Stockbridge Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €350 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Stockbridge
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is €168 per night from 30 Apr to 1 May
€168
30 Apr - 1 May
includes taxes & fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
The price is €319 per night from 10 May to 11 May
€319
10 May - 11 May
includes taxes & fees
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is €79 per night from 4 May to 5 May
€79
4 May - 5 May
includes taxes & fees
9/10 Wonderful! (916 reviews)
Great hotel!
Reviewed on 26 Apr 2026
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.
Popular places to visit
National Shrine of the Divine Mercy
Learn about the local history of Stockbridge when you spend time at National Shrine of the Divine Mercy. While you're in the area, stroll along the lakeside.
Naumkeag Museum
You can spend time studying the exhibits at Naumkeag Museum in Stockbridge. While you're in the area, stroll along the lakeside.
Berkshire Botanical Garden
Explore the great outdoors at Berkshire Botanical Garden, a lovely green space in Stockbridge. While you're in the area, stroll along the lakeside.
Explore a world of travel with Expedia
- 4 Star Hotels in Chester
- 4 Star Hotels in Granville
- 4 Star Hotels in Western Massachusetts
- Alford Hotels
- Becket Hotels
- Cabin Rentals in Cheshire
- Cheshire Hotels
- Apartments in Chesterfield
- Dalton Hotels
- Drury Hotels
- Apartments in Granville
- Cheap Hotels in Great Barrington
- Hotels with Spa in Great Barrington
- Great Barrington Hotels
- Hotels with Spa in Hancock
- Hancock Hotels
- Hotels near Jacob's Pillow
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Kennedy Park
- Apartments in Lee
- Historic Hotels in Lee
- Lee Hotels
- Cheap Hotels in Lenox
- Lenox Hotels
- Hotels near National Shrine of the Divine Mercy
- Cabin Rentals in October Mountain State Forest
- Otis Hotels
- Luxury Hotels in Pittsfield
- Hotels with Spa in Pittsfield
- Pittsfield Hotels
- Plainfield Hotels
- Richmond Hotels
- Russell Hotels
- Savoy Hotels
- Cabin Rentals in Sheffield
- Southfield Hotels
- Stockbridge Hotels
- Hotels near Tanglewood Music Center
- Cabin Rentals in The Berkshires
- Cottages in The Berkshires
- Boutique Hotels in The Berkshires
- Cheap Hotels in The Berkshires
- Hotels with Spa in The Berkshires
- West Stockbridge Hotels
- Cabin Rentals in Western Massachusetts
- Castles in Western Massachusetts
- Luxury Hotels in Western Massachusetts
- Williamstown Hotels
- Windsor Hotels
- Becket Land Trust Historic Quarry
- Visit Sherwood Forest
- Visit Becket
- Berkshire Botanical Garden
- Charlemont Federated Church
- Charlemont Holidays
- Charles H. Baldwin & Sons
- Visit Cheshire
- Chesterfield Holidays
- Chesterwood
- Visit Great Barrington
- Visit Hancock
- Lee Holidays
- Visit Lee
- Romantic Holiday Packages The Berkshires
- Mclennan Reservation
- Visit Middlefield
- National Shrine of the Divine Mercy
- Naumkeag Museum
- Otis Holidays
- Visit Pittsfield
- Rowe Holidays
- Visit South Lee
- Visit Southampton
- Springfield Holidays
- Studio 21 South
- Tanglewood Music Center
- Visit Western Massachusetts
- White Barn Studio
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
