Stockbridge Holidays

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Your Stockbridge Holiday

Our Stockbridge holiday packages let you create your own adventure. Tailor your getaway to your needs and interests and make every moment count in this lively city. Make your trip to Stockbridge even more enjoyable by going sightseeing. Tanglewood Music Centre, National Shrine of the Divine Mercy and Norman Rockwell Museum are among the leading attractions you'll want to explore. Your perfect Stockbridge holiday is a few clicks away. Search accommodation, flights and more on Expedia for a trip that's tailored to suit your travel style.

Stockbridge Holiday

Stockbridge Essential Information

Language
English
Currency
U.S dollars
Population
2,300
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Ski Butternut, Catamount Ski Area and Norman Rockwell Museum

Our pick of the best Stockbridge Hotel Deals

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 14 Apr to 15 Apr
AU$280
includes taxes & fees
14 Apr - 15 Apr
8.8/10 Excellent! (1,002 reviews)
"Great place if you’re a history buff"

Reviewed on 27 Mar. 2025

The Red Lion Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 13 Apr to 14 Apr
AU$172
includes taxes & fees
13 Apr - 14 Apr
9/10 Wonderful! (537 reviews)
"Excellent stay at this beautiful property!"

Reviewed on 25 Mar. 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 7 Apr to 8 Apr
AU$157
includes taxes & fees
7 Apr - 8 Apr
9/10 Wonderful! (1,002 reviews)
"We highly recommend it!! My husband go there often for work and we usually stayed there. Very nice place!!"

Reviewed on 28 Mar. 2025

The Yankee, Trademark Collection by Wyndham
See all 1,319 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Stockbridge holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Stockbridge costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Stockbridge?
If you’re hoping to snag a cheap Stockbridge holiday package, consider travelling in January, February and March. You’ll usually find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Stockbridge?
Usually, a handful of days is enough to explore the major sights during your Stockbridge holiday. But if you want to have time to kick back or go on day tours, consider extending your itinerary.
Is it worth booking a holiday package to Stockbridge?
Stockbridge is a good holiday destination with attractions like National Shrine of the Divine Mercy among the many things to keep you entertained. Whether you’re travelling with the family or getting away with friends, a Stockbridge holiday promises fun for everyone.
How to find the best Stockbridge package deals?
Use Expedia’s filter tool to help you find some terrific Stockbridge package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or browse for Stockbridge package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Stockbridge holiday as a package?
You can enjoy significant savings on your Stockbridge break by booking a customised holiday package. Click on the “Package” heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Stockbridge?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Stockbridge trip.
How to plan a trip to Stockbridge?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Stockbridge.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to put aside for your trip to Stockbridge. Then, choose a hotel that works with your budget, whether that’s an affordable stay or a lavish getaway.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Stockbridge. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Stockbridge holiday package.

Discover the most popular places to visit in Stockbridge

National Shrine of the Divine Mercy

Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.

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