Marlboro Vacations from $929

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Your Marlboro Vacation

Our vacation packages to Marlboro provide endless opportunities to indulge in new sights, sounds and sensations. And with all the finer details worked out, you can breathe easy and enjoy your city escape without a care in the world. Every good trip to Marlboro should include some sightseeing. Where to go first? Southern Vermont Natural History Museum and Honora Winery are key attractions. Expedia is here to help you escape the everyday. Tailor your vacation to Marlboro to suit your style of travel, whatever that may be!

The Latest Marlboro 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 $1,048, price is now $929 per person
$929
per person
Dec 6 - Dec 13
found 20 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
9.8/10 Exceptional! (90 reviews)
Breakfast and service was excellent.

Reviewed on Oct 12, 2025

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $2,168, price is now $1,782 per person
$1,782
per person
Dec 26 - Dec 30
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to Springfield (VSF)
8.8/10 Excellent! (223 reviews)
We really liked the outdoor hot tubes and warmer big swimpool—they're outdoors, so it was unusual but fun in the rain. It's great that all the pools are large and spacious. The showers and toilets are also very clean and comfortable. We visited in the fall and it was raining, so we weren't able to fully enjoy the outdoor areas, but we still really enjoyed our family weekend. The king-size beds are very comfortable! We were also very pleased with the fireplaces.

Reviewed on Oct 14, 2025

Chalet 239

Chalet 239

2 out of 5
Price was $1,532, price is now $1,303 per person
$1,303
per person
Dec 26 - Dec 30
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to Springfield (VSF)
9.4/10 Exceptional! (75 reviews)
Our room was clean and quiet. The free continental breakfast was fine. The room was a little smaller than a typical hotel room but it had all we needed at a great price.

Reviewed on Oct 13, 2025

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,525, price is now $1,343 per person
$1,343
per person
Dec 26 - Dec 30
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to Springfield (VSF)
9.2/10 Wonderful! (95 reviews)
The owner was so nice, and the chef made delicious dishes. Highly recommend!

Reviewed on Oct 13, 2025

The Vesper

The Vesper

3 out of 5
Price was $1,410, price is now $1,265 per person
$1,265
per person
Dec 26 - Dec 30
found 6 hours ago
Roundtrip flight included
Dallas (DAL) to Springfield (VSF)
9.2/10 Wonderful! (32 reviews)
Adorable home and room. Very clean. Great location. Loved our stay!

Reviewed on Oct 2, 2025

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Discover the most popular places to visit in Marlboro

The Stone Church

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

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 Marlboro

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 Marlboro

Marlboro Hotel Deals

Colonel Williams Inn

Colonel Williams Inn

3 out of 5
111 Staver Road, Brattleboro, VT
$148 nightly
The price is $163 total per night from Nov 4 to Nov 5
$163 total
Nov 4 - Nov 5
Total with taxes and fees
9.6/10 Exceptional! (332 reviews)
"We had room one, it was very spacious and a fantastic view of the pond. The breakfast was homemade with two choices. It was delicious."

Reviewed on Oct 11, 2025

Colonel Williams Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
$140 nightly
The price is $157 total per night from Nov 10 to Nov 11
$157 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"

Reviewed on Oct 9, 2025

Hotel Downstreet, an Ascend Collection Hotel
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $107 total per night from Nov 2 to Nov 3
$107 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (528 reviews)
Autumn visit in Vermont 2025
"The internet was a bit intermittent on the first day I arrived, but it became more stable on my second day and there after. I didn't use the AC, had the window open the whole time, which was lovely; smelling the Vermont fresh air. The pillows were a bit full and hard but the bed seemed ok. It was ..."

Reviewed on Oct 9, 2025

Mountaineer Inn
See all 1,560 properties in Marlboro
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.

Marlboro Essential Information

Language
English
Currency
U.S dollars
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

How much does a Marlboro vacation package cost?
You can grab a vacation package to this destination from $929 on Expedia. But how much your vacation to Marlboro costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Marlboro?
If you'd like to book a cheap Marlboro vacation package, consider planning a trip in March, April and October. You'll usually find lower prices on accommodations and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Marlboro?
The ideal length of your Marlboro vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to check out all the main attractions and explore some hidden spots along the way.
How to find the best Marlboro package deals?
Bagging a cheap Marlboro package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most wallet-friendly Marlboro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Marlboro vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Marlboro vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Marlboro?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Marlboro adventure.
Does Expedia offer Book Now, Pay Later Marlboro vacation packages?
Jet off on your dream getaway to Marlboro with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up travel deals before they sell out.

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.