Windham County Holidays

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Your Windham County Holiday

When adventure calls, answer it with a tailor-made holiday package to Windham County. Wherever it is you're going and whatever you have planned, get ready to immerse yourself in a destination with plenty to offer. Your trip to Windham County wouldn't be complete without experiencing some of its most renowned cities, starting with Stratton. Two of the most popular attractions here include Stratton Mountain Resort and Mount Snow. Wilmington should also be on the itineraries of all Windham County travellers. Visitors to this destination enjoy Mount Snow and Mount Snow Golf Course. Expedia has flights, hotels, car rentals and more to help you put together your very own tailored Windham County holiday today.

Top destinations in Windham County

Mount Snow which includes mountain biking as well as an individual male
FlightsFlightsHotelsHotels

West Dover

West Dover

Top Windham County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was £1,238, price is now £973 per person
£973
per person
27 Oct - 7 Nov
found 23 hours ago
Return flight included
Manchester (MAN) to Springfield (VSF)
8.8/10 Excellent! (503 reviews)
Easy in and out. All transactions with this property are handled online; there was no person-to-person interaction while on the site. The rooms and bathrooms were clean, and the beds were comfortable. We'd consider this again in the future.

Reviewed on 23 Aug 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was £1,718, price is now £1,316 per person
£1,316
per person
27 Oct - 7 Nov
found 23 hours ago
Return flight included
Manchester (MAN) to Springfield (VSF)
8.8/10 Excellent! (815 reviews)
Convenient! Parked the car and didn’t need to get in the car until we left!

Reviewed on 11 Sept 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was £1,692, price is now £1,394 per person
£1,394
per person
27 Oct - 7 Nov
found 23 hours ago
Return flight included
Manchester (MAN) to Rutland (RUT)
9/10 Wonderful! (43 reviews)
Everything was nice but the water didn’t smell good at all. Smelled like something died in it.

Reviewed on 26 Aug 2025

Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Clock Tower Base Area
Price was £1,506, price is now £1,253 per person
£1,253
per person
27 Oct - 7 Nov
found 23 hours ago
Return flight included
Manchester (MAN) to Springfield (VSF)
8.2/10 Very Good! (27 reviews)
Very friendly costumer service, we arrived late and we're greated with kindness.

Reviewed on 16 Sept 2024

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was £1,488, price is now £1,242 per person
£1,242
per person
27 Oct - 7 Nov
found 23 hours ago
Return flight included
Manchester (MAN) to Springfield (VSF)
8.6/10 Excellent! (755 reviews)
Jackson Gore is a really fantastic property and a hidden secret in the off-season. Comfortable and easy with a ton of facilities.

Reviewed on 7 Sept 2025

Windham County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Albany Intl. Airport (ALB)
Top Sights
Molly Stark State Park, Lowell Lake State Park and The Ledge

Top hotels in Windham County

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is £110 per night from 29 Sept to 30 Sept
£110
29 Sept - 30 Sept
includes taxes & fees
8/10 Very Good! (879 reviews)
Very smelly room
"The hotel was fine. Breakfast was amazing with eggs waffles sausage potatoes and the usual breads cereals and yogurts. My two complaints was they charged $75 extra for our dog (my fault for not checking on the price before booking) and our room had a TERRIBLE Smell. You would get used to it after ..."

Reviewed on 7 Sep 2025

Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,000 reviews)
Nice but needs refurbishing
"The place is perfectly functional and mostly clean, but the room I was in desperately needs an update and repairs. The metal chair outside the entrance door was dirty. The bathroom window was broken and would not open. The bathroom door would not close. The baseboard heater in the bathroom was somewhat ..."

Reviewed on 3 Sep 2025

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The Putney Inn
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (505 reviews)
"Easy in and out. All transactions with this property are handled online; there was no person-to-person interaction while on the site. The rooms and bathrooms were clean, and the beds were comfortable. We'd consider this again in the future."

Reviewed on 23 Aug 2025

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Mountaineer Inn
See all 1,326 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.
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Frequently asked questions

How much does a Windham County travel package cost?
Starting from just £973, a travel package is your ticket to low-priced travel. Custom make your Windham County adventure by picking from our huge range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Windham County travel package?
If your travel plans in Windham County have been upended, it's good to know that it's possible to amend or cancel your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.
How do I get a cheap travel package to Windham County?
Bundling your flight and hotel with Expedia won't just save you time — it'll save you a pretty penny too. A Windham County travel package makes it a cinch to organise the perfect trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your schedule won't be a problem. In addition to that, we've got over 1,000,000 properties globally to choose from. Now that's what we call choice. Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Windham County holidays?
Expedia has partnered with online lender Klarna to make your next break easier on the purse strings. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.

What are the top hotels in Windham County?
Take a look at Colonial Motel And Spa and Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel. They're top picks for lots of travellers to Wilmington. If Stratton features in your travel plans, Colonial Motel And Spa and Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel are two top-notch options.
How far in advance should I book my Windham County holiday?
Reserving your flight early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to 12 months prior to departure dates. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Windham County sometimes occur in the weeks leading up to departure.
What does an Expedia Windham County travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your airfare class? That's easily done too. The choice is yours when it comes to arranging your perfect Windham County trip.
What should I know before booking a Windham County travel package?
Our prices are always low. However, you'll pick up even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Windham County Expedia travel package?
Yes, and with over 550 airlines to select from around the world, you have loads of choice. Scroll through the available options and find out which airline fits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.