Windham County

Boutique Hotels in Windham County

Enter your dates to find boutique hotels in Windham County.

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Top Boutique Hotels in Windham County

Browse top boutique hotels in Windham County known for their distinct style and personality.
Most Booked
Lowest price
Closest to downtown
Highest Rated
57
Hotels in Brattleboro
Located in Brattleboro, Inn on Putney Road is on the waterfront, a 5-minute walk from Brattleboro Common and 8 minutes by foot from Connecticut River. This bed & breakfast is 0.5 mi (0.9 km) from The Stone Church and 2.3 mi (3.7 km) from Brattleboro Farmers' Market. Pamper yourself with onsite massages or take in the view from a terrace and a garden. This bed & breakfast also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served daily from 8 AM to 9:30 AM. Featured amenities include a 24-hour business center, express check-out, and luggage storage. A train station pick-up service is provided at no charge, and free self parking is available onsite. Make yourself at home in one of the 6 individually decorated guestrooms, featuring refrigerators and DVD players. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and complimentary bottled water, and housekeeping is provided daily.
Amazing
56 reviews
9.7/10
Check Availability
45
Hotels in Dover
Experience Gnarvana at Mount Snow! Escape to a chic and cozy retreat in the Green Mountains with our newly-renovated townhome. This modern rustic getaway is located just steps away from Carinthia's base lodge and lifts, offering unparalleled access to the slopes and mountain views. Perfect for couples, families, or small groups, this is the ideal home base for your next mountain adventure for any of the four seasons. We can't wait for you to shred the gnar with us!Follow us on IG: @gnarvana_vtTHE SPACE:* Pet-friendly with $150 fee* High speed fiber optic internet throughout* WFH-friendly with a dedicated workspace* Large windows with lots of natural light and cordless shades* Personal entrance with lockable exterior storage closet* Private balcony with mountain view* Video game consoles: Nintendo Classic Mini and Sega Genesis Mini* Sleep sound machines* Victrola Bluetooth radio* Portable A/C units on each floor (available June-August only)Offering a thoughtfully designed layout, this townhouse provides an exceptional mountain getaway experience in Southern Vermont. There's something for everyone, including: skiing, snowboarding, snow tubing, snowmobiling, mountain biking, hiking, golf, hunting, antiquing, breweries, and amazing cuisine! The free MOOver shuttle, with a bus stop right next door, can bring you to the Main Base Lodge or into town for dining and shopping. Fitness center and pool day passes can be purchased through Naturespa at the Grand Summit Resort Hotel, based on availability. Whether you're seeking adventure on the slopes, exploring the surrounding nature trails and lakes, or simply desiring a stylish and comfortable retreat to unwind and recharge, we have the perfect combination of on-trend design, modern amenities, and natural beauty.FIRST FLOOR:- Open-concept kitchen, dining, and living room- Entry closet with bench seating, upper shelf, and 9 cast-iron double hooks- Well-appointed, fully stocked kitchen with breakfast bar- Tucked-away laundry closet in the kitchen- Spacious and comfortable sectional sofa- Flat-screen TV ready for streaming (your own personal account login required)SECOND FLOOR:- Chic, updated hall bathroom with walk-in shower- Spacious primary bedroom with king-size bed and twin bed- Desk and chair to attend to work or personal tasks- Bedside lamps with wireless charging pads- Room-darkening shades- Flat-screen TV ready for streaming (your own personal account login required)- En suite bathroom with shower/tub combo- Private balcony with tall Adirondack chairsTHIRD FLOOR:- Loft-style bedroom that exudes boho-inspired charm- Versatile space with queen-size bed, twin bunk bed, and 1 full-sized futon- Flat-screen TV in queen bed area ready for streaming (your own personal account login required)- Flat-screen TV in bunk area connected to two separate gaming consoles and ready for streaming (your own personal account login required)- Personal eye masks recommended for sleep if sensitive to morning lightGUEST ACCESS:Guests are restricted from using the wood-burning fireplace per HOA policy. Besides the fireplace and the 2 locked owner's closets on the 3rd floor the entire home is available for your enjoyment!Our unit includes free parking for 2 vehicles.OTHER THINGS TO NOTE:Most well-behaved pets are welcome with an additional $150 pet fee per stay. No pets allowed directly on the furniture or bedding. Please bring your own pet blanket and be mindful as you