Brattleboro Vacations from $713

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Your Brattleboro Vacation

Enjoy unforgettable adventures when you reserve a Brattleboro vacation package. Whether you're a history buff, foodie or just a traveler 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 traveling. Browse the wide range of options on Expedia today and put your Brattleboro vacation plans into gear!

The Latest Brattleboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Chalet 239

Chalet 239

2 out of 5
Price was $789, price is now $713 per person
$713
per person
Aug 28 - Sep 1
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
9.4/10 Exceptional! (129 reviews)
Very clean and cute hotel. Will stay there again.

Reviewed on Jul 1, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,214, price is now $982 per person
$982
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (VSF)
10/10 Exceptional! (199 reviews)
Fantastic, beautiful property. We definitely want to visit again. Great for families.

Reviewed on Jul 4, 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 $956, price is now $779 per person
$779
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (VSF)
8.6/10 Excellent! (862 reviews)
Room was too small for 2 queen beds, no fridge or microwave. Bathroom vanity very small and door hinge was loose so it wouldn’t close.

Reviewed on Jul 3, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $950, price is now $789 per person
$789
per person
Aug 28 - Sep 1
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (907 reviews)
Love ithis hotel's industrial urban feel and proximity to shops and restaurants. Parking is close and included. The sheets and pillows are heaven. No kidding. I am not a Keurig coffee fan for a number of reasons: single use plastic and flavor among them and that is their lobby offering. But the staff are authentic, friendly, and just awesome. Interior room quietest option. This was a return stay.

Reviewed on Jul 5, 2026

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was $873, price is now $747 per person
$747
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Springfield (VSF)
8.6/10 Excellent! (278 reviews)
ac had to be turned back on every few hours. fridge broke three times and maintenance needed to bring new ones. pool and hot tub was closed even tho i specifically bought this booking because expedia said it was available. fire pit was nice and they had a great fourth of july celebration

Reviewed on Jul 5, 2026

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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 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

$95
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brattleboro

Brattleboro Hotel Deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Jul 7 to Jul 8
$119 total
Jul 7 - Jul 8
Total with taxes and fees
8.6/10 Excellent! (921 reviews)
"Love ithis hotel's industrial urban feel and proximity to shops and restaurants. Parking is close and included. The sheets and pillows are heaven. No kidding. I am not a Keurig coffee fan for a number of reasons: single use plastic and flavor among them and that is their lobby offering. But the staff ..."

Reviewed on Jul 5, 2026

Latchis Hotel
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from Aug 2 to Aug 3
$84 total
Aug 2 - Aug 3
Total with taxes and fees
5.2/10 (11 reviews)
"Awful!"

Reviewed on Jul 3, 2026

Colonial Motel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Jul 12 to Jul 13
$134 total
Jul 12 - Jul 13
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Really great spot for the price, very happy with our short stay."

Reviewed on Jul 4, 2026

Hampton Inn Brattleboro
See all 1,761 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.

Find the Best Brattleboro Vacation Packages

Brattleboro Essential Information

Language
English
Currency
U.S dollars
Population
7,400
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brattleboro Museum & Art Center, Brattleboro Bowl and Fort Dummer State Park

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Frequently asked questions

How much does a Brattleboro vacation package cost?
Offering great value package deals from $713 on Expedia, you'll be thrilled with how little a vacation to Brattleboro costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Brattleboro?
March, June and November are the best times to look for cheap Brattleboro vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Brattleboro?
For your Brattleboro vacation, a handful of days will be enough to tour the best spots. Be sure to visit Fort Dummer State Park — it's one of the leading sights in this destination. If you're looking for more adventure, think about basing yourself here and heading off on some day trips from Brattleboro.
Is it worth booking a vacation package to Brattleboro?
Brattleboro is a good vacation destination with attractions like The Stone Church among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Brattleboro vacation promises fun for everyone.
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 vacation package as soon as possible.
Is it cheaper to book a Brattleboro vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights separately. Better still, you can customize 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 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 favorite season will help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodations will probably be the largest expense during your trip to Brattleboro.
  3. Organize your Brattleboro escape with our trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Brattleboro together.
  4. Work out your trip length: Think about how much time you want to spend exploring Brattleboro. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Combine your airfare and accommodations: After you've nailed down your dates and duration, book the ideal Brattleboro vacation package for you.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Browse some of the incredible things to do in Brattleboro and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Brattleboro vacation packages?
If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Brattleboro break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.