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.
The Shire Woodstock

The Shire Woodstock

3 out of 5
per person
Jan. 10 - Jan. 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Springfield (VSF)
8.8/10 Excellent! (643 reviews)
The room was surprisingly clean and modern and the view out the back door towards the river and the hills across the river was awesome. The location was great: it was a short walk to downtown. All good.

Reviewed on Nov. 15, 2024

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
per person
Jan. 10 - Jan. 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Springfield (VSF)
8.6/10 Excellent! (682 reviews)
We loved this resort!

Reviewed on Nov. 10, 2024

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
per person
Dec. 30 - Jan. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
9.8/10 Exceptional! (27 reviews)
The deer valley inn was a cozy small guesthouse . The staff were very kind and helpful. Highly recommend the place . The staff manager was originally from turkey. Really sorry I forgot the name at this moment but he was wonderful .

Reviewed on Oct. 15, 2024

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
per person
Jan. 10 - Jan. 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Springfield (VSF)
9.2/10 Wonderful! (470 reviews)
The overall experience was great.

Reviewed on Nov. 20, 2024

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 out of 5
per person
Dec. 30 - Jan. 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
6/10 (653 reviews)
Super nice people..but kinda close to a busy rd, so its a little noisy. Room was kinda dirty. Dont know if its poor housekeeping necessarily, think its just way past due for some remodeling and a paint job.

Reviewed on Sep. 28, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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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 $147 per night from Dec. 3 to Dec. 4
CA $147
CA $162 total
includes taxes & fees
Dec 3 - Dec 4
6.6/10 (1,000 reviews)
"The staff are nice"

Reviewed on Nov. 12, 2024

Colonial Motel And Spa
The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from Nov. 28 to Nov. 29
CA $106
CA $117 total
includes taxes & fees
Nov 28 - Nov 29
8/10 Very Good! (1,000 reviews)
"The housekeeping services were excellent and the staff was friendly The facility is a bit old but incredibly clean"

Reviewed on Nov. 18, 2024

The Covered Bridge Inn
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 $136 per night from Dec. 22 to Dec. 23
CA $136
CA $149 total
includes taxes & fees
Dec 22 - Dec 23
8.2/10 Very Good! (1,002 reviews)
Rested
"Easiet and nicest place ive stayed in a while"

Reviewed on Nov. 16, 2024

Hampton Inn Brattleboro
See all 1,598 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?
Starting from as little as CA $798, you can customize your Brattleboro vacation package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Brattleboro?
It’s as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a Brattleboro vacation package to save a pile of cash. Score even better deals when you include extras such as activities or tours to your booking. But that’s not the only impressive part. You have the freedom to tailor your vacation your own way. We offer more than 550 air carriers and 1,000,000 hotel options around the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Brattleboro?
A trip to Brattleboro isn’t complete without stopping by The Stone Church, Brattleboro Common and Tasha Tudor Museum. Spend your evenings close to these attractions and make sightseeing simple.
What are the top hotels in Brattleboro?
Colonial Motel And Spa in the West Brattleboro neighborhood is a wonderful choice for a Brattleboro vacation. Lock in a room here and you’ll be perfectly positioned to get out and explore all that this colorful city has to offer.
How far in advance should I book my Brattleboro vacation?
While not all airlines release ticket prices early, you can normally compare international flights on Expedia up to 12 months in advance. This is the time you can bag some incredible bargains. If you’ve left everything to the last minute, you might still be in luck. Discounted prices occasionally emerge a few weeks prior to departure.
What does an Expedia Brattleboro travel package include?
That mostly depends on you. You can choose from a range of Brattleboro bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a rental car with a flight. Once you’ve made your booking, you can add on the fun stuff like activities and experiences. Whatever your ideal Brattleboro trip looks like, get set to save!
What should I know before booking a Brattleboro travel package?
When you book your flights, hotels and car rentals together, you’ll land incredible discounts. Whether you’re organizing a mountain getaway in a cabin or want to stay in a comfortable hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Brattleboro Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Simply select your preferred air carrier and create the perfect Brattleboro vacation.
If I'm not able to travel, can I cancel my Brattleboro vacation package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or change your Brattleboro vacation package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your circumstances suddenly change, look up our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.