will be responsible for any damage that occurs. Pets must be disclosed at the time of booking. Failure to notify the host of any pets will result in a $250 fine per pet.If the number of guests staying exceeds the number of guests booked, we reserve the right to cancel the booking and/or charge an unauthorized overnight guest fee of $50 per person per night.This is a non-smoking residence and we do not allow parties, events, or loud noise. Any violation of these rules will incur a $500 fine.WAIVER & RELEASE of LIABILITY: The Owners (which, for this purpose, means the rental company, each of its members and managers and the owners of the Townhome being booked; and such Townhome, together with all furnishings, fixtures and personal property located within the unit, the exterior storage closet adjacent to the front door and any and all common areas shared with other residents of the Mountaineer property, including parking spaces and garbage disposal area, the “Property”) urge all guests at the Property (together with any family members, friends and other visitors of such guests at the Property, the "Guests") to use the Property in the safest possible manner. Use of all features at the Property, including the stairs, grounds, lofts, bunk beds, fireplace, and appliances, is done at the sole risk of the Guests, and Guests hereby understand and acknowledge that they are fully responsible for the use of said features. To the fullest extent permitted by law, the Guests hereby (i) agree that Owners shall not be liable to any Guests or any other person for any property damage, personal injuries or illness that have, or may have, occurred in or about the Property, for any reason, whether the result of proper use or misuse of the Property, natural events or disasters, negligence, intentional misconduct or general accident (collectively, “Damages”), (ii) waive any right to bring any claim or action against any of the Owners for Damages, (iii) agree to indemnify and hold harmless each of the Owners against any and all claims, liabilities or costs (including court costs and reasonable attorneys’ fees) incurred by the Owners as a result of any claim or action brought by any Guests or any other person for Damages, and (iv) agree to reimburse each of the Owners for all expenses and damages, including reasonable attorneys’ fees, suffered by the Owners by reason of a breach, violation or non-performance by any Guest of any law, rules of the Mountaineer property, or the terms and conditions set out in the Property listing, including this Waiver and Release of Liability (this "Waiver"). Guests acknowledge and agree that by booking a reservation for the Property, they are deemed to have agreed to all terms and conditions set out in the Property listing, including this Waiver, and that this Waiver shall survive Guests’ booking and stay at the Property and shall be governed by the internal laws of the State of Vermont, without regard to principles of conflicts of interest. If any provision of this Waiver is determined to be invalid, such invalid provision shall not invalidate the remaining provisions, which shall continue in full force and effect.About pets:Pets allowed: dogs and cats (limit 2 total).No pets allowed directly on furniture/bedding.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:All travelers need to be added correctly at initial booking. You MUST select "traveling with pets" if applicable..Remove your shoes at the door and no pets allowed directly on the furniture or bedding. Please bring your own pet blanket and/or bed.,The HOA does not allow guest use of the fireplaces within the units due to their insurance policy. Maximum Stay Limit: 29 nights.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
26 reviews
10/10
Check Availability
52
Hotels in Dover
Located in West Dover, The Hermitage Inn Vermont is in the mountains, within a 10-minute drive of The Hermitage Club and The Hermitage Golf Club. This golf inn is 3 mi (4.8 km) from Mount Snow and 4.3 mi (6.9 km) from Mount Snow Golf Course. Dip into one of the 2 hot tubs or enjoy other recreational amenities including a sauna and a 24-hour fitness center. Additional amenities at this inn include complimentary wireless internet access and concierge services. Enjoy a satisfying meal at Tavern serving guests of The Hermitage Inn Vermont. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include express check-out, luggage storage, and a library. Free self parking is available onsite. Make yourself at home in one of the 14 air-conditioned rooms featuring fireplaces. Your bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have jetted bathtubs and designer toiletries.
Very Good
9 reviews
8.6/10
1 night
From AU$ 713
Check Availability
97
Hotels in West Townshend
