Customized for your search:

Cheap Hotels in Windham County, Southern Vermont

Windham County hotels
Windham County

Choose from 45 Windham County Hotel Deals

The Upper Pass Lodge at Magic Mountain - Londonderry Hotels
Rating: 2.5 Stars

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry - Map
 
 
"Nice Find!"
Excellent location, close to iconic RT 100. The facility was well taken care of and the room was very comfortable. The deck was a nice touch we did not expect. The innkeeper was very helpful in making sure we knew the surroundings, such as where to find a good meal and a local brew. Stayed 2 nights, but should have stayed another night.
A Traveller
Located in the mountains, this Londonderry motel offers ski-in/ski-out access within 3 mi (5 km) of Magic Mountain Ski …More
A Stone Wall Inn - Windham Hotels
Rating: 3.5 Stars
$109

A Stone Wall Inn

530 Hitchcock Hill Rd, Windham - Map
 
 
"Trendy, without being uptight"
I've been to other B&Bs in Vermont (and beyond) and always thought they just "weren't my thing". Turns out, I've been going to the wrong places. No lace doilies, uncomfortable and musty antique sofas, or moth ball scented linens here! The architecture is unique, interesting, and keeps you looking at every angle (don't worry, there are convenient railings to hold onto so you don't fall while your eyes wander- which they will!) They truly are "green"- our room was heated with all passive solar and it was HOT. I appreciated the composting, local organic products, and fragrance free environment. And even though it felt NYC trendy, it was also cozy and comfortable like my hometown of Ithaca. There were books on shelves all over the house, board games, cards, throw blankets/pillows in common areas, and snacks in the kitchen. We came for a sister weekend and hung out in the lounge drinking wine and playing cards, and felt very comfortable doing so. Other guests joined in at times. It was casual and relaxing. Met some nice people! I don't think this would be great for kids or people with difficulty navigating stairs. Don't come if you plan to fight with your partner because YES all the guests can hear you!!!
Traveller from Ithaca, NY
Situated in the mountains, this bed & breakfast is within 9 mi (15 km) of Lowell Lake State Park, Magic Mountain Ski Resort …More
Comfort Inn & Suites - Brattleboro Hotels
Rating: 2.5 Stars

Comfort Inn & Suites

1186 Putney Road, Brattleboro - Map
 
 
Booked for a last minute trip and quick stay. Hotel room was clean and staff was friendly. No complaints.
A Traveller
Situated in Brattleboro, this motel is 0.4 mi (0.6 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of …More
Colonial Motel And Spa - Brattleboro Hotels
Rating: 3.0 Stars

Colonial Motel And Spa

889 Putney Rd, Brattleboro - Map
 
 
"Perfect for what we wanted "
We go on an annual ski trip with a bunch of friends to a new mountain. We don't care where we stay because we're on the mountain all day. This place was very cozy and welcoming. Staff was accommodating except the rules for the spa. After a long day I like to be trusted with a plastic cup of wine in the hot tub but it was an ordeal. Had to shower before getting in, had to leave everything in a locker, no nothing past the bathroom... Too strict. But other then that it was perfect for us, very roomy and concierge even upgraded our rooms to be near each other when they originally weren't.
A Traveller
Located in the heart of Brattleboro, this motel is within 2 mi (3 km) of United States Navy Seabee Bridge, Brattleboro …More
The Putney Inn - Putney Hotels
Rating: 3.0 Stars

The Putney Inn

57 Putney Landing Rd, Putney - Map
 
 
"Don't judge a book by it's cover "
This place is a hidden gem. Ran around the room for five minutes completely in awe. Just couldn't get over how nice it is, wish I could of stayed longer than a night. Newly Renovated, modern, and super clean. Room is massive...like you could easily stay there long term and feel like you're in a nice studio apartment. Large fridge and a microwave in room, full ironing board and iron, coffee in room, breakfast table, hair dryer...owners (super nice and friendly) seriously thought of and provided everything. Even the towels were folded in a decorative manner...which isn't necessary but who doesn't love a towel folded up all pretty? And the shampoo and conditioner are paraben-free. Huge greenspace about the size of a football field in front of the units, great space for kids to run around. The restaurant is still closed but looks like they are renovating that as well. My only recommendation is for the owners to get different showerheads or remove the restrictor...water pressure is very weak and will take forever for anyone with long hair to rinse out. Plenty of hot water though!
Traveller from Boston
Situated in Putney, this inn is 0.4 mi (0.6 km) from Yellow Barn and within 9 mi (15 km) of United States Navy Seabee Bridge …More
Dalem's Chalet - Brattleboro Hotels
Rating: 2.5 Stars

