Brattleboro Vacation Packages

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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!

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Brattleboro Hotel Deals

Colonial Motel

Colonial Motel

889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $117
CA $128 total
Sep 27 - Sep 28
includes taxes & fees
6.6/10 (62 reviews)
"Room was dated, mismatched furniture, broken switch plates, stained towels...etc"

Reviewed on Sep 22, 2026

Colonial Motel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $171
CA $188 total
Sep 30 - Oct 1
includes taxes & fees
8.6/10 Excellent! (989 reviews)
"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill ..."

Reviewed on Sep 21, 2026

Latchis Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $187
CA $205 total
Sep 28 - Sep 29
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"There was a mistake in my reservation and housekeeping cleaned the room because my check out was a day early. All of my food for lunch and dinner was thrown out and the front iffice staff would not help me at all. She refused to do basic things like put me in touch with the front office managwr who ..."

Reviewed on Sep 20, 2026

Hampton Inn Brattleboro
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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.
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Stay near popular Brattleboro attractions

The Stone Church

8.6/10 (39 reviews)
After visiting The Stone Church, make a plan to see the other sights and activities in Brattleboro. While you're here, you can savor the top-notch restaurants.
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Vermont Marketplace

10.0/10 (1 review)
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.
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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.
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Brattleboro Common

8.6/10 (43 reviews)
Explore the great outdoors at Brattleboro Common, a lovely green space in Brattleboro. Experience the area's entertainment venues and art scene.
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New England Center for Circus Arts

10.0/10 (1 review)
Enjoy an outing to New England Center for Circus Arts during your stay in Brattleboro. While you're here, you can savor the top-notch restaurants.
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Latchis Theatre

9.0/10 (12 reviews)
Find out about the history of Brattleboro when you spend time at Latchis Theatre. While you're here, you can savor the top-notch restaurants.
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Brattleboro Farmers' Market

8.8/10 (75 reviews)
You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, or seek out its ski slopes.
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Honora Winery

6.0/10 (2 reviews)
You can enjoy a tasting or tour at Honora Winery during your travels to Brattleboro. Wander the forest or discover the area's mountain views.
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What to do in Brattleboro

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

CA $24
per traveller
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

CA $131
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brattleboro

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 — ideal for a budget-friendly break.
How many days is enough for Brattleboro?
For a Brattleboro vacation, a handful of days will be enough to tour all the highlights. Be sure to visit Latchis Theatre — it's one of the major attractions in this destination. If you want more adventure, think about basing yourself here and going on some 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 busy. Whether you're heading away with the family or planning a trip with friends, a Brattleboro vacation promises a good time for everyone.
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 travelling 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 travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
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.

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