Boutique hotels in Windsor County

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Windsor County

Guests agree: these boutique hotels are highly rated for location, cleanliness and more.

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Superhost

A welcoming bedroom is presented with a queen bed featuring an elegant headboard and a colorful throw. A cozy sofa is situated across from the bed. Soft lighting and neutral tones create a calm ambiance, inviting relaxation.

Hotel room in Killington

5 out of 5 average rating, 6 reviews

Lace Room #3: Birch Ridge Queen Suite. Hot Tub/Bus

Discount Lift Tickets & Rentals Available Welcome to the Lace Room at Birch Ridge Killington! This ground floor haven offers a queen bed & sofa for 2 guests. Relax w/ smart TV & upgraded ensuite bath feat. a luxe tile shower. As our guest, enjoy shared amenities. The lounge has a gas fireplace, coffee station, TV & board games. Dine in the dining room or have fun w/ pool table & shuffleboard. Don't miss 2 shared hot tubs w/ mountain views. Book now! (Option to book entire property/add'l rooms.)

Superhost

Hotel room in Killington

5 out of 5 average rating, 3 reviews

American Classic Room #7: Birch Ridge King Suite

Discount Lift Tickets & Rentals Available! Welcome to The American Classic Room at Birch Ridge Killington! Ideal for comfy stays, the room features a king bed w/ luxe linens for restful sleep, smart TV, gas FP & 2 chairs for relaxation. A/C & mini fridge add to your comfort. Ensuite bath includes a combo tub/shower & plush towels. Enjoy shared amenities like a lounge w/ gas FP, coffee station & bar. Dine or socialize in separate dining rm. Pool table, shuffleboard & outdoor hot tubs. Book now!

Superhost

A spacious guest room features a queen bed dressed in crisp white linens, alongside a cozy throw. Two upholstered chairs sit near a large window that offers views of the outdoors. A gas fireplace and warm lamps enhance the overall comfort.

Hotel room in Killington

Blue Velvet Room #10: Birch Ridge Queen Suite

Discount Lift Tickets & Rentals Available! Welcome to The Blue Velvet Room at Birch Ridge, Killington, VT! Our guest rm is a cozy haven in the Green Mtns, featuring a comfy queen bed, gas FP for chilly nights & an ensuite bath w/ jacuzzi tub for ultimate relaxation. Shared amenities include a lounge w/ coffee station, pool table & shuffleboard for fun, & 2 hot tubs for stargazing soaks. Minutes away from skiing & hiking, there's no end to outdoor adventures. Book now for a relaxing VT escape!

Superhost

A spacious guest room features a queen bed with a plaid throw blanket, complemented by nightstands with lamps on either side. A large mirror and organizational dresser are visible, while a soft light illuminates the space, creating a calming atmosphere.

Hotel room in Killington

4.67 out of 5 average rating, 6 reviews

Mission Room #2: Birch Ridge Queen Suite. Hot Tubs

Discount Lift Tickets & Rentals Available! Welcome to Lace Room @ Birch Ridge Killington! This ground-floor gem is comfortable, hosting up to 2 guests. It boasts a queen bed, cozy sofa & smart TV—ideal for unwinding after mountain fun. Luxe ensuite bath w/ tile shower. As our guest, enjoy shared amenities: lounge w/ gas fireplace, TV, board games & coffee station; dining room for meals; pool table & shuffleboard for fun; 2 hot tubs w/ mountain views. Add'l rooms/entire property also avail.

Superhost

A spacious guest room features a king bed with white linens and a decorative throw. Two armchairs sit beside a large window, providing natural light. Nightstands with lamps flank the bed, and a wooden dresser adds to the room's charm.

Hotel room in Killington

4.82 out of 5 average rating, 11 reviews

English Gentleman's Room #9: Birch Ridge King Room

Discount Lift Tickets & Rentals! Welcome to The English Gentleman's Room at Birch Ridge Killington - offering a luxe stay w/ king bed, fine linens & cozy pillows. Enjoy a gas FP on cold nights & jacuzzi tub in the ensuite bath for relaxation. Guest amenities include a shared lounge w/ coffee station, pool & shuffleboard for fun, plus 2 shared hot tubs w/ stunning Green Mtn views. From winter skiing to summer hikes, Killington offers year-round activities. Book now for a charming VT stay!

Superhost

The European Room features a spacious king bed with a vibrantly colored accent pillow, flanked by two chairs beside large windows that allow natural light. A gas fireplace is positioned near the bed, and a dresser adds convenience to the rustic décor.

Hotel room in Killington

5 out of 5 average rating, 3 reviews

European Room #8 : Birch Ridge King Suite. Hot Tub

Discount Lift Tickets & Rentals! Welcome to the European Room at Birch Ridge Killington! Ideal for couples or adventurers, this grnd flr room boasts a king bed for quality sleep & gas FP for cozy VT nights. The modern ensuite bath comes w/ all needed amenities. As our guest, enjoy shared spaces like a lounge w/ coffee station & FP, plus pool table & shuffleboard for friendly games. Two shared hot tubs offer relaxation under the stars, amidst Green Mtn beauty. Book your VT experience now!

