Windham County Vacation Packages

Name: Hampton Inn Brattleboro
Price range: $114

Search vacation packages deals in Windham County's top destinations

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Brattleboro

Vacations

Top Windham County hotel deals

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$72

per night

Apr 28 - Apr 29

This hotel features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning.

Breakfast included

Parking included

Colonial Motel And Spa

889 Putney Rd, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$124

per night

Apr 30 - May 1

This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.

Hot Tub

Pet friendly

The Black Bear Lodge at Stratton Mountain Resort

5 Village Lodge Road, Stratton, VT

Get rates

A full-service spa, 10 restaurants, and a spa tub are all featured at this smoke-free resort. There's a free ski shuttle, and ski passes and ski storage are available on site. Families will appreciate the arcade/game room, kid-friendly dining, and supervised childcare.

Hot Tub

Pet friendly

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$114

per night

Apr 29 - Apr 30

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Hot Tub

Pet friendly

Mountaineer Inn

270 Handle Rd, West Dover, VT

Free Cancellation

Reserve now, pay when you stay

$98

per night

May 2 - May 3

A seasonal outdoor pool is featured at this motel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and a garden are also provided.

Breakfast included

Pool

The Putney Inn

57 Putney Landing Rd, Putney, VT

Free Cancellation

Reserve now, pay when you stay

$109

per night

Apr 29 - Apr 30

Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A picnic area is also provided.

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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 are vacation packages to Windham County?

Spoil yourself with a one-of-a-kind experience in Windham County with a vacation package starting at just . Reserving your flights, tours and hotels with Travelocity is a breeze. What’s more, our great deals will leave you with more savings in your pocket for plenty of fun activities.

Where can I get the best vacation package deals for Windham County?

With at least 400 airlines and 1,000,000 hotels across the world, you can’t beat Travelocity. Take advantage of our comprehensive range and score an incredible Windham County vacation package. Don’t you love it when planning a trip is that easy?

Why should I purchase my Windham County vacation bundle via Travelocity?

Because we believe in crafting unforgettable vacation experiences. From flights and hotels to car rentals and activities, everything is at your fingertips. Our customer care is available 24/7 to ensure you’re being well taken care of. We also offer a Price Match Guarantee, so you can lock in your getaway knowing you’ve landed the best deal possible. How? If you find a lower price, we’ll match it!

Will I save money on my Windham County car rental if I bundle it with a hotel or flight?

Bundling your bookings into a Windham County vacation package will save you a tidy sum. Combine a car and flight; a car, flight and hotel; or a car and hotel. You won’t find a better way to explore the greater Windham County region than with your own rental car. You can also add tours and experiences to your Travelocity package.

What is the best time of year to go to Windham County?

If you’re all about wandering wisely, is a great time to do it. That’s when you’ll find room rates are at their most affordable. By way of comparison, prices surge around . January, August and December are the most popular times to visit Windham County, so expect big lines at top attractions. Hoping to avoid the busy season? You’ll find thinner crowds during March, April and October.

Which airport is best for Windham County?

That comes down to where you’re taking off from and where you’re going to — Albany Intl. Airport (ALB), Manchester-Boston Regional Airport (MHT) or Lebanon Municipal Airport (LEB) are where you’ll most likely come in to land.

What is there to do in Windham County?

A vibrant and lively destination, Windham County is home to some terrific tourist attractions. Magic Mountain Ski Resort and Viking Nordic Center are just two of the top picks.

Where to stay in Windham County: Best areas for travelers

West Dover: This place is an art lover's paradise, with lots of exciting attractions to explore. Start your sightseeing at Lost Nation Theater or at T.W. Wood Gallery. If you'd like to see even more creativity, plan an outing to T.W. Wood Art Gallery too. Consider comfortable stays like the 5 Miles From Mount Snow - Hot Tub - Rec Room - Fireplace, the Vermont Mt. Snow Vacation Home W/game Room and the New to Market, Private Home, Mount Snow Village, Hermitage.
Brattleboro: It'll be tricky deciding which of the many attractions to explore here first. Start with Marlboro Music Festival, Brattleboro Farmers' Market and The Stone Church. If you've still got time on your hands, head on over to Brattleboro Bowl and Brattleboro Common. Want to know where to get a superb night's sleep? The Latchis Hotel, The Historic Latchis Hotel and Theatre and the Econo Lodge Brattleboro are our favorites.
Wilmington: Stay someplace comfortable like the White House Inn and then get ready to discover this buzzing destination's many attractions. The Hermitage Golf Club, Adams Family Farm and Lake Raponda are some you won't want to miss. If you need more hotel options, check out the rates at the Beautiful Country Getaway Near Downtown Wilmington! and the Nordic Hills Lodge.
Stratton: If it's your first time in Stratton and you're after some suggestions on where to stay, the Slopeside G Unit Ski On Ski Off, the Stratton SKI In/out ALL NEW Kitchen and Bathrooms!! and The Black Bear Lodge at Stratton Mountain Resort are terrific choices. What's more, they're great bases to explore this destination's numerous attractions. Stratton Mountain Resort, American Express Ski Lift and Stratton Mountain Summit Gondola Ski Lift are favorites of travelers and locals alike. Be sure to visit other sights like Solstice Ski Lift, Villager Ski Lift and Snow Bowl Ski Lift.
South Londonderry: A Windham County vacation just isn't the same without a visit to Magic Mountain Ski Resort. Book a room at the Baby Barn, Architect Owner or the Beautifully Maintained Custom Built Home on 7 Acres - 3 mi From Stratton Access and you'll be able to head there whenever you feel like it.