Marlboro Vacations from $570

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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 $771, price is now $570 per person
$570
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (860 reviews)
If you love retro/vintage/history/ quiet and pet friendly this place is wonderful for a short stay and lowkey weekend. So many cool local businesses and delicious food. We went for a show at the stone church- walking distance from hotel! And everything we could have needed was easily accessible. They have a bar downstairs and a movie theatre in the hotel! All rooms have record players and vinyls to play with more available. Big rooms. “Dated” but it’s keeping with the retro style- very clean and neat. Only negatives were the parking lot (really small but we got a spot! There’s plenty of on street parking and a nearby parking garage as well). Staff was so friendly and helpful! This would be a great “staycation” or mom night away as well. Stop at some of the amazing thrift/vintage/2nd hand stores for books, music, clothes and more. If you’re a crafter, Bobbins’and Skeins and Beadnik are great places to take a look at. I’d definitely come back!

Reviewed on Mar 30, 2026

Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,320, price is now $930 per person
$930
per person
Jun 15 - Jun 19
found 1 hour ago
Roundtrip non-stop flight included
Austin (AUS) to Springfield (VSF)
10/10 Exceptional! (110 reviews)
Clean and cozy room, excellent breakfast, and very friendly host.

Reviewed on Feb 22, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,156, price is now $969 per person
$969
per person
May 20 - May 24
found 13 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Springfield (VSF)
8.8/10 Excellent! (917 reviews)
Everything was great.

Reviewed on Apr 8, 2026

Luxury 6br Solitude Ge- Indoor Bball Court, Private Tub 6 Bedroom Home by RedAwning

Luxury 6br Solitude Ge- Indoor Bball Court, Private Tub 6 Bedroom Home by RedAwning

3.5 out of 5
Price was $4,217, price is now $3,606 per person
$3,606
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Springfield (VSF)
No reviews
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $2,437, price is now $2,116 per person
$2,116
per person
May 20 - May 24
found 13 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Springfield (VSF)
9.2/10 Wonderful! (570 reviews)
Always an Amazing time when we stay here. Property well maintained, staff is super friendly and the food here is above and beyond. Did I mention I got married here 👍👍

Reviewed on Apr 5, 2026

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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 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 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
$156 nightly
The price is $172 total per night from May 13 to May 14
$172 total
May 13 - May 14
Total with taxes and fees
Colonel Williams Inn
The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!

Brattleboro VT
$239 nightly
The price is $268 total per night from Apr 27 to Apr 28
$268 total
Apr 27 - Apr 28
Total with taxes and fees
10/10 Exceptional! (2 reviews)
Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )

Reviewed on Jan 11, 2026

The Studio with a View. Bring your dog, too!
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$130 nightly
The price is $145 total per night from May 11 to May 12
$145 total
May 11 - May 12
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Nice staff comfy bed nice views

Reviewed on Apr 8, 2026

Hotel Downstreet, an Ascend Collection Hotel
See all 1,581 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 $570 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.