Brattleboro Vacation Packages 2025/2026 from $515

Brattleboro flight + hotel vacation packages

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

The Shire Woodstock

$515

per person

Nov 13 - Nov 17

found 24 hours ago

Roundtrip non-stop flight included

Miami (MIA) 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.

Woodstock Inn & Resort

Save 100% on your flight

$986

per person

Nov 13 - Nov 17

found 24 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Springfield (VSF)

This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.

Jackson Gore Village

Jackson Gore Base Area

$531

per person

Nov 13 - Nov 17

found 24 hours ago

Roundtrip non-stop flight included

Miami (MIA) to Springfield (VSF)

This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. 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.

Winterplace at Okemo

Clock Tower Base Area

$839

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Springfield (VSF)

Ski-in/ski-out access and an indoor pool are featured at this smoke-free aparthotel. Enjoy the hot tub and perks like free self parking and free WiFi. Express check-out, laundry facilities, and barbecue grills are also on offer.

Solitude Village at Okemo

Clock Tower Base Area

$816

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Springfield (VSF)

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A gym, a hot tub, and a sauna are also on offer.

Top Brattleboro hotels deals

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$139 total

Sep 14 - Sep 15

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.

Pool

Hot Tub

Travelodge by Wyndham Brattleboro VT

1254 Putney Rd, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$78 total

Sep 14 - Sep 15

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.

Pet friendly

Parking included

Colonial Motel And Spa

889 Putney Rd, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$154 total

Sep 7 - Sep 8

Total with taxes and fees

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.

Pool

Hot Tub

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$153 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Latchis Hotel

50 Main Street, Brattleboro, VT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$122 total

Sep 7 - Sep 8

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.

Pet friendly

Parking included

Vikings Villages Resort

360 Viking Village Drive, Guilford, VT

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$245 total

Sep 7 - Sep 8

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.

Parking included

Free WiFi

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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

4.5/5(9 reviews)

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 Farmers' Market

4/5(31 reviews)

You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, 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 $515. 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.