Stockbridge Vacations

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Find the Best Stockbridge Vacation Packages

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
The price is ₩165,169 per night from Sep 7 to Sep 8
₩165,169
₩181,685 total
Sep 7 - Sep 8
includes taxes & fees
7/10 Good! (1,002 reviews)
"The staff was the best part of this stay. They were friendly and welcoming. The room was very spacious and comfortable for the price."

Reviewed on Aug 13, 2025

White River Inn and Suites
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is ₩567,692 per night from Sep 1 to Sep 2
₩567,692
₩685,533 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (531 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul 30, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is ₩238,360 per night from Aug 27 to Aug 28
₩238,360
₩277,922 total
Aug 27 - Aug 28
includes taxes & fees
8.6/10 Excellent! (802 reviews)
Get away to Vermont
"Nice get away spit in the country. Very clean and bed was comfortable. Fire pits were lite each night to sit out and enjoy. Short walk into town for shopping and eating. A market across the road was very convenient."

Reviewed on Aug 14, 2025

The Shire Woodstock
See all 2,066 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.

Frequently asked questions

How much does a Stockbridge vacation package cost?
Offering great value package deals 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?
The off-season is the best time to head to Stockbridge if you're on a budget. Another tip for scoring cheap Stockbridge vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Stockbridge?
The ideal length for your Stockbridge vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to check out all the major attractions and explore some hidden treasures along the way.
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.
How to plan a trip to Stockbridge?

  1. Pick your travel dates: The things you'd like to do in Stockbridge and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your accommodations, you should consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may come up during your trip to Stockbridge.
  3. Decide how many days away: Start by listing all the sights and activities you'd like to get to in Stockbridge. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Stockbridge vacation package that brings all your bookings together.

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