Superhost

A well-appointed guest room features a queen bed with a dark plaid throw. An ensuite bathroom is visible in the background, alongside a closet with hanging hooks. A wooden dresser and armchair provide additional comfort, while natural light fills the space.

Hotel room in Killington

4.6 out of 5 average rating, 5 reviews

Mission Room #4: Birch Ridge Queen Suite w/ Bath

Discount Lift Tickets & Rentals Available! Welcome to Mission Room #4 @ Birch Ridge Killington, ideal for couples or solo travelers. Enjoy a queen bed w/ soft linens & plush pillows for quality sleep. The ensuite bathroom offers towels & comp toiletries. The room's decor creates a serene vibe. We're minutes from Killington Resort, great for hiking, skiing & more. Return to soak in one of the shared outdoor hot tubs or lounge by the fire. (Entire property & add'l rooms also bookable.)

Superhost

A spacious guest room is showcased with a queen bed featuring a decorative quilt. A twin-over-full bunk bed is positioned nearby, and a desk is placed next to a large window, allowing natural light to brighten the space. A dresser adds to the room's functionality.

Hotel room in Killington

4.67 out of 5 average rating, 3 reviews

Family Room #11: Birch Ridge Queen/Bunkbed Suite

Discount Lift Tickets & Rentals Available! Welcome to The Family Room at Birch Ridge Killington! Ideal for families/groups, our guest room features a queen bed, twin-over-full bunk, gas FP, desk, smart TV & ensuite bath w/ jacuzzi. Shared amenities: lounge w/ coffee station, dining room for meals, pool table & shuffleboard for fun. After a day outdoors, relax in 1 of 2 hot tubs w/ mountain views. Just mins from skiing & snowshoeing, we aim to make your VT experience unforgettable.

The exterior features a two-story white structure with green trim, highlighting a spacious front porch. Potted flowers adorn the porch alongside a wooden bench and blue chairs. Stairs lead to the upper level on one side, with lush greenery in the background.

Hotel room in Vershire

4.62 out of 5 average rating, 13 reviews

Historic Stagecoach Hostel room # 2-3 single beds

The Stagecoach Stop Hostel, located on the second floor of the historic (ca.1830) Church-Orr House, offers accommodations for up to six people in three refurbished bedrooms. The Church-Orr House was once a stagecoach stop on a Boston to Montreal stage run and once again offers lodging for travelers. It’s very handy place to stay if you are visiting Vershire, and a good alternative to a motel for people visiting adjoining towns such as Chelsea, West Fairlee, Thetford, or Fairlee.

Superhost

A spacious family room features a queen bed alongside a twin-over-full bunk bed, providing comfortable sleeping arrangements for up to four guests. Large sliding doors lead to a snowy outdoor view, while bedside tables offer lamps for added convenience.

Hotel room in Killington

4.5 out of 5 average rating, 4 reviews

Family Room #6: Birch Ridge Queen/Bunkbed Suite

Discount Lift Tickets & Rentals Available! Welcome to Family Room #6 at Birch Ridge Killington! Ideal for families/friends, this room accommodates up to 4 w/ queen bed & twin-over-full bunk. Enjoy a 55" smart TV & gas fireplace. Garden views & ensuite bath w/ jacuzzi tub offer tranquility & pampering. Shared amenities incl. lounge w/ gas FP, TV, board games, coffee station & dining area. Enjoy pool table, shuffleboard & laundry. Soak in 1 of 2 hot tubs w/ mountain views.

Hotel room in Woodstock

New place to stay

Private 1BR | Full Kitchen | Amenities | Woodstock

Your own fully equipped kitchen, a king bed, and an outdoor seating area — plus s'mores by the fire, daily breakfast, on-site restaurant, indoor pool, sauna, and more. This is Inn living with the space of a private apartment. Thoughtfully refreshed and furnished with Vermont charm, your ground floor suite is set apart from the main inn on a 6 acre property with direct river access and expansive gardens. All amenities are shared with other inn guests.

Superhost

The spacious room features a queen bed with a white quilt and decorative pillows, flanked by wooden nightstands with lamps. A rocking chair and dresser add charm, while soft light illuminates the warm neutral walls. An ensuite bathroom is accessible through a nearby door.

Hotel room in Killington

Colonial Maple Room #1: Queen Suite at Birch Ridge

Discount Lift Tickets & Rentals Available! Welcome to Killington's Colonial Maple Room at The Birch Ridge! Our ground-floor room offers a comfy queen bed & ensuite shower, ideal for up to 2 guests. Enjoy shared amenities: a cozy gas fireplace, bar area, and coffee station. For fun, we offer a pool table & shuffleboard. Two communal hot tubs provide a relaxing soak with mountain views. Additional rooms or entire property also available for booking.