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.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was CA $1,098, price is now CA $1,020 per person
CA $1,020
per person
Sep 18 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
9.4/10 Exceptional! (122 reviews)
Stayed here for 2 days in late June. Owner was very kind and helpful. The place is really cool inside.

Reviewed on Jun 28, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was CA $1,558, price is now CA $1,335 per person
CA $1,335
per person
Sep 18 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
10/10 Exceptional! (199 reviews)
This was a hidden gem. It was so clean and quiet. Definitely a place for peace and quiet. Rooms were super clean and the attention to detail was amazing. Will definitely be back.

Reviewed on Jun 22, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was CA $1,399, price is now CA $1,278 per person
CA $1,278
per person
Sep 18 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (907 reviews)
Nice older hotel. Comfortable stay.

Reviewed on Jun 30, 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 CA $1,285, price is now CA $1,191 per person
CA $1,191
per person
Sep 18 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (858 reviews)
Property beautiful. Rooms very large. Staff very friendly. The only thing that was odd to me was none of our closets had rods to hang clothes on. We were going to a formal wedding, my husband had a suit and I had a long dress to hang up, but the closets had no rods, and we had 3 closets in our room. Had to hang the suit from a door handle and the long dress from the shower rod!

Reviewed on Jun 28, 2026

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
Price was CA $1,238, price is now CA $1,151 per person
CA $1,151
per person
Sep 18 - Sep 21
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (278 reviews)
Lovely resort although the pool is closed until October. Beautiful, peaceful property. 300+ rooms! Music on patio with s’mores was fun. Karen was very nice and helpful. Only negative it is 15 miles from town and not a lot to do!

Reviewed on Jun 29, 2026

Ready to book your vacation to Brattleboro?

 

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Brattleboro Hotel Deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Jul 5 to Jul 6
CA $144
CA $158 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (915 reviews)
"Nice older hotel. Comfortable stay."

Reviewed on Jun 30, 2026

Latchis Hotel
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 $185 per night from Jul 14 to Jul 15
CA $185
CA $204 total
Jul 14 - Jul 15
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"The staff were very professional. Hotel was clean and very nice"

Reviewed on Jun 27, 2026

Hampton Inn Brattleboro
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Jul 6 to Jul 7
CA $113
CA $125 total
Jul 6 - Jul 7
includes taxes & fees
5.8/10 (9 reviews)
"Comfortable, reasonable, convenient"

Reviewed on Jun 29, 2026

Colonial Motel
See all 1,762 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.
See properties

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 from CA $1,020 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.

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.