Windham County Trip

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    Save up to ₹43,962 when you book a flight and hotel together*

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Top destinations in Windham County

Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak
FlightsFlightsHotelsHotels

Stratton

Stratton
Autumn colors along Connecticut River, Brattleboro, Vermont
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Brattleboro

Brattleboro

Top hotels in Windham County

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road Stratton VT
The price is ₹15,144 per night from 1 Mar to 2 Mar
₹15,144
₹18,324 total
1 Mar - 2 Mar
includes taxes & fees
7.6/10 Good! (974 reviews)
Clean spacious room, friendly staff. Steps away from the mountain. The village was nice with their shops, a convenient market, restaurants and coffee shops. virtually no wait for the shuttle to/from the Mtn so no need to drive. Downfall- We were on the first floor. It sounded like a family of elephants ...

Reviewed on 21 Feb 2026

The Black Bear Lodge at Stratton Mountain Resort
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is ₹7,731 per night from 2 Mar to 3 Mar
₹7,731
₹8,504 total
2 Mar - 3 Mar
includes taxes & fees
6.8/10 (1,002 reviews)
The room was old and run down. The building we were in was very sketchy. People next to us were up partying/noisy until all hours of the night, and there was a dog barking until 2:00am right below us. I had a horrible nights sleep. The pillows were flat as pancakes, the towels were the roughest/scratchiest ...

Reviewed on 24 Feb 2026

Colonial Motel And Spa
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
The price is ₹28,683 per night from 16 Mar to 17 Mar
₹28,683
₹34,328 total
16 Mar - 17 Mar
includes taxes & fees
8.6/10 Excellent! (257 reviews)
Room was old, furniture was scratched, had a pull down bed, Murphy bed. No making up the bed and bringing towels. Sorry but for 600 plus a night it was not acceptable.

Reviewed on 24 Feb 2026

Mount Snow Grand Summit Resort
See all 1,412 properties in Windham County
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.

Frequently asked questions

How much does a Windham County holiday package cost?
Custom build your Windham County package from an affordable . Choose from any combination of flights, hotels and rental cars to put together the escape you've been dreaming about for ages. Remember to add on some tours and experiences!
How do I get a cheap travel package to Windham County?
Think of all the fabulous things you could do in Windham County with extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Windham County holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties throughout the world. Whether you're enjoying a break with the whole family or surprising your special someone, planning a getaway to Windham County is better with a package.
What are the top hotels in Windham County?
When it comes to hotels in Wilmington, Colonial Motel And Spa and Hampton Inn Brattleboro are two popular options. If you're heading to Stratton, The Putney Inn and The Black Bear Lodge at Stratton Mountain Resort look forward to welcoming you.
How far in advance should I book my Windham County holiday?
Reward yourself with the biggest variety and the lowest prices by booking your trip to Windham County nice and early. Airlines tend to release flights around a year before departure, so start your planning ASAP. That said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Windham County travel package include?
That depends entirely on you. You can pick from a range of Windham County packages, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your ideal Windham County escape looks like, you'll save!
What should I know before booking a Windham County travel package?
So many places to travel to, so many things to see and do. With a travel package, you'll be able to check more of them off your list. Combine your hotels, rental cars and flights and enjoy big savings.
Can I choose my airline with a Windham County Expedia holiday package?
Yes, and with more than 550 airlines to select from all over the world, you have plenty of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Windham County holiday package?
You sure can, and we'll help you every step of the way. You may be able to change or cancel your Windham County holiday package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, look up our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.