Stockbridge Holidays

  • Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to €185 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

Top hotels in Stockbridge

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 €180 per night from 1 Dec to 2 Dec
€180
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (1,001 reviews)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. ..."

Reviewed on 20 Nov 2024

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 €128 per night from 24 Nov to 25 Nov
€128
includes taxes & fees
24 Nov - 25 Nov
9/10 Wonderful! (442 reviews)
"Staff were very friendly and the rooms were decorated adorably! We absolutely enjoyed our stay!"

Reviewed on 20 Nov 2024

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 €100 per night from 1 Dec to 2 Dec
€100
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,001 reviews)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on 18 Nov 2024

The Yankee, Trademark Collection by Wyndham
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 holiday package cost?
Perhaps less than you might think — from a low , 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 holiday 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 neighbourhood, 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 travellers.
How far in advance should I book my Stockbridge holiday?
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 holiday 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 holiday 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 holiday 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.

Popular places to visit

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