Brattleboro Vacation Packages 2026 from $652

Brattleboro flight + hotel vacation packages

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

Chalet 239

$652

per person

Aug 12 - Aug 19

found 7 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Springfield (VSF)

The motel doesn't skimp on freebies - guests receive free on-the-go breakfast and free self parking. A picnic area and a virtual front desk are also provided.

Grand Summit Resort, A Vail Resorts Property

$719

per person

Aug 12 - Aug 19

found 7 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Springfield (VSF)

Ski-in/ski-out access, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal from the restaurant and freebies like WiFi in public areas and an area shuttle. You'll appreciate the outdoor pool, bar/lounge, and laundry facilities.

The Shire Woodstock

Save 100% on your flight

$1,192

per person

Aug 12 - Aug 19

found 7 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Springfield (VSF)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

$834

per person

Aug 12 - Aug 19

found 7 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Springfield (VSF)

Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Inn At Mount Snow

$656

per person

Aug 13 - Aug 17

found 7 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Springfield (VSF)

This hotel features free WiFi in public areas, a virtual front desk, and free self parking. Enjoy the free ski shuttle and onsite ski storage. Enjoy the free continental breakfast each morning.

Top Brattleboro hotels deals

Latchis Hotel

50 Main Street Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$151 total

Jun 14 - Jun 15

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$121 total

Jul 2 - Jul 3

Total with taxes and fees

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 hot tub and perks like free self parking.

Vikings Villages Resort

360 Viking Village Drive Guilford VT

$200 nightly

$219 total

Jul 5 - Jul 6

Total with taxes and fees

A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.

Econo Lodge Brattleboro South

515 Canal St Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$78 total

Jun 16 - Jun 17

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a grocery/convenience store, and a picnic area are also on offer.

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$157 total

Jun 11 - Jun 12

Total with taxes and fees

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

Travelodge by Wyndham Brattleboro VT

1254 Putney Rd Brattleboro VT

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$85 total

Jun 23 - Jun 24

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

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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.

Popular places to visit

The Stone Church

After visiting The Stone Church, make a plan to see the other sights and activities in Brattleboro. While you're here, you can savor the top-notch restaurants.

Brattleboro Common

Explore the great outdoors at Brattleboro Common, a lovely green space in Brattleboro. Experience the area's entertainment venues and art scene.

Brattleboro Country Club

Enjoy a round of golf in Brattleboro at Brattleboro Country Club. Amble around the area's riverfront, or seek out its ski slopes.

Frequently asked questions

How much are vacation packages to Brattleboro?

Epic adventures await in Brattleboro, with Travelocity vacation packages from as low as $652. Including both hotels and flights, these terrific deals make it really easy to explore every corner of the globe.

How long should my Brattleboro vacation be?

Your Brattleboro break can be as long or as short as you like, but most people stay around 2 nights. Hoping to get out and discover some lesser-known attractions? Lock in an extra night or two and experience another side of this destination.

Where can I get the best vacation package deals for Brattleboro?

Snapping up the perfect package deal to Brattleboro is a piece of cake with Travelocity. With as many as 400 air carriers and 1,000,000 properties worldwide, you'll have loads of choice when it comes to picking your flights and hotels.

Why should I purchase my Brattleboro vacation bundle via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and first-rate service to boot. Add to that our Price Match Guarantee and tons of experiences to select from. It's our job to help you have the trip of a lifetime.

Will I save money on my Brattleboro car rental if I book it with hotels and flights?

With a Brattleboro vacation package, you can combine your flight, car and hotel bookings and save a ton. If you're eager to uncover the best of this fantastic part of the world, why not make a beeline for Fenway Park? This renowned sight is 80 mi from Brattleboro. With your own wheels, you'll be there in a flash.

Which airport is best for Brattleboro?

For many wanderers, a trip to Brattleboro means going through Manchester-Boston Regional Airport (MHT). This popular airport is situated 55 mi east of the city center. You could also opt to jet into Lebanon Municipal Airport (LEB) (55 mi away from central Brattleboro) or Rutland Southern Vermont Regional Airport (RUT) (50 mi away from central Brattleboro).

What is there to do in Brattleboro?

There is a certain kind of magic as you roam the streets of Brattleboro. The Stone Church and Brattleboro Bowl are just a couple of highlights that make this city so special, so put them at the top of your list of places to see.

Where should I stay when visiting Brattleboro?

Many people choose to hit the hay at the Colonial Motel And Spa. It's an excellent base for your Brattleboro getaway.