/Windham-Country-Club-Hotels.0-l553248621552322141-0.Travel-Guide-Filter-Hotels) - [Hotels near Windham Mountain Resort ](https://www.expedia.com/Windham-Mountain-Resort-Hotels.0-l6087209-0.Travel-Guide-Filter-Hotels) - [Apartments in Hensonville ](https://www.expedia.com/Hensonville-Apartments.d6023521-aaApartments.Travel-Guide-Accommodation) - [B&B in Hensonville ](https://www.expedia.com/Hensonville-Bed-And-Breakfast.d6023521-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Hensonville ](https://www.expedia.com/Hensonville-Resorts.d6023521-aaResorts.Travel-Guide-Accommodation) - [Hensonville Hotels ](https://www.expedia.com/Hensonville-Hotels.d6023521.Travel-Guide-Hotels) - 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