Stockbridge Vacations

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Stockbridge Hotel Deals

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 ¥18,806 per night from Oct 21 to Oct 22
¥18,806
per night
Oct 21 - Oct 22
9/10 Wonderful! (1,000 reviews)
"Reasonable, convenient, clean, includes breakfast."

Reviewed on Sep 23, 2024

The Yankee, Trademark Collection by Wyndham
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 ¥32,763 per night from Oct 1 to Oct 2
¥32,763
per night
Oct 1 - Oct 2
8.8/10 Excellent! (991 reviews)
"Lovely old hotel with excellent bar and restaurant. Central to all Berkshire sights. Room clean and well-appointed; wonderful shower; lobby and many nooks in which to curl up with drink and a good book… Ambassador felines Jane and Jack make Red Lion Inn feel like home."

Reviewed on Sep 18, 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 ¥20,251 per night from Sep 29 to Sep 30
¥20,251
per night
Sep 29 - Sep 30
9/10 Wonderful! (398 reviews)
Ny new favorite hotel in the Berkshires !
"Woa, this place is nice ! It used to be a motel, but do NOT deter you. Everything was impeccable and gorgeous. I ate breakfast and dinner at the restaurant and sat on the patio for a couple hours reading. Everything was just lovely ! Beautiful garden style patio with comfortable furniture. Elegant ..."

Reviewed on Sep 25, 2024

Life House 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 vacation 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 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.