Stockbridge Holidays

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Your Stockbridge Holiday

When an adventure in the city is calling your name, answer it with a holiday package to Stockbridge. With all your travel needs organised before you go, all you have to do here is focus on enjoying yourself. If taking in sights is on the agenda during your trip to Stockbridge, swing by major attractions like Tanglewood Music Centre, National Shrine of the Divine Mercy and Norman Rockwell Museum. Stop daydreaming and start doing. Check out the many options on Expedia today and finally put your Stockbridge holiday plans in motion!

Stockbridge Essential Information

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

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
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, 3 restaurants and a full-service spa. Our guests praise the pool and the restaurant in their ...
8.8/10 Excellent! (865 reviews)
"What a pleasure to have the opportunity to stay in an historic inn such as the Red Lion."

Reviewed on 13 Apr 2024

The Red Lion Inn
Rockspring by AvantStay | Huge Berkshires Estate
Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge, Massachusetts
Stay at this holiday home in Stockbridge. Enjoy free WiFi, private pools and on-site parking. Popular attractions National Shrine of the Divine Mercy and Tanglewood ...
8.8/10 Excellent! (10 reviews)
Great stay in Stockbridge!
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"

Reviewed on 15 Mar 2024

Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge Home, Come Experience The Berkshires!
Stockbridge Home, Come Experience The Berkshires!
Stockbridge, Massachusetts
Stay at this holiday home in Stockbridge. Enjoy WiFi, on-site parking and a garden. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music ...
10/10 Exceptional! (10 reviews)
Cozy family February break
"The hosts have made this ranch house into an artsy, cozy place for families to rest and relax! Plenty of space for family hang outs and game playing, but also enough rooms for tweens or teens to get away and have alone time. Beautiful spaces throughout. We would have loved to enjoy the backyard space ..."

Reviewed on 11 Mar 2024

Stockbridge Home, Come Experience The Berkshires!
See all 1,231 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Stockbridge holiday with Expedia?
Choose Expedia to plan your next big adventure with ease, all in one convenient place. Our insider tip for scoring the best deal on a Stockbridge retreat? Bundle your flights, hotel and/or hire car into a package holiday. Then add a few fun tours and activities. Most bookings also include flexible cancellation policies, so there’s no need to worry if you have to switch up your itinerary. Round-the-clock help with cancelling and amending your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Stockbridge?
Stockbridge is at its busiest in February, March and April. If you’re hoping for a more relaxed getaway, go there in November, December and January. Organise your escape to Stockbridge according to what type of holiday you want. January is the coolest time of year, when average daytime temperatures are -5ºC. In July, the warmest month, you can expect temperatures of around 21ºC during the day.
What is the top hotel for my holiday in Stockbridge?
Unwind in Stockbridge by choosing Boston Park Plaza as your home base and gateway to adventure and fun.
How do I get a cheap holiday to Stockbridge?
Secure flights that fit your busy schedule, add a hotel room to your booking and watch the savings stack up with a Stockbridge holiday. It’s that simple! From hotels and flights to hire cars and tours, Expedia makes travelling cheaply a cinch. And with over 400 airlines and 321,000 hotel options throughout the world to select from, you won’t be short of choice. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Stockbridge holiday?
There are lots of places to visit while on your holiday in Stockbridge. Tanglewood Music Centre, National Shrine of the Divine Mercy, Ski Butternut and Norman Rockwell Museum are some of this city’s most popular attractions.
What is the best area to stay in when on holiday in Stockbridge?
There’s so much to do in Stockbridge, so stay close to its best attractions and maximise your time sightseeing. National Shrine of the Divine Mercy is one place to put on your itinerary.
Do I need a visa for my Stockbridge holiday?
Look up the latest rules on official government websites. Your nationality and whether you’re visiting for study, business or leisure will determine if you’ll require a visa for Stockbridge. Make yourself familiar with the application process, including any required documentation, fees and turnaround times. Submit your application well in advance to allow plenty of time for processing. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Stockbridge holiday?
Consider the activities planned during your holiday in Stockbridge and create a travel wardrobe that you can easily mix and match. For fashion inspiration or information on any dress codes, browse style blogs or relevant social media accounts. Daytime temperatures in January, Stockbridge’s coolest month, average around -5ºC. July marks this city’s warmest month when the average daily temperature reaches 21ºC. Our tip? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Stockbridge holiday include?
It all comes down to what type of trip you want to have. Stockbridge holiday deals can include car hires, hotels and flights. You can mix and match to create the bundle that suits you. You can also add on activities and experiences after you’ve booked to get even bigger discounts. Discover a wide range of property types and select one that suits the size of your group. The most in-demand holiday rentals here are private holiday homes and cottages. With Expedia, you can easily design your Stockbridge escape however you like.
Does Expedia offer Book Now, Pay Later Stockbridge holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply pick the payment plan that suits best during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that suit all budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: When you spot an incredible deal but your budget doesn’t quite go that far, Klarna’s no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Stockbridge Expedia holiday?
Yes, you can. Expedia has access to more than 400 partner airlines around the world, so opt for the carrier that best fits your budget and travelling style.

Discover the most popular places to visit in Stockbridge

Image for Norman Rockwell Museum

Norman Rockwell Museum

5/5(1 review)

You can spend time browsing the exhibits at Norman Rockwell Museum during your trip to Stockbridge. Wander the lakeside in this quaint area.

Norman Rockwell Museum
Image for National Shrine of the Divine Mercy

National Shrine of the Divine Mercy

3/5(1 review)

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
Image for Naumkeag Museum

Naumkeag Museum

You can enjoy some culture when you stop by Naumkeag Museum in Stockbridge. While you're in the area, stroll along the lakeside.

Naumkeag Museum

Unmissable things to do in Stockbridge

Image for Stockbridge Showdown MA Scavenger Hunt

Stockbridge Showdown MA Scavenger Hunt

£21
Per adult
Stockbridge Showdown MA Scavenger Hunt
See all activities in Stockbridge

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.