Hotels in Stockbridge

Search over 1,202 hotels from $79

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Top Rated Stockbridge Hotels

Don't see what you're looking for?
See all available properties in Stockbridge
View all properties
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.

Luxury Hotels in Stockbridge

Pet Friendly Stockbridge Hotels

    The Red Lion Inn

    The Red Lion Inn

    30 Main Street, Stockbridge, MA
    8.6/10 Excellent! (779 reviews)
    The Inn at Stockbridge

    The Inn at Stockbridge

    30 East Street, Stockbridge, MA
    9.6/10 Exceptional! (90 reviews)

Where should you stay in Stockbridge?

What are some of the best hotels for a stay with my family in Stockbridge?

Book one of these family-friendly hotels in Stockbridge. Conroy's B&B is a 3.5-star B&B with an outdoor pool, free parking, and free breakfast. You and your family can also consider The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, a 4.5-star B&B with free parking, free breakfast, and laundry facilities.

What are the best hotels in central Stockbridge?

These are some of our travelers' favorite hotels in the center of Stockbridge:

  • The Red Lion Inn is a 3.5-star hotel with a full-service spa, 3 restaurants, and free WiFi.
  • Tanglewood Suites is a B&B offering free breakfast, free WiFi, and free parking.

While you're here, you may want to grab some grub or libations at the bars historic Stockbridge is known for. Sights to visit in the heart of Stockbridge include Naumkeag Museum, National Shrine of the Divine Mercy and Norman Rockwell Museum.

What are the best hotels to stay near Norman Rockwell Museum?

There's no finer way to kick off your Stockbridge vacation than with an excursion to Norman Rockwell Museum. This frequently visited collection of precious artworks is only 1 mile from the city center and on the to-do list of many travelers. If it's nighttime fun you're looking for, Berkshire Theatre Festival promises an enjoyable evening. Stay someplace just moments away, like Greek Revival Style Farmhouse Circa 1820. It's only 0.4 miles from Norman Rockwell Museum. Other great choices are Completely Renovated Historic Home in the Heart of the Berkshires, 0.6 miles away, and Stockbridge Country Inn, 0.6 miles away. In search of more things to keep you entertained while you're in the area? Naumkeag is worth squeezing onto your to-do list.

Stockbridge hotels essential information

1,202 hotels
Lowest Price
Highest Price
Popular hotels
The Red Lion Inn, Tanglewood Suites, Rockspring by AvantStay | Huge Berkshires Estate, The Yankee, Trademark Collection by Wyndham, Jiminy Peak Mountain Resort, Life House Berkshires, Seven Hills Inn, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, Howard Johnson by Wyndham Lenox, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Hotel On North

Recent Reviews