Stockbridge Vacations from $317

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:

    Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Stockbridge Vacation

When you book a Stockbridge vacation package, you can kick back and enjoy your getaway to the fullest. Uncover the highlights of this vibrant city knowing that all the travel planning has been taken care of in advance. Make your trip to Stockbridge even more enjoyable by going sightseeing. Tanglewood Music Center, National Shrine of the Divine Mercy and Norman Rockwell Museum are some of the popular attractions worth exploring. Don't delay exploring this city any longer. Your perfect Stockbridge vacation is a couple of clicks away with Expedia.

The Latest Stockbridge Vacation Packages

The Equinox Golf Resort & Spa
Hilton Garden Inn Albany Airport
Fairfield Inn & Suites by Marriott Albany Downtown
Park Manor Hotel
Club Wyndham Bentley Brook
Prices and availability subject to change. Additional terms may apply.

Stockbridge Essential Information

Language
English
Currency
U.S dollars
Population
2,300
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Norman Rockwell Museum, Ski Butternut and Bousquet Ski Area

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 $119 per night from Mar 24 to Mar 25
$119
$155 total
includes taxes & fees
Mar 24 - Mar 25
8.8/10 Excellent! (848 reviews)
"This is a hotel for a particular kind of person who’s looking for a historically immersive experience. The hotel is a rich combination of history, decor, and whimsical eclectic Decour that you would expect to find in a combination Of New England history, and Disney haunted mansion. For us, it was ..."

Reviewed on Mar 12, 2024

The Red Lion Inn
Rockspring by AvantStay | Huge Berkshires Estate
Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge
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 Mar 15, 2024

Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge Home, Come Experience The Berkshires!
Stockbridge Home, Come Experience The Berkshires!
Stockbridge
10/10 Exceptional! (9 reviews)
Family Winter Holiday Getaway
"Property was in good condition. Amenities were up to date and of good quality. Neighborhood was quiet and peaceful. Location is close proximity to other Berkshire communities besides Stockbridge. Dining options were plentiful in other communities besides Stockbridge."

Reviewed on Jan 17, 2024

Stockbridge Home, Come Experience The Berkshires!
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.

Explore other types of vacation packages

Frequently asked questions

How much does a Stockbridge vacation package cost?
Perhaps less than you might think — from a low $317, as a matter of fact! By bundling flights, hotels and car rentals into a custom-built package, your Stockbridge escape is just clicks away.
How do I get a cheap travel package to Stockbridge?
Book everything in one place with our Stockbridge vacation packages. We have deals on flights, hotels and more that’ll keep your travel budget happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to choose from, you have countless opportunities to mix and match as you want.
Where should I stay in Stockbridge?
With fascinating attractions such as National Shrine of the Divine Mercy and Norman Rockwell Museum in this neighborhood, look for a hotel situated near either one. Berkshire Botanical Garden is another Stockbridge sight that people flock to.
What are the top hotels in Stockbridge?
If it’s your first time in Stockbridge, reserve a room at Cabin - Artist’s Camp On Lake Mahkeenac or Stockbridge Cottage Minutes From Downtown Lenox. Both offer comfy beds and are top options with lots of travelers.
How far in advance should I book my Stockbridge vacation?
While not all air carriers advertise tickets early, you can normally look up international fares on Expedia up to a year in advance. This is the time you can score some fantastic bargains. If you’re booking last minute, you might still get lucky. Sometimes the lowest prices appear only weeks prior to departure.
What does an Expedia Stockbridge travel package include?
Rental cars, flights and hotels — we have them well covered. With Expedia, you can shape your Stockbridge travel package the way you like it. All you have to do is work out just what you need. Once you’ve made your booking, you can add on extras like tours and activities. The more you bundle, the bigger the savings!
What should I know before booking a Stockbridge travel package?
So many places to go, so many things to do. With a package, you’ll be able to check more of them off your list. Combine your flights, rental cars and hotels and make big savings.
Can I choose my airline with a Stockbridge Expedia vacation package?
Most definitely. We offer more than 550 airlines throughout the world, so you can tailor your Stockbridge trip according to your travel preferences.
If I'm not able to travel, can I cancel my Stockbridge vacation package?
You can. We totally understand that even the best-laid plans can fail, so we’re happy to help if you have to make changes to your Stockbridge vacation package. You may be able to change or cancel your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Stockbridge

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