Brattleboro Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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!

Top Brattleboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Mar. 6 - Mar. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
9.2/10 Wonderful! (496 reviews)
Definitely a quaint and nice property. Spa didnt have availability so book super early

Reviewed on Jan. 17, 2025

Ready to book your vacation to Brattleboro?

 

Choose your dates

Brattleboro Hotel Deals

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Feb. 3 to Feb. 4
CA $156
CA $172 total
includes taxes & fees
Feb 3 - Feb 4
6.6/10 (1,001 reviews)
Great for a couple of guys for an overnight snowbo
"I I would happily stay there again."

Reviewed on Jan. 9, 2025

Colonial Motel And Spa
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 CA $153 per night from Jan. 28 to Jan. 29
CA $153
CA $168 total
includes taxes & fees
Jan 28 - Jan 29
Hampton Inn Brattleboro
The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Feb. 8 to Feb. 9
CA $195
CA $214 total
includes taxes & fees
Feb 8 - Feb 9
7.8/10 Good! (1,005 reviews)
"Everything"

Reviewed on Jan. 18, 2025

The Covered Bridge Inn
See all 1,655 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Brattleboro vacation package cost?
Offering great value package deals from CA $1,644 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?
January, April and November are great times to look for cheap Brattleboro vacation packages. Traveling in quieter periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Brattleboro?
For your Brattleboro vacation, 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 vacation package to Brattleboro?
Brattleboro has everything you need for an unforgettable escape. Begin your Brattleboro vacation 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 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 the best time to travel: Your schedule, favorite 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 accommodations and airfare: Once you’ve nailed down your travel dates and duration, book the perfect Brattleboro vacation package for you.

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