
Stockbridge Holiday Packages
Save when you book Stockbridge package deals

Book your Stockbridge holiday
Want to save some bucks with Wotif?
Roll your flight and hotel bookings into one tidy package.
With your extra funds, the possibilities are endless in Stockbridge.
Your savings could reach if you lock in a package. And how do you do this? Simply mix and match from more than 550 airlines and 665,000 worldwide properties.
With Wotif's competitive prices, you'll be grabbing your passport and hitting the skies in no time.
Stockbridge Accommodation
It can sometimes be difficult trying to figure out which is the right place to stay when faced with so much choice. There are 37 accommodations in Stockbridge. Time to start looking.
Let's face it — you've earned this getaway, right? Why not splurge a little and treat yourself to a couple of nights in a classy room at the Blantyre (16 Blantyre Rd) or the Hampton Terrace Inn (91 Walker Street)? Wanting to keep more dollars in your pocket? With awesome budget options such as the Gateways Inn & Restaurant (51 Walker St) and The Briarcliff Motel (506 Stockbridge Road) to select from, you won't be left out in the cold.
Holidays to Stockbridge
Before you wave goodbye to the cat and climb in that taxi to the airport, it's good to know one or two things about where you're headed. Keep reading for a few useful Stockbridge pointers.Want to visualise where you'll be based? Stockbridge is situated 180 kilometres north of the notable city of New York.
If you're holidaying with the young ones and they're starting to get a little antsy, why not quiz them to see if they can tell you what the population of this area of The Berkshires is? (It's roughly 2 000 in case you're wondering yourself.)
Top Stockbridge hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Reviewed on 27 Oct 2025

The Red Lion Inn
We had a very nice experience staying at the Red Lion Inn. Our room was upgraded when checking in which was a nice surprise. The hotel was beautifully decorated for the season. We loved the cozy feel of the fireplace in the lobby especially on such a cold day.
Reviewed on 12 Dec 2025

Vacation Village in the Berkshires
Awesome for ski
Reviewed on 14 Dec 2025
