an itinerary to create a wishlist, no login required! Find your favourites here.
Call us today from 09:00 – 17:30 020 8106 2403 Start Planning
Trustpilot
Excellent / 4.9 out of 5

Luxury Stockbridge Holidays

There is no question too small. Start planning your dream trip by talking to our Destination Specialists

Start Planning -or- Call us Now

Stockbridge lies amid the picturesque Berkshire Mountains in Berkshire County, Massachusetts, about a two-hour drive from Boston. The Berkshires are a popular holiday destination, particularly for lovers of the outdoors. There are a number of hiking, cycling and cross-country skiing trails here, and plenty of birds to spot. The town of Stockbridge was founded in 1734. Today, it is primarily known for being the former home of painter Norman Rockwell. The Norman Rockwell Museum houses over 500 of his paintings. Chesterwood, the former estate and studio of sculptor Daniel Chester French, is a National Historic Landmark. The town is steeped in history. The Red Lion Inn was founded in 1773 and past guests include three former Presidents, Bob Dylan and John Wayne. Merwin House is a well maintained 1820s Federal-style home, while the Bidwell House Museum offers a glimpse into life here in the 18th century.

Expert Tips

Stockbridge
Stockbridge

You might also like these

We think you might also like to take a look at these destinations. If you’d like some advice, our Destination Specialists will be able to find something that is right for you.
Stockbridge

USA

Let's Chat

We have answers to all your questions.
Start planning your dream trip by talking to our Destination Specialists
Call now
Start planning

Sign up for our newsletter

Receive the latest travel inspiration and destination news.
Stockbridge

Three Easy Steps to a Tailor-made Holiday

1. Browse

Look through our website for inspiration, then call our Travel Consultants

2. Create

Discuss your wish list with us, and we’ll use our knowledge to design a unique itinerary for you

3. Customise

We’re committed to refining your itinerary until we’ve created the perfect personalised trip for you
020 8106 2403 Call us today from 09:00 – 17:30

The Hayes & Jarvis Way

Since 1952, our travel experts have been traversing the world to connect you with the very best our 60+ destinations have to offer. Tell us what your dream trip entails and we will craft it for you with precision and passion.

Passionate Experts

Like you, we love to travel and explore. Over the years, we’ve honed our skills to create the most authentic travel experiences for you.

Personalised Journeys

We tailor each itinerary specifically for you. Tell us your travel dreams, and we’ll work together to create a perfect trip for you.

Safety & Reliability

We ensure a hassle-free and safe experience with reliable partners. You’ll also have a personal and dedicated trip coordinator, backed by 24/7 support in case of emergencies while you’re travelling.

Fully Protected

You and your holiday are in safe hands with us so you can book with confidence and travel worry-free.