Stockbridge Holiday Deals

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Stockbridge Holiday Package Deals

Love getaways but hate paperwork, online forms and details? Let's make things easy. At lastminute.com.au, we can combine your hotel bookings, airfares, hire cars and amazing activities into a simple package. You'll save heaps of cash and have more free time for #Stockbridge adventures!

If you act now, you can save around . Just think of the things you can do with that extra cash!

Craft a deal that's as individual as you are! You can mix and match from 400 airlines and 282,000 hotels.

Scared you'll spot a better deal? With our Price Pledge, if you find a lower price on your hotel or package within 24 hours of booking online, we'll match it by refunding you the difference.Terms and conditions apply.

Holidays in Stockbridge

According to some people, you can’t buy happiness. But you can buy a holiday in Stockbridge, and we reckon that's pretty damn close!

The population of this city is 2,000.

The state capital, Boston, lies 190 kilometres east of this destination, while Housatonic is located 5 kilometres southwest.

Some travellers are art lovers, while others haven't so much as glanced at a sculpture or painting since their early school years. Regardless of which camp you fall into, you're bound to find something that interests you in the impressive, surprising and sometimes challenging pieces at the Norman Rockwell Museum and the Schantz Galleries.

If you want to explore some history-filled sights, Naumkeag and the Chesterwood are brilliant places to begin. If that's not enough, continue on to Mission House.

Searching for answers to some of life's greatest questions? Make sure you visit National Shrine of the Divine Mercy, a historic place of worship.

Find out what's on at the Berkshire Theatre Festival, a top venue. There's not much like heading out for dinner and then seeing a show!

Hotels in Stockbridge

The sooner you lock in your Stockbridge hotel the sooner you'll be able to start planning your amazing new adventures! You'll discover more than 37 accommodations listed on lastminute.com.au.

Who said good service had to cost an arm and a leg? You'll have a peaceful night's shut-eye at an even better price at the Econo Lodge Lee - Great Barrington and the Sunset Inn. Or perhaps you'd rather indulge yourself in more luxurious surrounds? Then let the experienced staff at the 1862 Seasons on Main Bed and Breakfast and the Hampton Terrace Inn take care of your every need.

Top hotels for your Stockbridge holiday

Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay

Spacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay

Stockbridge MA
With a stay at this vacation home in Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Lenox Arts Center.
The house is large with great space inside and out. The beds and pillows were comfortable and the kitchen is functional. The location in between Stockbridge and Lenox was great. Cons: ladybug infestation upstairs was pretty disgusting, the dishwasher is in an odd location, and 2 of the doors accessible ...

Reviewed on 13 Apr 2026

Opens in a new windowSpacious Living, Covered Porch & Forest Setting | Beaver Creek by AvantStay
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$303 per night from 18 May to 19 May
AU$303
18 May - 19 May
includes taxes & fees
With a stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Lovely and historic property. Friendly staff and very comfortable room. Dinner and breakfast were wonderful. We are repeat visitors.

Reviewed on 11 May 2026

Opens in a new windowThe Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
The price is AU$516 per night from 26 May to 27 May
AU$516
26 May - 27 May
includes taxes & fees
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a ...
Opens in a new windowThe Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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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.

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^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.