Book Hotels in Sheffield, MA
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Sheffield hotels

Guesthouse Cabin vacation rentals in Berkshire County
Reviewed on Aug 27, 2025

Wilder House Berkshires
Reviewed on Oct 9, 2025

Berkshires Untold
Reviewed on Oct 17, 2025

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Reviewed on Oct 15, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Reviewed on Oct 15, 2025

The Yankee, Trademark Collection by Wyndham
Reviewed on Oct 18, 2025

Berkshire Mountain Lodge
Reviewed on Oct 19, 2025

The Red Lion Inn
Reviewed on Oct 12, 2025

Howard Johnson by Wyndham Lenox
Reviewed on Oct 15, 2025
Sheffield Hotel & Travel Guide\n
Searching for accommodation in the heart of Sheffield? Sheffield lists 3 hotels and apartments, all within an easy commute to the town center.
Found within driving distance of Sheffield, are the The Egremont Village Inn and Locust Tree Bed and Breakfast.
14 miles (23 kilometers) away from the center of Sheffield, you will find the Rock Hall Luxe Lodging. Alternatively, the Rookwood Inn is situated 18 miles (30 kilometers) away. Alternatively, you may wish to make a booking at the Gateways Inn & Restaurant or the Hampton Terrace Inn.
While you are in Sheffield, be sure to visit more of what Western Massachusetts has to offer. Check out Western Massachusetts's history museums and you can also enjoy the region's mountains. Intrepid visitors may involve themselves in skiing here.
30 miles (51 kilometers) to the north of Sheffield, you will reach Lanesborough, which is home to Mount Greylock State Reservation Visitor Center and Skyline Country Club. When you want to spend a night or two in Lanesborough, be sure to check out the The Weathervane Motel and Lanesborough Country Inn. Or, you could stay in Williamstown, 40 miles (64 kilometers) to the north of Sheffield, where you can pick from the The Spring's Inn and Berkshire Hills Country Inn. The Williams College and Williams College Museum of Art are some more frequented attractions to experience for those visiting Williamstown.
Just because you are far from home, doesn't have to mean you shouldn't expand your love of a day watching sports. You will find Times Union Center 45 miles (69 kilometers) to the northwest of Sheffield. For visitors who would like the convenience of checking in to a room close to the game, book a room in the Hilton Albany or TownePlace Suites by Marriott Albany Downtown/Medical Center.
If you're traveling through Bradley International Airport and are hoping to find somewhere to stay in the area, why not consider Sheraton Hartford Hotel at Bradley Airport or Holiday Inn Express & Suites Bradley Airport.
Frequently asked questions
Recent Sheffield hotel reviews by fellow wanderers

Berkshire Mountain Lodge
Explore More Ways to Travel with Travelocity
- Hotels near Tyringham Cobble
- Sandisfield Hotels
- Hotels near McLennan Reservation
- Hotels near Lake Mansfield Park
- Hotels near National Shrine of the Divine Mercy
- Farmstay in Mill River
- Cabins in Mill River
- Cottages in Mill River
- Mill River Hotels
- Vacation Homes in Mill River
- Apartments in New Marlborough
- Cabins in New Marlborough
- Cottages in New Marlborough
- Cheap Hotels in New Marlborough
- Luxury Hotels in New Marlborough
- Pet Friendly Hotels in New Marlborough
- New Marlborough Hotels
- Lodges in New Marlborough
- Vacation Homes in New Marlborough
- Apartments in South Egremont
- B&B in South Egremont
- Cabins in South Egremont
- Extended Stay Hotels in South Egremont
- Beach Resorts & in South Egremont
- Pet Friendly Hotels in South Egremont
- Ski Resorts and in South Egremont
- South Egremont Hotels
- Inns in South Egremont
- Motels in South Egremont
- The Berkshires Hotels
- Hotels near Chesterwood
- Hotels near Housatonic River Walk
- Hotels near Umpachene Falls Park
- Hotels near Les Trois Emme Winery
- Hotels near Berkshire Botanical Garden
- Tyringham Hotels
- Stockbridge Hotels
- Hotels near Mahaiwe Performing Arts Center
- Hotels near Ski Butternut
- Housatonic Hotels
- Hotels near Naumkeag Museum
- Hotels near Ashintully Gardens
- 4 Star Hotels in Great Barrington
- 5 Star Hotels in Great Barrington
- Farmstay in Great Barrington
- Apartments in Great Barrington
- B&B in Great Barrington
- Cabins in Great Barrington
- Cottages in Great Barrington
- Extended Stay Hotels in Great Barrington
- Guest Houses in Great Barrington
- Beach Resorts & in Great Barrington
- Boutique Hotels in Great Barrington
- Casino Resorts & in Great Barrington
- Cheap Hotels in Great Barrington
- Gay Friendly Hotels in Great Barrington
- Golf Resorts & in Great Barrington
- Historic Hotels in Great Barrington
- Hotels with Pools in Great Barrington
- Hotels with Hot Tubs in Great Barrington
- Hotels with an Indoor Pool in Great Barrington
- Hotels with smoking rooms in Great Barrington
- Hotels on the Lake in Great Barrington
- Luxury Hotels in Great Barrington
- Pet Friendly Hotels in Great Barrington
- Romantic Getaways & Hotels in Great Barrington
- Ski Resorts and in Great Barrington
- Spa Resorts & in Great Barrington
- Great Barrington Hotels
- Inns in Great Barrington
- Motels in Great Barrington
- Vacation Homes in Great Barrington
- South Lee Hotels
- Monterey Hotels
- Alford Hotels
- Hotels near Norman Rockwell Museum
- Cottages in Southfield
- Southfield Hotels
- Inns in Southfield
- Lodges in Southfield
- Motels in Southfield
- Hotels near Bidwell House Museum
- Hotels near W.E.B. Du Bois Boyhood Homesite
- Hotels near Magnolia Bluffs Casino