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Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $617, price is now $534 per person
$534
per person
Oct 7 - Oct 10
found 5 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Mount Snow Lodging by Vail Resorts

Mount Snow Lodging by Vail Resorts

3 out of 5
Save 100% on your flight
Price was $1,217, price is now $967 per person
$967
per person
Oct 10 - Oct 17
found 8 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,485, price is now $1,238 per person
$1,238
per person
Sep 26 - Oct 1
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A garden is also provided.
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was $793, price is now $684 per person
$684
per person
Sep 22 - Sep 27
found 4 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (VSF)
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $620, price is now $540 per person
$540
per person
Sep 22 - Sep 27
found 4 hours ago
Roundtrip flight included
Chicago (CHI) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. A free bus station shuttle is offered as well. A 24-hour business center, a garden, and a lobby fireplace are also on offer.

Top Brattleboro hotels deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $126 total per night
$126 total
Aug 20 - Aug 21
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
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $84 total per night
$84 total
Aug 18 - Aug 19
Total with taxes and fees
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 garden, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Pet friendly
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Free Cancellation
Reserve now, pay when you stay
$117 nightly
The price is $129 total per night
$129 total
Sep 8 - Sep 9
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
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Free Cancellation
$135 nightly
The price is $148 total per night
$148 total
Sep 13 - Sep 14
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
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$182 nightly
The price is $199 total per night
$199 total
Sep 14 - Sep 15
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
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
100 Chickering Drive Brattleboro VT
Free Cancellation
$173 nightly
The price is $190 total per night
$190 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
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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.

Stay near popular Brattleboro attractions

The Stone Church

8.6/10 (39 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.
See properties

Frequently asked questions

How much are vacation packages to Brattleboro?
Epic adventures await in Brattleboro, with Travelocity vacation packages from as low as $534. 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.

Photos of local treasures

Browse Brattleboro vacation photos for more inspiration

A calm lake reflecting a forest with autumn foliage.
A red covered bridge over a small stream with lush greenery and a stone house in the background.
A town with a prominent church steeple, a round building, and a river.
Spectacular color is ignited as trees flash their autumn colors in the Hogback Mountain Conservation area. The scene embodies much of what makes New England famous for during the fall season.
View of the Connecticut River From Brattleboro Vermont State Line next to New Hampshire

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