Stockbridge Holidays

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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 NZ$301 per night from 27 May to 28 May
NZ$301
per night
27 May - 28 May
8.8/10 Excellent! (887 reviews)
"Very comfortable beds. Quiet with very friendly staff. Wasn’t too thrilled with the antique bathtub, too high to step into safely for seniors."

Reviewed on 18 May 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 15 Mar. 2024

Rockspring by AvantStay | Huge Berkshires Estate
Stockbridge Home, Come Experience The Berkshires!
Stockbridge Home, Come Experience The Berkshires!
Stockbridge
10/10 Exceptional! (11 reviews)
Amazing stay, central location - highly recommend
"We have a lovely stay, house is super clean and has all you need to relax and enjoy the space. I loved the fact we could take our small dog with us to make it a lovely family’s vacation. The house is central to everything and all towns in the Berkshires which we appreciated so much. We will return ..."

Reviewed on 21 Apr. 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.

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.

Discover the most popular places to visit in Stockbridge

What to do in Stockbridge

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