Featured facilities: Swimming Pool
Very Good
23 reviews
8.6/10
1 night
From AU$ 344
Check Availability
54
Hotels in Whitingham
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled among fields and forest, our cozy home offers the ultimate Vermont getaway. Breathe in crisp air as you unwind in the peace & quiet. Indulge in outdoor pursuits with skiing, hiking, and foliage just moments away. After a day of exploration, unwind by the fire pit, play an arcade game, or settle in with a good book. Your Idyllic Vermont retreat awaits!Our charming 4-bedroom, 2.5-bathroom home resides on a quiet road, gracefully overlooking a farm that paints the landscape with authenticity. Nature becomes your backdrop, offering a genuine Vermont experience.As you venture inside, our fully-equipped kitchen boasts an array of appliances including an air fryer, waffle maker, and griddle. An assortment of pots, pans, and culinary essentials awaits, allowing you to craft feasts with ease. The dining room plays host to an inviting table, perfect for sharing meals and creating cherished memories.Venture to the basement, where a world of leisure and fitness unfolds. Use the treadmill, weight bench, and speed bag for invigorating workouts! Also enjoy the air hockey table that is sure to spark some spirited competitions! The living room calls with plush furnishings, a 65" television, and a coffee table filled with an array of board games.In the bathrooms, an in-unit washer/dryer is at your service. The game room ignites nostalgia with a "NBA Jam" arcade machine and a classic table arcade featuring over 60 timeless games. The garage is your go-to for outdoor competition, housing yard games like Kan Jam and Spike Ball that can be used anywhere on the property.Above the garage, a private suite awaits, complete with a deck, bathroom, and kitchenette. Within the main house, the Master bedroom boasts a king bed, enveloping you in comfort. Another bedroom offers a full-size mattress, while the bunk-bed room is a haven for young adventurers.Yet, it's the outdoor areas that truly shine. The back deck features a Weber propane grill and ample seating, inviting you to relish al fresco dining. The hammock sways in the breeze while you hear the burbling stream nearby. When night falls, gather around the in-ground fire pit, crafting stories under the starlit sky while breathing crisp, Vermont air.Welcome to your idyllic Vermont retreat.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
18 reviews
10/10
Check Availability
38
Hotels in Dover
Come enjoy the best of the best with one of the few True Ski In & Ski Out properties in Mount Snow. Ski right to your backyard and take a seat at your outdoor fire pit. Have a drink with family & friends, smores with the kids or jump in the hot tub for some much needed relaxation after a great day on the mountain!This brand new home has 5 bedrooms and 5 bathrooms. There is a 6th bonus bedroom with a comfortable queen size murphy bed in the Office.The space was professionally decorated and designed with a blend of brand new premium finishes, local Vermont touches and attention to detail. The expansive great room is an open concept with high vaulted ceilings and large wood burning fireplace. A perfect place to enjoy quality time with family & friends by the fire. The gourmet kitchen has been outfitted with top of the line appliances, cookware and kitchenware to help create your culinary classics. Open to the dining room for those unforgettable dinners and a spacious living room with 75 inch TV. The double doors adjacent the living room, open to a large outdoor deck with dining table and sitting area overlooking Nature and Mount Snow. On the 1st floor there is a spacious second living room for the kids or extra guests equipped with 65 inch TV and a bar.For more fun activities right outside your door awaits world class hiking, mountain biking, golf, endless snowmobile and ATV trails plus fine dining only moments away. Throughout the Summer, Spring and Fall there is Harriman Reservoir also known as Lake Whitingham. The lake is the largest body of water in Vermont. Just a short 25 minute drive where you can enjoy swimming, jet skis, boating, fishing and relaxation.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
47 reviews
10/10
Check Availability
18
Hotels in Dover
Enjoy the beautiful outdoors of West Dover, Vermont near the quaint town of Wilmington and 10 minutes to Mount Snow. Near restaurants, breweries, shopping, and outdoor activities like hiking, canoeing, kayaking, mountain biking, and swimming. Open concept exposed wood chalet with a wood stove and space to relax, share a meal at the big indoor picnic table, pull up to the kitchen bar, or enjoy our nearby hiking trails! Architectural details make our house cozy and unique with skylights, high ceilings and exposed wood beams.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please take your shoes off and use our shoe rack at the entry. Slippers encouraged!.Please don't use or light candles (birthday candles are OK).About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
