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.
Chalet 239

Chalet 239

2 out of 5
per person
May 17 - May 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
9.4/10 Exceptional! (56 reviews)
The decor is so well done and the common space is perfectly appointed. The fireplace and snowy scenes on the big screen were the perfect way to unwind after a day of skiing. So close to the restaurants and Mt. Snow!

Reviewed on Feb. 21, 2025

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
per person
Apr. 16 - Apr. 22
found 12 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Springfield (VSF)
9.8/10 Exceptional! (82 reviews)
Holly and Kyle were wonderful hosts. A cute place to get away to with a loved one.

Reviewed on Feb. 21, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
per person
May 17 - May 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
9.2/10 Wonderful! (79 reviews)
Charming historic inn with incredibly good breakfast and dinner menu. Bakery also out of this world. Kids loved the library:game room and 24hr hot cocoa bar. Family owned- mother tubs inn and her children run the restaurant. Such a warm, lovely family. If you have trouble with stairs, may not be the best for you, but otherwise would stay again.

Reviewed on Feb. 11, 2025

Mountaineer Inn

Mountaineer Inn

2 out of 5
per person
May 17 - May 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
9/10 Wonderful! (393 reviews)
Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls.

Reviewed on Feb. 5, 2025

Windham Hill Inn

Windham Hill Inn

3 out of 5
per person
May 17 - May 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Springfield (VSF)
8.2/10 Very Good! (32 reviews)
The rustic charm of a beautifully renovated New England barn, with spacious rooms that provide quiet solitude and comfortable furnishings, wall to wall! The king size bed, the oversized bathroom with a giant jetted tub beneath a skylight…SO INCREDIBLY PEACEFUL!! And outdoors there are numerous trails and Adirondack chairs placed at scenic spots to take in the beauty of the land in front of you and to enjoy the star filled wide-open sky above at night, which we did and thoroughly enjoyed! We can not wait to return to this New England paradise! ❤️

Reviewed on Sep. 17, 2024

Ready to book your vacation to Brattleboro?

 

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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 $155 per night from Feb. 24 to Feb. 25
CA $155
CA $171 total
includes taxes & fees
Feb 24 - Feb 25
6.6/10 (1,002 reviews)
"All ok everything worked well just older decor"

Reviewed on Feb. 10, 2025

Colonial Motel And Spa
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Mar. 3 to Mar. 4
CA $151
CA $166 total
includes taxes & fees
Mar 3 - Mar 4
8.6/10 Excellent! (593 reviews)
Nice
"The hotel staff is efficient and friendly. The room we stayed has non-working drain stoppers in sink and bathtub. But it’s ok for us. Overall the room is comfortable, window A/c is quiet and breakfast is free with basics. It’s 1 min walk to a chain restaurant which we also find convenient."

Reviewed on Feb. 21, 2025

Comfort Inn & Suites Brattleboro I-91
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 $141 per night from Mar. 25 to Mar. 26
CA $141
CA $155 total
includes taxes & fees
Mar 25 - Mar 26
8/10 Very Good! (795 reviews)
"The room was clean and comfortable. The front desk staff - kind and helpful. Had to go to several floors to find a drink vending machine that worked. The driveway was not plowed upon arrival. Most cars including myself got stuck trying to get out in the morning. I understand winter storms in VT but ..."

Reviewed on Feb. 18, 2025

Hampton Inn Brattleboro
See all 1,658 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 $882 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.