West Brattleboro Vacations from $591

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Your West Brattleboro Vacation

With one of our vacation packages to West Brattleboro, you'll have countless opportunities for fun and excitement. There's a lot to enjoy, including its rich history and spectacular views. The Stone Church, Brattleboro Common and Tasha Tudor Museum are just some of the sights worth visiting during your trip to West Brattleboro. A couple of clicks is all it takes to build the ultimate West Brattleboro vacation on Expedia.

The Latest West Brattleboro vacation packages

Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $652, price is now $591 per person
$591
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
10/10 Exceptional! (99 reviews)
Room was clean and neat, breakfast was a great experience and well set. Staff was well informed about the area. not really geared for family. worked well for us.

Reviewed on Oct 26, 2025

Inn At Mount Snow

Inn At Mount Snow

2 out of 5
Price was $1,022, price is now $808 per person
$808
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
10/10 Exceptional! (38 reviews)
From start to finish the staff could not do enough for you and the quality of the inn was amazing

Reviewed on Oct 21, 2025

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,264, price is now $1,065 per person
$1,065
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
9.2/10 Wonderful! (538 reviews)
The staff were so welcoming and friendly! When we got engaged they all cheered for us and were so sweet!

Reviewed on Oct 31, 2025

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Discover the most popular places to visit in West Brattleboro

The Stone Church

4.5/5(9 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.

The Stone Church

Brattleboro Common

Explore the great outdoors at Brattleboro Common, a lovely green space in Brattleboro. Experience the area's entertainment venues and art scene.

Brattleboro Common

Brattleboro Farmers' Market

4/5(31 reviews)

You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, or seek out its ski slopes.

Brattleboro Farmers' Market

What to do in West Brattleboro

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 Self Guided Driving Audio Tour
See all activities in West Brattleboro

West Brattleboro Hotel Deals

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundable
$90 nightly
The price is $99 total per night from Nov 2 to Nov 3
$99 total
Nov 2 - Nov 3
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
Stayed quite a few times when i need to get to work early. All staff is friendly, rooms are always clean, well lit property, close to shopping, restaurants and fast food

Reviewed on Oct 30, 2025

The Covered Bridge Inn
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $126 total per night from Nov 4 to Nov 5
$126 total
Nov 4 - Nov 5
Total with taxes and fees
8.4/10 Very Good! (538 reviews)
Clean, quiet and safe. The only issue was finding parking spot in the premises at late night.

Reviewed on Oct 13, 2025

Mountaineer Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road, Keene, NH
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Nov 4 to Nov 5
$110 total
Nov 4 - Nov 5
Total with taxes and fees
7/10 Good! (1,002 reviews)
We were lucky to find a room available anywhere in the area. Staff was pleasant. No tea/hot water available at breakfast. Did not notice that there was no elevator on the website, my fault for not reading better.

Reviewed on Oct 12, 2025

Days Inn by Wyndham Keene NH
See all 1,194 properties in West 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 West Brattleboro Vacation Packages

West Brattleboro Essential Information

Language
English
Currency
U.S dollars
Population
2,700
Top Sights
Brattleboro Museum & Art Center, Brattleboro Bowl and Fort Dummer State Park

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Frequently asked questions

How much does a West Brattleboro vacation package cost?
Offering great value package deals from $591 on Expedia, you'll be thrilled with how little a vacation to West Brattleboro costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to West Brattleboro?
March, June and November are great times to look for cheap West Brattleboro vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for West Brattleboro?
Typically, a handful of days is enough to visit the major attractions during your West Brattleboro vacation. But if you prefer to have more time to chill out or take day trips, think about extending your itinerary.
How to find the best West Brattleboro package deals?
Start your search for a West Brattleboro package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal West Brattleboro package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your West Brattleboro adventure off to a flying start.
Is it cheaper to book a West Brattleboro vacation as a package?
You can enjoy significant savings on your next West Brattleboro retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to West Brattleboro?
If you've got your West Brattleboro vacation dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later West Brattleboro vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your West Brattleboro vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.