Stockbridge Holiday Packages

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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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 2 Feb to 3 Feb
AU$190
2 Feb - 3 Feb
includes taxes & fees
Berkshire Mountain Lodge: Business-friendly lodge with free WiFi and free parking. Located next to a golf course.
Great kitchen! Helpful staff, very convenient location.

Reviewed on 21 Jan 2026

Opens in a new windowBerkshire Mountain Lodge
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 AU$312 per night from 12 Feb to 13 Feb
AU$312
12 Feb - 13 Feb
includes taxes & fees
The Red Lion Inn: Pet-friendly hotel with free WiFi and an outdoor pool. Located near skiing.
The room was large, clean and comfortable. The breakfast was good and the staff was great. The hotel is a little bit quaint which I enjoy and why I go there. The only issue was the shower took a while for the water to heat up.

Reviewed on 22 Jan 2026

Opens in a new windowThe Red Lion Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 2 Feb to 3 Feb
AU$183
2 Feb - 3 Feb
includes taxes & fees
Vacation Village in the Berkshires: Family-friendly condo with free WiFi and free parking. Located near skiing.
Everything was great, the staff, the room, and the amenities. We will be coming back.

Reviewed on 25 Jan 2026

Opens in a new windowVacation Village in the Berkshires
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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.