Stockbridge Vacations from $630

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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.
Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was $851, price is now $630 per person
$630
per person
Dec 12 - Dec 16
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.8/10 Excellent! (507 reviews)
They are in the middle of up keep on the place so that’s good keep up the good work !!!!it’s a good place small room just needs a decent amount of maintenance…creaky floors !!! old charm for some … ehh…if u didn’t know the area well id imagine …..u rent a room and then u bring food to room to find out theres no fridge or microwave so thats kinda a bummer our room had new electronic locks. Freshly painted everywhere inside and out the beds we’re comfortable and shower/ tub was decent long shared porch and there is a big hang spot so if ur with a group it would be good nice pool in summer… In the end this place is not the best but defiantly not the worst.

Reviewed on Oct 9, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,358, price is now $991 per person
$991
per person
Dec 19 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Springfield (VSF)
8.8/10 Excellent! (823 reviews)
Loved the rockers on the porch

Reviewed on Oct 8, 2025

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,709, price is now $1,313 per person
$1,313
per person
Dec 19 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rutland (RUT)
8.6/10 Excellent! (1,003 reviews)
Pleasant check in. My room was adequate. Everything basically worked but was worn.

Reviewed on Oct 9, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,384, price is now $1,079 per person
$1,079
per person
Dec 19 - Dec 25
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rutland (RUT)
7.4/10 Good! (1,004 reviews)
Best place in Killington!

Reviewed on Sep 30, 2025

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $1,076, price is now $861 per person
$861
per person
Dec 12 - Dec 16
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
8.8/10 Excellent! (223 reviews)
Great place to stay!

Reviewed on Sep 25, 2025

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Stockbridge Hotel Deals

White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive, White River Junction, VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Nov 2 to Nov 3
$121 total
Nov 2 - Nov 3
Total with taxes and fees
6.8/10 (1,009 reviews)
"Ok"

Reviewed on Oct 4, 2025

White River Inn and Suites
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (839 reviews)
"We arrived later in the evening so we did not actually interact with staff in person, however, the communication with staff through text worked great. We stayed in the River House and the room was very nice, clean and comfortable. We enjoyed the adirondack chairs outside of our room overlooking the ..."

Reviewed on Oct 4, 2025

The Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night from Nov 10 to Nov 11
$494 total
Nov 10 - Nov 11
Total with taxes and fees
9.2/10 Wonderful! (536 reviews)
"Very nice property. Would love to visit again."

Reviewed on Oct 7, 2025

Woodstock Inn & Resort
See all 2,039 properties in Stockbridge
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.

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 $630 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.