Book Cheap Hotels in Sheffield
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Sheffield
Most frequently booked Sheffield hotels

Wilder House Berkshires
48 S Main Street, Sheffield, MA
0.5 km from city centre
Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary are located nearby.
Breakfast included
Parking included

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
9.19 km from city centre
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free cancellation
Reserve now, pay when you stay
33.36 km from city centre
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Free cancellation
Reserve now, pay when you stay
19.43 km from city centre
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
31.44 km from city centre
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
27.95 km from city centre
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Pet-friendly

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
33.41 km from city centre
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
19.48 km from city centre
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
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.
Top hotels in Sheffield for Extended Stay

Suite 1 - Quiet and private accommodations in a country setting.
Spencertown
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.
Sheffield hotels essential information
Accommodation | 1,237 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Wilder House Berkshires, Quality Inn, Howard Johnson by Wyndham Lenox, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, The Constance by the Lenox Collection, The Yankee, Trademark Collection by Wyndham, The Red Lion Inn, Prospect Berkshires |
Frequently asked questions
Recent Sheffield hotel reviews by fellow wanderers

The Constance by the Lenox Collection
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Had a fantastic stay, love this property. Cant wsit to go back"
A verified traveller stayed at The Constance by the Lenox Collection
Hotels near…
Areas of Sheffield
More ways to wander
Most popular
Hotels
Cheap Hotels in Palm SpringsCheap Hotels in Grand ForksCheap Hotels in Great FallsCheap Hotels in Palm DesertCheap Hotels in WatertownCheap Hotels in FargoCheap Hotels in WorcesterCheap Hotels in ProvincetownCheap Hotels in HonoluluCheap Hotels in DuluthMyrtle Beach All Inclusive Resorts & HotelsCheap Hotels in Niagara FallsCheap Hotels in BangorCheap Hotels in KalispellCheap Hotels in Burlington
Flights