Marlboro Vacations from $861

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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.
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $970, price is now $861 per person
$861
per person
Mar 14 - Mar 17
found 4 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
9.2/10 Wonderful! (106 reviews)
So great all around!

Reviewed on Jan 4, 2026

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $1,228, price is now $1,065 per person
$1,065
per person
Apr 4 - Apr 8
just found
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Staff was great, location terrific, restaurant/bar very nice, room was really nice, kitchen well equipped

Reviewed on Jan 19, 2026

Mount Snow Lodging

Mount Snow Lodging

3 out of 5
Price was $1,215, price is now $1,056 per person
$1,056
per person
Apr 4 - Apr 8
just found
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The room hotel was very nice. The parking lot was very icy and snowy and the indoor hot tub had a lot of chlorine odor coming from it so we couldn't use that because we had a baby and it was too much smelling like chlorine. Great location though to go skiing

Reviewed on Apr 9, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,380, price is now $1,205 per person
$1,205
per person
Mar 14 - Mar 17
found 4 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Price was $2,008, price is now $1,756 per person
$1,756
per person
Mar 14 - Mar 17
found 4 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
7.8/10 Good! (28 reviews)
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.

Reviewed on Jun 26, 2025

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Discover the most popular places to visit in Marlboro

Vermont Church

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
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

Colonel Williams Inn

Colonel Williams Inn

3 out of 5
111 Staver Road Brattleboro VT
$151 nightly
The price is $167 total per night from Feb 3 to Feb 4
$167 total
Feb 3 - Feb 4
Total with taxes and fees
9.6/10 Exceptional! (343 reviews)
The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious.

Reviewed on Jan 19, 2026

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
Fully refundable
$126 nightly
The price is $140 total per night from Feb 10 to Feb 11
$140 total
Feb 10 - Feb 11
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Staff was pleasant and helpful, room spacey and all immaculate .

Reviewed on Jan 11, 2026

Hotel Downstreet, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road Stratton VT
$213 nightly
The price is $234 total per night from Feb 11 to Feb 12
$234 total
Feb 11 - Feb 12
Total with taxes and fees
7.6/10 Good! (955 reviews)
shuttle is convenient, breakfast view is nice

Reviewed on Jan 25, 2026

The Black Bear Lodge at Stratton Mountain Resort
See all 1,649 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 $861 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.