Brattleboro Vacations from $567

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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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $652, price is now $567 per person
$567
per person
Dec 10 - Dec 14
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
8.6/10 Excellent! (1,011 reviews)

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $1,116, price is now $863 per person
$863
per person
Dec 10 - Dec 14
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
10/10 Exceptional! (250 reviews)

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $2,085, price is now $1,682 per person
$1,682
per person
Dec 22 - Dec 28
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)
The manager and owners do not help with any situation. My room was not clean. Pubic hairs in the shower. Hairs all over the floor, spiders, crumbs all over the valet. Baseboards were covered in filth. No one would return my calls, emails or text messages.

Reviewed on Oct 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 $2,482, price is now $2,184 per person
$2,184
per person
Dec 22 - Dec 28
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (949 reviews)

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
Price was $1,557, price is now $1,424 per person
$1,424
per person
Dec 22 - Dec 28
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.8/10 Excellent! (111 reviews)
If you are visiting Woodstock, VT, this is a wonderful place to stay! The location is great- just 5 min from the main strip and easy to get anywhere else. The staff there were very nice, helpful and accommodating. The owner gave us a list of restaurants and cafes to check out in the area as well as recommendations for things to do all of which was really helpful to make the best of our trip! I cannot emphasize enough how wonderful the owner and staff were. They were so friendly! The room was spacious and beautiful and the grounds are gorgeous! It’s right next to a beautiful river, covered bridge and has lots of outdoor space to hangout comfortably. Would definitely recommend as a great place to stay! We will come again!

Reviewed on Oct 31, 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 4 to Nov 5
$105 total
Nov 4 - Nov 5
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
$114 nightly
The price is $125 total per night from Nov 9 to Nov 10
$125 total
Nov 9 - Nov 10
Total with taxes and fees
Latchis Hotel
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 out of 5
1254 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $68 total per night from Nov 5 to Nov 6
$68 total
Nov 5 - Nov 6
Total with taxes and fees
6/10 (839 reviews)
"Clean room. Comfort level of bed needs improvement. Weather was @ freezing outside. Comfortable inside. Staff was very polite and accommodating. Plenty of parking. Great streaming/Wifi."

Reviewed on Nov 2, 2026

Travelodge by Wyndham Brattleboro VT
See all 1,749 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.