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!

Top Brattleboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Latchis Hotel

Latchis Hotel

CA $1,368
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (VSF)
8.6/10 Excellent! (992 reviews)
The staff was extremely kind and welcoming, which we really appreciated. Unfortunately, the room itself felt a bit dirty and could have used a more thorough cleaning. The shower also clogged easily, which made it inconvenient to use. On top of that, the room had a slightly eerie, almost haunted feeling to it. Overall, while the staff was lovely, the room could definitely use some improvements.

Reviewed on Oct 14, 2026

Vikings Villages Resort

Vikings Villages Resort

CA $1,665
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (VSF)
10/10 Exceptional! (240 reviews)
Love our stay in Vikings. Staff was amazing and very attentive and helpful. The cabins were beautiful, clean and had everything we needed. Very recommended. Hope to go back in the future.

Reviewed on Oct 13, 2026

The Vesper

The Vesper

CA $1,591
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (VSF)
9.2/10 Wonderful! (79 reviews)
Such a wonderful experience and it was magical. Beautiful rooms and property and the location was prime.

Reviewed on Sep 29, 2026

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

CA $1,739
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (VSF)
10/10 Exceptional! (127 reviews)
Friendly owners and the property was amazing Beautiful garden, even in the fall Breakfast was delicious

Reviewed on Sep 25, 2026

1846 Inn and Tavern

1846 Inn and Tavern

CA $1,728
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Springfield (VSF)
10/10 Exceptional! (1 review)
The Inn also has an adjacent nice food tavern and music this weekend. Friendly host - embodied the helpful spirit of old inns. Helped with allowing a late dinner due to late arrival. Adjusted the heat for us and allowed us to set a bit extra in their library. Very welcoming. A ++ for hospitality and making us welcome!

Reviewed on Oct 12, 2026

Ready to book your vacation to Brattleboro?

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Brattleboro Hotel Deals

Colonial Motel

Colonial Motel

889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $127
CA $139 total
Nov 1 - Nov 2
includes taxes & fees
6.2/10 (90 reviews)
"The location was ideal for the workshop we were attending. The room was okay but our friends who also stayed at the property were not so lucky. Our experience was fine but we could see that the Colonial Motel had seen better days. That said it seemed that the current owners were in the process of ..."

Reviewed on Oct 13, 2026

Colonial Motel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $202
CA $222 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"The staff was extremely kind and welcoming, which we really appreciated. Unfortunately, the room itself felt a bit dirty and could have used a more thorough cleaning. The shower also clogged easily, which made it inconvenient to use. On top of that, the room had a slightly eerie, almost haunted feeling ..."

Reviewed on Oct 14, 2026

Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
Fully refundable
CA $157
CA $173 total
Nov 15 - Nov 16
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91
See all 1,759 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.
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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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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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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 Country Club

7.2/10 (15 reviews)
Enjoy a round of golf in Brattleboro at Brattleboro Country Club. Amble around the area's riverfront, or seek out its ski slopes.
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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 $133
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 from CA $1,368 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.