38 reviews
10/10
Check Availability
42
Hotels in Dover
Welcome to your dream Vermont escape, perfectly situated on the coveted Suntec Loop—just under 2 miles from Mount Snow! This beautifully updated 3-bedroom home (featuring two king bedrooms and a bunk room with 2 bunks) is ideal for families, couples, or a group of friends looking for adventure, comfort, and style.Step into the bright and airy open-concept living space, where a stunning fireplace sets the mood for après-ski evenings or crisp fall mornings. The kitchen, dining, and living room flow together effortlessly, making it easy to connect over meals, games, or movie nights. Need a quiet moment? The sun-drenched sunroom is your go-to spot to unwind with coffee or a good book.In winter, the Moover bus makes getting to the slopes hassle-free—it picks you up right at the end of the road! And when the snow melts, you’ll love spending summer afternoons lounging at the community in-ground pool, playing tennis or hiking nearby trails and state parks.From cozy nights by the fire to sun-soaked summer days, this Suntec gem is your year-round home base for everything Vermont has to offer.MT Snow - 1.5 miles awayDowntown Wilmington- 6.8 miles away Stratton - 16 miles away*Our cozy forest retreat occasionally encounters insects and mice due to its natural surroundings. Rest assured, our home is kept clean and well-maintained, with regular pest control services every quarter to manage these visitors. Please note they can still sometimes be found.Vermont is also home to a lot of wildlife including Bears, coyotes, foxes, spiders, etc. You may encounter some of them during your stay. To keep these wild encounters outside we appreciate your cooperation in keeping screens closed when you have the doors open and making sure all food and garbage is properly stowed. Please leave all trash inside the mudroom.*** 4 wheel drive is Recommended *** Vermont has more than 4 seasons 1 of the additional seasons being MUD season - Please note that this home is located on a dirt road and gets very muddy as soon as the snow melts until about June.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
11 reviews
10/10
Check Availability
44
Amazing
4 reviews
9.4/10
Check Availability
13
Hotels in Stratton Mountain
Newly renovated 2 bedroom condo at Ober Tal. * Easy walk to Tamarack lift. * (point) .3 mile walk to Stratton village. * (point) .2 mile walk to Stratton parking lot 1 with public Chargepoint EV Chargers.Master bedroom has 1 queen bed. Second bedroom has a full bed over twin bunk bed. 1st floor unit with entry way ready for skis and snowboards. The sofa is also a pull out. Washer and dryer in the unit along with a boot, glove, and helmet dryer to keep your gear ready. The condo has fast Wifi, 2 Smart TVs, an in-unit washer dryer, new kitchen appliances.We provide complementary coffee & hot chocolate packets, towels, linens, shampoo, conditioner, soap, dishwasher pods, and washing machine detergent.New for 2025-26:Brand new & quieter washer/dryerNew toaster-ovenBlack-out blinds and curtains in master bedroom.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Guests agree to use the bunkbed at their own risk and to hold the host harmless for any damage and/or injury caused by guests' said use of a bunkbed.Fireplace use is discouraged for health and safety reasons. Use at your own risk and only if you have experience w/ fireplace safety and dangers..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
18 reviews
9.6/10
Check Availability
Show more Boutique hotels in Windham County

FAQs

How do I book a hotel on Trip.com?

To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.

How do I get hotel deals on Trip.com?

There are several ways to find affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the cheapest options first.

Where can I find hotel deals on Trip.com?

Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.

How can I get lower prices for hotels?

Sometimes booking hotels midweek is cheaper, but it also depends on the season.

How many hotels are listed on Trip.com?

You’ll find over 1,500,000 hotels in 230+ countries and regions on Trip.com. Can’t decide which hotel to book? Browse the site for inspiration!

Can I cancel or change my hotel bookings on Trip.com?

It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.

How do I contact Trip.com customer support?

You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.