Brattleboro Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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Find the Best Brattleboro Vacation Packages

Brattleboro Hotel Deals

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 281 per night from Aug 2 to Aug 3
AEDĀ 281
AEDĀ 309 total
2 Aug - 3 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 AEDĀ 429 per night from Jul 21 to Jul 22
AEDĀ 429
AEDĀ 471 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 July 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 AEDĀ 446 per night from Aug 11 to Aug 12
AEDĀ 446
AEDĀ 491 total
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"Hotel is great! Lady at the front desk not so much. And since when are we doing 4oclock check in? THATS INSANE!"

Reviewed on 12 July 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.
See properties

Frequently asked questions

How much does a Brattleboro vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Brattleboro costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brattleboro?
If you're looking to snag a cheap Brattleboro vacation package, consider visiting in January, April and November. You'll generally find better rates on airfares and hotels during these months ā€” ideal for a budget-friendly break.
How to find the best Brattleboro package deals?
Finding a cheap Brattleboro package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Brattleboro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Brattleboro vacation as a package?
You can enjoy significant savings on your next Brattleboro retreat by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation 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 your dates: The things you'd like to do in Brattleboro and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: On top of the cost of your accommodations, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Brattleboro.
  3. Decide your trip length: Think about how long you want to spend exploring Brattleboro. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Brattleboro vacation package that brings all your bookings together.