Photo of Stockbridge

About Stockbridge

A picture-perfect New England spot, Stockbridge evokes tranquil scenes of streets lined with clapboard houses, where rocking chairs creak on big verandas and heritage shopfronts are tucked behind leafy trees. Made famous by resident artist Norman Rockwell, the community is immensely popular with travellers looking to soak up the striking scenery and intriguing artsy history of the Berkshires. Quaint and pretty, the town offers some great accommodation options, including self-catering cottages and charming heritage inns fit for a range of budgets. The best places to stay in Stockbridge are laid-back and historic, perfectly in tune with the town’s vibe.

Head to the Norman Rockwell Museum to admire the largest collection of the artist’s work — including books, posters and magazines — as well as his studio. Other heritage sites of interest include Mission House, the Gilded Age Naumkeag Estate, and Chesterwood Estate, once the home and studio of Victorian sculptor Daniel Chester French. Step back in time at the Hancock Shaker Village Museum, not far from Stockbridge, or visit the museums of lovely Lenox.

Outdoorsy holidaymakers can hire bikes to cycle around the Berkshire Hills, go hiking in the 1300-acre Pleasant Valley Wilderness Sanctuary, or explore October Mountain State Forest. Follow a stretch of the Appalachian Trail through copses of hemlocks, spruces, birches and oaks, or enjoy canoeing, horse riding and wildlife-spotting. Stockbridge Golf Club is also a beautiful place for a round of golf.

Back in town, you’ll find shops and eateries aplenty. Don’t miss grabbing a drink at The Red Lion Inn — also one of the best places to stay in Stockbridge!

The Best Places to Stay in Stockbridge

For Families or Groups

  • The Red Lion Inn dates back to 1773, and is a wonderful choice for families or groups keen to stay in central Stockbridge and soak up its old-school charm. Highlights include an outdoor pool, onsite yoga and fitness centre, pet-friendly accommodation and multiple dining options — including a pub and tavern. Book a room in the main house, or stay in one of the generously-proportioned village residences, where there's space for the whole family!

For an intimate hideaway

  • The Inn at Stockbridge is a gorgeous B&B in a Georgian-style mansion. Many of the 16 romantic rooms and suites come with fireplaces and big whirlpool tubs. Unwind in six acres of gardens, take a dip in the pool and feast on gourmet, garden-grown breakfasts before heading out to explore. A tranquil couples' choice, complete with wine & cheese evenings.
  • The Stockbridge Country Inn offers eight charming suites with antique furnishings, chintz and pretty wallpapers. Within walking distance of the Norman Rockwell Museum and Chesterwood Estate, this is a great pick for history buffs looking to experience traditional Stockbridge. Expect 4 acres of verdant grounds and a swimming pool. Intimate and laid-back.


  • If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.


  • Fly to Albany International Airport, an hour's drive away, or to Boston's Logan International Airport, which is just over two hours from Stockbridge. There are regular buses from both airports, but journeys can be slow.
  • The Berkshires are great for a road trip! Contact our online partner Rentalcars if you would like to hire a car.
  • Travel during the summer months (June to August) for the warmest weather, but do be aware that this is peak season. Come in the spring (April - May) or autumn (September - October) for fewer crowds and great hotel deals. Expect bitterly cold winters!



Monthly Weather in Stockbridge

Best Hotels in Stockbridge

  • The Red Lion Inn, Stockbridge Stockbridge (Massachusetts) 108 rooms from AU$220

    Towelling robes
    Tennis  -  Four courts on site for all to use.
    Romantic  -  Good for couples.
    Views  -  Great views from hotel
    TennisSpaRestaurantSwimming PoolPet friendlyViewsParking

    1773 boutique welcomes guests with fireplace, grand piano and New England hospitality. Hop in the birdcage lift and enter old-world charm rooms with antique furnishings, large beds and modern bathrooms. Widow Bingham's Tavern and Lion's Den Pub both serve American dishes. A great countryside break. See More

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  • The Inn at Stockbridge Stockbridge 16 rooms from AU$375

    Great walks  -  Beautiful walks in the neary Berkshire Botanical Gardens.
    Sights nearby  -  Norman Rockwell Museum .
    Swimming Pool  -  Outdoor seasonal pool.
    Designer  -  Uniquely designed interiors.
    Air conditioningRestaurantSwimming PoolGardenPet friendlyParking

    A classic, Georgian-style House, set on six acres of beautiful gardens. Antique furnishing, elegant drapes and warm colours lend a romantic air to the suites. Gourmet breakfasts feature produce fresh from the kitchen garden. Unwind in style. See More

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  • The Stockbridge Country Inn Stockbridge 8 rooms from AU$438

    Romantic Break  -  With indulgent beds, private fireplaces and spoiling breakfasts in the sun, an ideal spot for those after grown-up romance
    Country Escape  -  Spend mornings exploring the beauty of the Berkshires countryside before lazy afternoons enjoying the pool and grounds
    Museums  -  For art lovers; the inn is the closest property to Norman Rockwell and Chesterwood Museums
    Sights nearby  -  In the area visit Naumkeag historic estate, Berkshire Botanical Garden, Mission House and The Mount - Edith Wharton's home
    Air conditioningSwimming PoolGardenDisabled accessParkingNo pets

    Idyllic 19th-century country house with sumptuous suites and outdoor pool. Quaint suites have been decorated to period perfection; think canopy beds, love seats, floral wallpapers and chintz draperies. Four acres of grounds ensure serene peace and quiet. Dream romantic country weekend material. See More

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