Brattleboro Holidays from £1,420

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Your Brattleboro Holiday

Enjoy unforgettable adventures when you reserve a Brattleboro holiday package. Whether you're a history buff, foodie or just a traveller who loves to experience new places, there's something for everyone in this exciting city. A trip to Brattleboro is a great opportunity to do a bit of sightseeing. Check out popular attractions like The Stone Church, Brattleboro Common and Tasha Tudor Museum. Stop daydreaming and start travelling. Browse the wide range of options on Expedia today and put your Brattleboro holiday plans into gear!

Top Brattleboro Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was £1,558, price is now £1,420 per person
£1,420
per person
16 Jan - 23 Jan
found 6 hours ago
Return direct flight included
London (LON) to Springfield (VSF)
10/10 Exceptional! (129 reviews)
Beautiful property set in a fantastic town. Proprietors were super nice and the property was absolutely beautiful. Would 100% recommend staying here.

Reviewed on 24 Oct 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was £1,756, price is now £1,637 per person
£1,637
per person
16 Jan - 23 Jan
found 6 hours ago
Return flight included
London (LON) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)
The manager and owners do not help with any situation. My room was not clean. Pubic hairs in the shower. Hairs all over the floor, spiders, crumbs all over the valet. Baseboards were covered in filth. No one would return my calls, emails or text messages.

Reviewed on 30 Oct 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was £2,699, price is now £2,538 per person
£2,538
per person
16 Jan - 23 Jan
found 6 hours ago
Return flight included
London (LON) to Springfield (VSF)
8.6/10 Excellent! (949 reviews)

The Vesper

The Vesper

3 out of 5
Price was £1,736, price is now £1,668 per person
£1,668
per person
16 Jan - 23 Jan
found 6 hours ago
Return flight included
London (LON) to Springfield (VSF)
9.2/10 Wonderful! (82 reviews)
Charming bed-and-breakfast close to downtown. We enjoyed our stay and the breakfast was wonderful. Jessica was very hospitable and had great recommendations! Felt like family.

Reviewed on 29 Oct 2026

Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Clock Tower Base Area
Price was £5,473, price is now £5,339 per person
£5,339
per person
16 Jan - 23 Jan
found 6 hours ago
Return flight included
London (LON) to Springfield (VSF)
7.6/10 Good! (31 reviews)
Don’t ever rent at this place for the condo rentals they sent us to the wrong address, I could not get in contact with the so-called property manager for over an hour or more. We had no toilet paper, we had no hairdryer, no paper towels, we didn’t even know where the keys were or shampoo or soap. Basically this was an utter disaster. I tried to work it out with resort management and they offered certain things and I countered and I got at that point what I wanted, but it just continued to spiral downhill and then when I communicate further issues, I had to be on the phone with them, trying to explain to them what the problem was up until 11 PM at night, that night was in the 30s and they left the air conditioner on in the house didn’t warm up until after 1 AM. This was by far the worst experience I’ve ever had with a supposedly high-end resort. I’m telling you do not rent from their condo selection. It’s terrible. It’s expensive and it is just a waste of time.

Reviewed on 15 Oct 2026

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

Top hotels in Brattleboro

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is £70 per night from 2 Nov to 3 Nov
£70
2 Nov - 3 Nov
includes taxes & fees
Colonial Motel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is £100 per night from 1 Dec to 2 Dec
£100
1 Dec - 2 Dec
includes taxes & fees
Latchis Hotel
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 out of 5
1254 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is £51 per night from 3 Nov to 4 Nov
£51
3 Nov - 4 Nov
includes taxes & fees
6/10 (836 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"

Reviewed on 30 Oct 2026

Travelodge by Wyndham Brattleboro VT
See all 1,754 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.
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Stay near popular Brattleboro attractions

The Stone Church

8.6/10 (39 reviews)
This Gothic Revival church turned music venue captivates with stained glass windows and a stage built from pews. Experience intimate performances with exceptional acoustics in this distinctive Vermont listening room.
See properties

What to do in Brattleboro

Vermont RT 100 App-Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

£13
per traveller
80% of travellers recommend
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

£71
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brattleboro

Frequently asked questions

How much does a Brattleboro travel package cost?
Perhaps much less than you think — from a low £1,420, 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.

* 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.