Marlboro Vacations from $637

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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 $854, price is now $637 per person
$637
per person
Feb 13 - Feb 18
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.4/10 Very Good! (822 reviews)
Our room was very clean. Comfy bed. Loved the uniqueness of this hotel! Will come again!

Reviewed on Dec 7, 2025

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Save 100% on your flight
Price was $2,886, price is now $2,062 per person
$2,062
per person
Feb 13 - Feb 18
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Ski slopes were accessible and pool was really nice.

Reviewed on Dec 27, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Save 100% on your flight
Price was $2,599, price is now $1,917 per person
$1,917
per person
Feb 8 - Feb 14
found 19 hours ago
Roundtrip flight included
Knoxville (TYS) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $966, price is now $726 per person
$726
per person
Feb 13 - Feb 18
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
Clean and spacious room. Check-in was quick and staff were kind and helpful.

Reviewed on Dec 24, 2025

Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Save 100% on your flight
Price was $4,519, price is now $3,605 per person
$3,605
per person
Feb 8 - Feb 14
found 19 hours ago
Roundtrip flight included
Knoxville (TYS) 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

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 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

Hogback Mountain Conservation Area

You can take time to visit Hogback Mountain Conservation Area during your travels to Marlboro. Take in the museums while you're in the area.

Hogback Mountain Conservation Area

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
$145 nightly
The price is $160 total per night from Jan 25 to Jan 26
$160 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
9.6/10 Exceptional! (340 reviews)
Delightful!

Reviewed on Nov 18, 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
Fully refundable
$124 nightly
The price is $138 total per night from Jan 27 to Jan 28
$138 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
Courteous staff

Reviewed on Dec 19, 2025

Hotel Downstreet, an Ascend Collection Hotel
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
$336 nightly
The price is $369 total per night from Jan 13 to Jan 14
$369 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.6/10 Excellent! (244 reviews)
Staff was friendly and helpful. Unfortunately Parking is off site - requires a shuttle service.

Reviewed on Dec 19, 2025

Mount Snow Grand Summit Resort
See all 1,595 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 $637 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.