Brattleboro Vacations from $563

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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!

The Latest Brattleboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $681, price is now $563 per person
$563
per person
Dec 19 - Dec 21
found 4 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
10/10 Exceptional! (250 reviews)

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
Price was $1,335, price is now $877 per person
$877
per person
Dec 26 - Dec 30
found 20 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Springfield (VSF)
8.8/10 Excellent! (111 reviews)
The hotel was amazing and the staff was so kind. Luke was working the front desk and made sure we had everything we needed. The hotel and property are beautiful. We really enjoyed our time and can't wait to come back!

Reviewed on Nov 8, 2026

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts

4 out of 5
Clock Tower Base Area
Price was $8,431, price is now $6,485 per person
$6,485
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
7.8/10 Good! (36 reviews)

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $900, price is now $747 per person
$747
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)
Perfect stay in a beautiful town. Can't wait to come back.

Reviewed on Nov 11, 2026

Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts

3.5 out of 5
Clock Tower Base Area
Price was $3,914, price is now $3,387 per person
$3,387
per person
Jan 16 - Jan 19
found 6 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Springfield (VSF)
7.6/10 Good! (31 reviews)
Don’t ever rent at this place for the condo rentals they sent us to the wrong address, I could not get in contact with the so-called property manager for over an hour or more. We had no toilet paper, we had no hairdryer, no paper towels, we didn’t even know where the keys were or shampoo or soap. Basically this was an utter disaster. I tried to work it out with resort management and they offered certain things and I countered and I got at that point what I wanted, but it just continued to spiral downhill and then when I communicate further issues, I had to be on the phone with them, trying to explain to them what the problem was up until 11 PM at night, that night was in the 30s and they left the air conditioner on in the house didn’t warm up until after 1 AM. This was by far the worst experience I’ve ever had with a supposedly high-end resort. I’m telling you do not rent from their condo selection. It’s terrible. It’s expensive and it is just a waste of time.

Reviewed on Oct 15, 2026

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Stay near popular Brattleboro attractions

The Stone Church

8.6/10 (39 reviews)
This Gothic Revival church turned music venue captivates with stained glass windows and a stage built from pews. Experience intimate performances with exceptional acoustics in this distinctive Vermont listening room.
See properties

What to do in Brattleboro

Vermont RT 100 App-Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
80% of travellers recommend
Vermont RT 100 App-Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

$95
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Brattleboro

Brattleboro Hotel Deals

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $105 total per night from Nov 15 to Nov 16
$105 total
Nov 15 - Nov 16
Total with taxes and fees
Colonial Motel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $147 total per night from Dec 1 to Dec 2
$147 total
Dec 1 - Dec 2
Total with taxes and fees
Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road Brattleboro VT
Fully refundable
$113 nightly
The price is $124 total per night from Nov 19 to Nov 20
$124 total
Nov 19 - Nov 20
Total with taxes and fees
8.6/10 Excellent! (899 reviews)
"Great welcome, nice and convenient location. Clean, quiet, updated room with a comfortable bed."

Reviewed on Nov 5, 2026

Comfort Inn & Suites Brattleboro I-91
See all 1,734 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.

Find the Best Brattleboro Vacation Packages

Brattleboro Essential Information

Language
English
Currency
U.S dollars
Population
7,400
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Brattleboro Museum & Art Center, Brattleboro Bowl and Fort Dummer State Park

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Frequently asked questions

What's the best vacation package for Brattleboro?
The best vacation packages in Brattleboro depend on your travel style, with options ranging from luxurious stays to family-friendly hotels and budget-conscious choices.

For a luxurious or romantic Brattleboro vacation package, consider a stay at the 4-star Inn on Putney Road. Rated 9.4 out of 10, this property costs around $390 per night and is about a 10-minute walk from central Brattleboro. It offers a spa and a bar/lounge, with travelers frequently praising its warm rooms and beautiful facilities.

Families will find a great option in a package built around the Holiday Inn Express Hotel & Suites Brattleboro by IHG. This hotel is rated 8.9 out of 10 and is about 2 miles from central Brattleboro. It features an indoor pool and a game room, and travelers highlight the amazing staff and excellent location.

If you're looking for a best value Brattleboro vacation package, the The Covered Bridge Inn offers a comfortable stay for around $140 per night. This hotel includes free breakfast and free WiFi, and guests often note its good value and great location, about 6 miles from Spofford Lake.

*Package availability and prices may change depending on dates and demand.
How can I save money on a Brattleboro vacation package?
When you bundle, you can save up to 30%*. To save money on a Brattleboro package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Brattleboro?
Brattleboro, a ski destination outside the city, offers a mix of outdoor activities and local culture for your Brattleboro vacation:

Browse and book things to do in Brattleboro on Expedia.
Do you need to rent a car in Brattleboro, or is public transport enough?
For a Brattleboro vacation package, whether you need a rental car depends on your planned activities. Getting around the center of Brattleboro is easily done on foot, allowing you to explore shops and sights at your leisure. However, if you plan to venture outside of town, a car is highly recommended for flexibility.

Be aware that downtown Brattleboro can experience heavy traffic, so driving within the center itself is often best avoided. Parking is affordable, and local bike shops offer rentals if you prefer cycling. A car will give you the freedom to explore the wider area beyond the walkable downtown.
Are Brattleboro vacation package hotels conveniently located?
Brattleboro vacation package hotels offer a range of locations, from properties right in the heart of town to those a few miles out.

For example, Latchis Hotel is about a 5-minute walk from central Brattleboro, while Inn on Putney Road is about a 10-minute walk. Further out, Holiday Inn Express Hotel & Suites Brattleboro by IHG is about 2 miles from central Brattleboro. Staying closer to the center provides easy access to downtown attractions, while properties further out offer a quieter setting.
Can I change or cancel my Brattleboro vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Brattleboro vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Brattleboro vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Brattleboro vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Brattleboro?
To find last-minute vacation packages to Brattleboro, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Brattleboro vacation packages?
Free cancellation on a Brattleboro vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Brattleboro vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Brattleboro getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Brattleboro vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.