Sheffield accommodation from NZ$231

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

Flexibility matters
24/7 support, so you can book with confidence

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Check hotel availability in Sheffield

Tonight
Check prices in Sheffield for tonight, 6 Jul - 7 Jul
6 Jul - 7 Jul
Tomorrow night
Check prices in Sheffield for tomorrow night, 7 Jul - 8 Jul
7 Jul - 8 Jul
Next weekend
Check prices in Sheffield for next weekend, 12 Jul - 14 Jul
12 Jul - 14 Jul

Sheffield stays as unique as you are

Private Holiday Rentals

Bed & Breakfast

Top hotel deals in Sheffield

Race Brook Lodge

Race Brook Lodge

2 out of 5
864 S Undermountain Rd, Sheffield, MA
5.52 km from city centre
Stay at this hotel in Sheffield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Everett State Reservation and Mount Riga State Park are located nearby.
Pool
Housekeeping
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is NZ$440 per night
NZ$440
per night
9 Jul - 10 Jul
19.48 km from city centre
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pet-friendly
Spa
Free cancellation
Reserve now, pay when you stay
Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is NZ$274 per night
NZ$274
per night
8 Jul - 9 Jul
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 Lenox Collection

The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is NZ$250 per night
NZ$250
per night
9 Jul - 10 Jul
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 helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is NZ$326 per night
NZ$326
per night
8 Jul - 9 Jul
24.8 km from city centre
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Pet-friendly
Breakfast included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is NZ$261 per night
NZ$261
per night
31 Jul - 1 Aug
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.
Free cancellation
Reserve now, pay when you stay
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
The price is NZ$231 per night
NZ$231
per night
21 Jul - 22 Jul
23.11 km from city centre
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Lee Library are located nearby.
Breakfast included
Housekeeping
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is NZ$336 per night
NZ$336
per night
8 Jul - 9 Jul
34.46 km from city centre
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Hot tub
Pool
Free cancellation
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
The price is NZ$363 per night
NZ$363
per night
15 Jul - 16 Jul
19.44 km from city centre
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Free cancellation
Don't see what you're looking for?
See all available properties in Sheffield
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.

Accommodation In Sheffield

Planning to spend time in The Berkshires? Wotif will sort you out with a small range of options situated within a 10 kilometres radius of Sheffield's downtown area.

Hotels on Wotif within 10 kilometres of Sheffield include the Egremont Village Inn and Locust Tree Bed and Breakfast.

18 kilometres from the centre of Sheffield is the Manor House Bed & Breakfast. Alternatively, the Blackberry River Inn is 14 kilometres away. You could also choose to make a booking at the Pilgrim Inn or the Econo Lodge Lee - Great Barrington.

Once you have got to know Sheffield, why don't you explore a bit more of the area? The Western Massachusetts vicinity has many other things to offer tourists. Western Massachusetts offers mountains and rolling hills. Popular Western Massachusetts visitor draws include the history museums. Or spend some time skiing and cross-country skiing while you're here.

Stockbridge is 20 kilometres to the north of Sheffield and is where you'll find the Norman Rockwell Museum, Naumkeag and Chesterwood. Should you wish to stay in Stockbridge, be sure to check out the Federal House Inn and Pleasant Valley Motel West Stockbridge. 30 kilometres to the north of Sheffield, you'll also find Lenox, which is home to the Cornell Inn, Lenox and Hampton Inn & Suites Berkshires Lenox. If you stay in Lenox, be sure to explore the Shakespeare and Company and Tanglewood Music Center.

Visitors planning on arriving via Bradley International Airport may plan to book some accommodation at the Sheraton Hartford Hotel at Bradley Airport or the DoubleTree by Hilton Hotel Hartford - Bradley Airport, both of which are a short drive away.

Sheffield hotels essential information

Accommodation
1,142 hotels
Lowest Price
NZ$231
Highest Price
NZ$440
Popular hotels
Race Brook Lodge , The Red Lion Inn, Life House Berkshires, The Lenox Collection, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Yankee, Trademark Collection by Wyndham, Quality Inn, Berkshire Mountain Lodge, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

New reviews! Best hotels in Sheffield

The Yankee, Trademark Collection by Wyndham
Perfect Location, Great Rooms & Excellent Service
5 / 5
The Yankee has a variety of comfortable, spacious, clean rooms to suit the different needs of our various out-of-state family members when returning home for events. The staff are always very accommodating and helpful with any requests we may have. My husband and I now live in Florida, so having access to an indoor pool for swimming year-round is pleasant. We were quite disappointed to note the weekday hot breakfast items consisted of only the same two items every day: scrambled eggs (decent) and brown and serve pre-cooked and microwable "sausage links" that did not agree with several people in our party and no one ate them the rest of the week. Before this became a Wydham "Collection" Property, it was The Yankee Inn, and the hot weekday breakfast was always exemplary. There were different items offered on different days, potatoes, bacon, eggs and real sausage, all of which were freshly cooked not just heated from frozen.
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Nearby cities

Near an Attraction

Hotels near an airport

More accommodations in Sheffield

Top hotels

^Eligibility requirements and conditions apply