Brattleboro Holidays from £1,093

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Your Brattleboro Holiday

When an adventure in the city is calling your name, answer it with a holiday package to Brattleboro. With all your travel plans in place before you go, all you have to do here is concentrate on having the time of your life. A trip to Brattleboro is an excellent opportunity to go sightseeing. Be sure to stop by renowned attractions like The Stone Church, Brattleboro Common and Tasha Tudor Museum. That dream Brattleboro holiday is a couple of clicks away. Browse hotels, flights and more on Expedia for a getaway that's tailored just for you.

The Latest Brattleboro Holiday Deals

Prices and availability subject to change. Additional terms may apply.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
26 May - 1 Jun
Return flight included
London (LON) to Springfield (VSF)
8.6/10 Excellent! (616 reviews)
Really loved the whole experience!

Reviewed on 10 Apr 2024

Chalet 239

Chalet 239

2 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Springfield (VSF)
9.4/10 Exceptional! (13 reviews)
Checking in was a bit unusual as the clerk wanted to charge the price on my CC even though it was booked through expedia. Had to wait about 10min till he figured out things and then CC was used for secured deposit. Room was given at check in and was clean and made up but was rather small, like a bedroom with a attached bathroom. Wall's are light weight and you can hear voices from next door room. It's good for overnight stay.

Reviewed on 20 Apr 2024

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Springfield (VSF)
9.2/10 Wonderful! (433 reviews)
I love the uniqueness of this property. Was so amazing to see how kind and friendly the staffs were, and also the beauty of the hotel. The housekeeping's of the hotel in general was perfect, clean, and comfortable to stay. We love the design and the decor of everything that we saw. I would definitely recommend and go back there to stay again. It was a pleasant experience. Thank you!

Reviewed on 24 Apr 2024

Stay At Jimmy's

Stay At Jimmy's

2 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Springfield (VSF)
No reviews
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
per person
13 Jul - 18 Jul
Return direct flight included
London (LGW) to Springfield (VSF)
10/10 Exceptional! (40 reviews)
Kyle & Holly are wonderful. The Sinclair Inn Bed & Breakfast is an excellent choice. Connie & me had a truly great experience for the big event, the Solar Eclipse! So friendly, make yourself at home ‘feeling’. Without a doubt would visit again.

Reviewed on 9 Apr 2024

The Vesper

The Vesper

2 out of 5
per person
26 May - 1 Jun
Return flight included
London (LON) to Springfield (VSF)
No reviews

Brattleboro Essential Information

Language
English
Currency
U.S dollars
Population
7,400
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Brattleboro Museum & Art Centre, Brattleboro Bowl and Southern Vermont Natural History Museum

Our pick of the best Brattleboro Hotel Deals

The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Beds were squeaky but rooms are big"

Reviewed on 19 Apr 2024

The Covered Bridge Inn
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in their ...
6.8/10 (1,000 reviews)
"Very comfortable"

Reviewed on 21 Apr 2024

Colonial Motel And Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking and Internet. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (893 reviews)
"Good stay"

Reviewed on 13 Apr 2024

Hampton Inn Brattleboro
See all 1,617 properties in Brattleboro
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Brattleboro travel package cost?
Perhaps much less than you think — from a low £1,093, in fact! By combining flights, hotels and car rentals into a tailor-made package, your trip to Brattleboro is only clicks away.
If I'm not able to travel, can I cancel my Brattleboro travel package?
It is possible to cancel your Brattleboro booking if your travel plans have changed. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Brattleboro?
Booking a hotel and flight together with Expedia won’t just save valuable time — it’ll save you a nice amount too. A Brattleboro travel package makes it easy to organise the ideal trip. With more than 550 airlines throughout the world to pick from, finding convenient flights that fit your busy schedule won’t be hard. In addition to that, we’ve got over 1,000,000 hotel options globally to pick from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
Does Expedia offer Book Now, Pay Later Brattleboro holidays?
Your bank balance shouldn’t stop you from taking a holiday, so Expedia has devised a solution to help. Now that we’ve joined forces with online lender Klarna, it’s easier than ever to book your dream getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that “book now” button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Brattleboro?
With so much to do in Brattleboro, it’d be convenient for you to secure a room in a hotel close to its attractions. Brattleboro Farmers Market, Brattleboro Country Club and The Stone Church are some interesting ones to put on your must-see list.
What are the top hotels in Brattleboro?
Many savvy travellers opt to stay at Colonial Motel And Spa in West Brattleboro. If this is your first time in Brattleboro, you can expect a warm welcome here.
How far in advance should I book my Brattleboro holiday?
It’s difficult to pick the best time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you’re booking at the last minute, don’t stress. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Brattleboro travel package include?
Expedia has all you need to lock in Brattleboro getaway, but what your package looks like is your choice. Select from a combination of rental cars, flights and hotels. Looking for some experiences or tours to fill in your time? Once you’ve made your booking, you can add them on too. Whatever your budget or style, there’s a travel package to suit your needs.
What should I know before booking a Brattleboro travel package?
So many places to wander around, so many things to do. With a package, you can check more of them off your list. Bundle your flights, rental cars and hotels and enjoy big savings.
Can I choose my airline with a Brattleboro Expedia travel package?
Yes, the choice is all yours. We have access to over 550 airlines worldwide, so you can customize your Brattleboro getaway according to your style and budget.

Discover the most popular places to visit in Brattleboro

Image for The Stone Church

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 savour the top-notch restaurants.

The Stone Church
Image for Brattleboro Common

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 Common
Image for Brattleboro Farmers' Market

Brattleboro Farmers' Market

You can do some window-shopping at Brattleboro Farmers' Market during your trip to West Brattleboro. Discover the area's entertainment venues or seek out its ski slopes.

Brattleboro Farmers' Market

* 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.