Stockbridge Vacations from $509
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Your Stockbridge Vacation
Art, food, entertainment and more … It's all waiting for you with a Stockbridge vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's hard to forget. Any trip to Stockbridge has to include a little sightseeing. White River Golf Club is a popular place to begin exploring. Your perfect Stockbridge vacation is clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored just for you.
The Latest Stockbridge vacation packages
Price found within the past 48 hours. Click for updated prices.
Mountain Green Resort
$1,260
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Don't see what you're looking for?
See all available trips from Columbus to Stockbridge
View all tripsStay near popular Stockbridge attractions
Les Newell Wildlife Management Area
You can take time to visit Les Newell Wildlife Management Area during your travels to Stockbridge.
Belcher Library
After visiting Belcher Library, make a plan to see the other sights and activities in Gaysville.
Stockbridge Hotel Deals
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$128 nightly
$140 total
Sep 15 - Sep 16
Total with taxes and fees
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$167 nightly
$184 total
Sep 15 - Sep 16
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Our stay was ok, check in was good . Breakfast basic but ok. Ate in restaurant 1 night , good food, service and drinks . Things which could have been much better, sheets and towels were well worn and although clean, were grey and thin. Dispensers in shower didn’t work well , stains in toilet bowl ..."
Reviewed on Sep 13, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$739 nightly
$813 total
Sep 20 - Sep 21
Total with taxes and fees
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 Stockbridge Vacation Packages
Stockbridge Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lebanon Municipal Airport (LEB) |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Lakota Lake, White River Golf Club and Little Pico Mountain |
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Frequently asked questions
How much does a Stockbridge vacation package cost?
Offering great value package deals from $509 on Expedia, you'll be thrilled with how little a vacation to Stockbridge costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Stockbridge?
You can typically find reduced prices and greater availability in March, May and October. Explore our cheap Stockbridge vacation packages and you could get some great off-season deals.
How many days is enough for Stockbridge?
Generally, a handful of days is enough to visit the top attractions during your Stockbridge vacation. However, if you want to have some time to rest or go on day trips, consider extending your trip.
How to find the best Stockbridge package deals?
Landing a cheap Stockbridge package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Stockbridge package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Stockbridge vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Stockbridge vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Stockbridge?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Stockbridge escape.
Does Expedia offer Book Now, Pay Later Stockbridge vacation packages?
Your Stockbridge trip should be a relaxing escape from your busy life, not a source of money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
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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.
