Marlboro Vacations from $747

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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.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $888, price is now $747 per person
$747
per person
Jul 9 - Jul 13
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.6/10 Excellent! (883 reviews)
Great location downtown near good restaurants. The hotel is old and full of character and history. Microwave, good shower, many cable TV channels, refrigerator, elevator- all in good order. With a cinema and restaurant in the lobby. We watched a movie (The Sheep Detectives).

Reviewed on May 29, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,873, price is now $1,546 per person
$1,546
per person
Jul 9 - Jul 13
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
9.4/10 Exceptional! (578 reviews)
Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel.

Reviewed on May 22, 2026

Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $2,797, price is now $2,414 per person
$2,414
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
10/10 Exceptional! (1 review)
A beautiful location. Hosts were amazing. Clean and tastefully decorated. My only criticism would be to add ports for charging cell phones and computers. Otherwise, it was incredible. We highly recommend this location!

Reviewed on May 24, 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 $980, price is now $865 per person
$865
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
8.6/10 Excellent! (854 reviews)
I’ve stayed here with my two daughters multiple times and it’s always incredible.

Reviewed on May 17, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $1,060, price is now $944 per person
$944
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

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Discover the most popular places to visit in Marlboro

Vermont Church

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 Country Club

Enjoy a round of golf in Brattleboro at Brattleboro Country Club. Amble around the area's riverfront, or seek out its ski slopes.

Brattleboro Country Club

What to do in Marlboro

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
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 Marlboro

Marlboro Hotel Deals

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$154 nightly
The price is $172 total per night from Jun 1 to Jun 2
$172 total
Jun 1 - Jun 2
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Room was newly completed and fresh."

Reviewed on May 25, 2026

Hotel Downstreet, an Ascend Collection Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $134 total per night from Jun 7 to Jun 8
$134 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (985 reviews)
"The staff was very friendly."

Reviewed on May 29, 2026

Hampton Inn Brattleboro
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
$159 nightly
The price is $175 total per night from Jun 29 to Jun 30
$175 total
Jun 29 - Jun 30
Total with taxes and fees
8.6/10 Excellent! (268 reviews)
"Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful"

Reviewed on May 2, 2026

Grand Summit Resort, A Vail Resorts Property
See all 1,626 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.

Find the Best Marlboro Vacation Packages

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 $747 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.