Brattleboro Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.008.584 ₫ per night from 3 Aug to 4 Aug
2.008.584 ₫
2.209.443 ₫ total
3 Aug - 4 Aug
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 3.164.584 ₫ per night from 21 Jul to 22 Jul
3.164.584 ₫
3.481.042 ₫ total
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (931 reviews)
"The uniqueness of the '30s/40's era vibe brought us back for another visit.It was like stepping back in time. The movie theaters are classic. Sages is the adjoining cocktail lounge complete with cosy,stuffed chairs,40's style decor.Again, we felt like we stepped back in time. The cocktails were quite ..."

Reviewed on 16 Jul 2026

Latchis Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is 3.337.663 ₫ per night from 28 Jul to 29 Jul
3.337.663 ₫
3.671.429 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Clean, comfortable and fairly priced."

Reviewed on 16 Jul 2026

Hampton Inn Brattleboro
See all 1,751 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.

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.
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Frequently asked questions

How much does a Brattleboro holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Brattleboro costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Brattleboro?
January, April and November are great times to look for cheap Brattleboro holiday packages. Travelling in quieter periods means you can usually find lower prices on flights and accommodation.
How many days is enough for Brattleboro?
For your Brattleboro holiday, a few days will be enough to explore the best spots. Make sure to check out Harris Hill Ski Jump — it's one of the most popular attractions in this destination. If you want more adventure, consider basing yourself here and setting off on some day trips from Brattleboro.
Is it worth booking a holiday package to Brattleboro?
Brattleboro has everything you need for an unforgettable escape. Begin your Brattleboro holiday on a high note by exploring top attractions like The Stone Church.
How to find the best Brattleboro package deals?
Use Expedia's handy filters to help you find some tempting Brattleboro package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Brattleboro package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Brattleboro holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging accommodation and flights separately. Better still, you can customise your Brattleboro getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Brattleboro?
If you've got your Brattleboro travel dates confirmed, book as early as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Brattleboro?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Brattleboro.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Brattleboro.
  3. Decide how long to go away for: Now that you know more about Brattleboro, you can work out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the perfect Brattleboro holiday package for you.

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