Brattleboro Trips (flight + hotel)

Photo by Shirley Rhodes

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to P 3,118 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

Top hotels in Brattleboro

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 P7,945 per night from Aug 20 to Aug 21
P7,945
P8,739 total
Aug 20 - Aug 21
includes taxes & fees
6.6/10 (1,001 reviews)
"The room I was given was quite impressive in size. Plenty accommodating for me and my dog. The a/c worked well, fridge was plenty cold, bed was comfortable and clean, the grounds surrounding the buildings is very nice for traveling with a dog. The front desk help was gracious and accommodating. That ..."

Reviewed on Aug 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 P6,968 per night from Sep 2 to Sep 3
P6,968
P7,664 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (864 reviews)
Nice hotel option in Southern Vermont
"Great hotel to stay when traveling in Vermont. Convenient - right off of I-91, centrally located to a number of restaurants and food options. Pet-friendly hotel, we brought our furry friend and he was comfortable. Amenities were nice and clean including the pool and fitness area. Friendly staff who ..."

Reviewed on Aug 12, 2025

Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is P7,941 per night from Sep 7 to Sep 8
P7,941
P8,735 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very Good! (772 reviews)
"Excellent location! Clean and good parking. Could have better lighting for reading in room."

Reviewed on Aug 10, 2025

Latchis Hotel
See all 1,660 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.

Popular places to visit

Hogback Mountain Conservation Area

You can take time to visit Hogback Mountain Conservation Area during your travels to Marlboro. Take in the museums while you're in the area.

Hogback Mountain Conservation Area

Tasha Tudor Museum

You can spend time browsing the exhibits at Tasha Tudor Museum during your travels in West Brattleboro. Stroll along the riverfront or experience the area's entertainment venues.

Tasha Tudor Museum

Vermont Marketplace

You can browse for the perfect souvenirs at Vermont Marketplace during your visit to Brattleboro. While you're here, you can savor the top-notch restaurants.

Vermont Marketplace

What to do in Brattleboro

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway

P988
per traveler
Self-Guided Audio Driving Tour of Vermont, RT100 Scenic Byway
Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

P988
per traveler
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in Brattleboro

Frequently asked questions

How much does a Brattleboro vacation package cost?
Offering great value package deals 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.