Dalem's Chalet

78 South Street, Brattleboro - Map
 
 
"Needed a place to stay at the last minute"
Nice location. No Breakfast included, but there are plenty of places nearby. Room and Bathroom very clean. I was travelling by myself, but this would have been a good room for a family.
A Traveller
Situated in Brattleboro, this hotel is within 1 mi (2 km) of Tasha Tudor Museum and Creamery Covered Bridge. Estey Organ …More
Grafton Inn - Grafton Hotels
Rating: 3.5 Stars

Grafton Inn

92 Main Street, Grafton - Map
 
 
"Beautiful antique inn with 2 restaurants ."
Room was surprisingly large and well appointed . Large bath had separate tub and shower . Staff was courteous , friendly and very accommodating . Would definitely stay again .
Traveller from north of Boston
Situated in the mountains, this historic inn is steps from Hunter Gallery of Fine Art, Grafton Historical Society, and …More
Econo Lodge Brattleboro - Brattleboro Hotels
Rating: 2.0 Stars

Econo Lodge Brattleboro

515 Canal St, Brattleboro - Map
 
 
"CLOSE TO 91 NORTH. "
NICE LOACTION. EASY TO LOCATE, CLOSE TO RESTAURANTS.
Traveller from MASSACHUSETTS
Situated in Brattleboro, this motel is within a 15-minute walk of Brattleboro Outlet Center and Estey Organ Museum. Vermont …More
Wilmington Inn & Tavern - Wilmington Hotels
Rating: 3.0 Stars

Wilmington Inn & Tavern

41 West Main, Wilmington - Map
 
 
"excellent hotel stay"
The Inn was extremely clean, cozy, and quaint. The ownwers, John and Rachel went out of their way to make sure our stay was perfect. Their breakfast was absolutely delicious. I even ordered seconds, and they didn't charge me. I offered to pay many times, but Rachel was adamant. Robin, the server/cook went above and beyond excellent. Her service and her friendliness were excellent. It was our pleasure to know her. The rooms were clean. The beds very comfortabele. Shower had all amenities for us(shampoo, conditioner, body wash). We usually stay at a big hotel near Mt. Snow. Now I know what we have been missing, the personal touch. We will most definitely be back soon. Expedia rates this a 3 star hotel, but it should be a 5 star hotel
A Traveller
Situated in Wilmington, this bed & breakfast is 0.1 mi (0.1 km) from Jim McGrath Gallery and Studio and 2.7 mi (4.4 km) from …More
The Black Bear Lodge - Stratton Mountain Hotels
Rating: 3.0 Stars

The Black Bear Lodge

5 Village Lodge Road, Stratton Mountain - Map
 
 
" Convenient location to ski area. "
Disappointing breakfast selection and quality. Black bear lodge is in a convenient location for easy access to the ski area at Stratton Mountain Vermont
A Traveller
Located near the slopes, this Stratton Mountain resort is in the mountains, within a 5-minute walk of Stratton Mountain …More

Search from 45 Windham County Hotels


    Why book with Hotwire ?

    • Low Price Guarantee
    • No Hotwire Cancellation Fee
    • 91% customer satisfaction

    Hotel options

    Windham County is calling — find the perfect hotel

    Everyone wants to score a deal on travel, but price is just one factor to consider when booking an unforgettable hotel. Whether you’re visiting family, attending a conference or taking a well-earned vacation in Windham County, having an awesome experience should be a no-brainer.

    Hotwire will hook you up! From restful nights near your flight to that prime spot in the city’s heart, we’ve done our research to bring the best options to your fingertips. Book your Windham County hotel with us now and start your next adventure.

    You’re not the average traveler — and we know it

    You’ve done your homework and know exactly where you want to go. We’re here to help with some Hotwire travel geek-approved tips on how to save on your booking.

    Get away for the weekend

    Hotels in bigger cities usually charge higher rates during the week, when people are traveling for business. Weekends can be a bargain! It’s the other way around for vacation spots, so if you’re looking for a beach escape, consider a mid-week trip.

    Give yourself some wiggle room

    If your plans are flexible, play around with some different travel dates – a shift of a few days either way can help you save big. Prices usually jump the weekends before and after popular holidays, so we recommend steering clear of them. Or consider visiting during the off-season, when prices are generally lower.

    Plan around big events

    Are prices surprisingly high? There might be a huge conference or festival in town. Consider shifting your dates if you can. Of course, if that’s why you’re going, you’ll have to bite the bullet. We’ll still work to get you the best rates out there.

    Noodle over new adventures

    Set aside time to plan what you want to see, taste and discover. Nothing completes a trip, big or small, like a few new experiences! Check city apps or area websites to find out what’s new and what events are happening during your stay. Even during a family reunion, you can detour to that locals-only fish taco stand or under-the-radar music club. Your cousins will be impressed.

    Hide