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Accommodations in Sheffield You’ll Love

Affordable, Top-Rated Places to Stay in Sheffield – For Every Budget

Looking for accommodation in Sheffield (Massachusetts)? Discover a wide range of places to stay starting at just $51.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Sheffield accommodation today!

We found 14 Accommodations in Sheffield and the surrounding area (within 40 miles)

Quality Inn in Great Barrington, USA

Quality Inn

Inn in Great Barrington near Sheffield, Massachusetts , 372 Main Street
Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA.
  • Parking
  • Family rooms

Very good 451 Reviews 8.4

from $74.54 Show details »

Wainwright Inn in Great Barrington, USA

Wainwright Inn

B&B in Great Barrington near Sheffield, Massachusetts , 518 Main Street
Wainwright Inn offers accommodations in Great Barrington, 14 miles from Tanglewood Musical Center and 14 miles from Tanglewood. 9.3 miles from Norman ...
  • Parking
  • Family rooms
  • Kid meals

Fabulous 45 Reviews 8.6

from $191.40 Show details »

The Mill River Cabin with Fireplace and River View! in Mill River, USA

The Mill River Cabin with Fireplace and...

Holiday home in Mill River near Sheffield, Massachusetts
The Mill River Cabin with Fireplace and River View! is located in Mill River, just 8 miles from Great Falls and 8.2 miles from Canaan Village Historic...
  • Parking
  • Pets allowed

Exceptional 6 Reviews 10.0

from $283.34 Show details »

Cozy Great Barrington Home about 1 Mi to Ski Resort! in Great Barrington, USA

Cozy Great Barrington Home about 1 Mi to...

Holiday home in Great Barrington near Sheffield, Massachusetts
Cozy Great Barrington Home about 1 Mi to Ski Resort! is located in Great Barrington, just 14 miles from Cranwell Spa & Golf Club and 14 miles from Tan...
  • Parking

Good 1 Reviews 7.0

from $487.09 Show details »

East Rock Inn in Great Barrington, USA

East Rock Inn

Motel in Great Barrington near Sheffield, Massachusetts , 304 State Road
Located in Great Barrington, within 8.9 miles of Norman Rockwell Museum and 13 miles of Cranwell Spa & Golf Club, East Rock Inn provides accommodation...
  • Parking
  • Family rooms
  • Allergy-free room

Fabulous 171 Reviews 9.0

from $154.29 Show details »

Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining in Great Barrington, USA

Half Moon by AvantStay 4BR Cabin w Large...

Holiday home in Great Barrington near Sheffield, Massachusetts
Half Moon by AvantStay 4BR Cabin w Large Deck Yard w Patio Outdoor Dining offers accommodations in Great Barrington, 11 miles from Norman Rockwell Mus...
  • Pets allowed

Good 1 Reviews 7.0

from $299.28 Show details »

Skiing and Hiking Water-View Home in the Berkshires in Sheffield, USA

Skiing and Hiking Water-View Home in the...

Holiday home in Sheffield, Massachusetts
Skiing and Hiking Water-View Home in the Berkshires is located in Sheffield, just 19 miles from Cranwell Spa & Golf Club and 20 miles from Tanglewood ...
  • Parking

Fabulous 3 Reviews 9.0

from $343.72 Show details »

The Freeman- 14K SF Estate 40acrs Tennis Vineyard in Sheffield, USA

The Freeman- 14K SF Estate 40acrs Tennis...

Villa in Sheffield, Massachusetts , 1379 Bow Wow Road
Featuring water sports facilities, The Freeman- 14K SF Estate 40acrs Tennis Vineyard provides accommodations in Sheffield.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Exceptional 1 Reviews 10.0

from $82.00 Show details »

Whitney by AvantStay Private Berkshires Estate in Sheffield, USA

Whitney by AvantStay Private Berkshires...

Holiday home in Sheffield, Massachusetts
Whitney by AvantStay Private Berkshires Estate is located in Sheffield, just 18 miles from Tanglewood Musical Center and 19 miles from Tanglewood.
  • Parking
  • Pets allowed

no reviews

from $233.53 Show details »

Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 in New Marlborough, USA

Berkshire Vacation Rentals: Peaceful Pos...

Holiday home in New Marlborough near Sheffield, Massachusetts , Hartsville Mill River Road 1089
Berkshire Vacation Rentals: Peaceful Post and Beam Loft Sleeps 9 offers accommodations in New Marlborough, 15 miles from Norman Rockwell Museum and 17...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 9.5

from $261.02 Show details »

Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town in Great Barrington, USA

Berkshire Vacation Rentals: Great Barrin...

Holiday home in Great Barrington near Sheffield, Massachusetts , Lake Avenue 16
Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town is located in Great Barrington, just 14 miles from Cranwell Spa & Golf Club and...
  • Parking
  • Pets allowed

No reviews yet 1 Reviews 1.0

from $436.37 Show details »

Charming barn in the heart of the Berkshires in New Marlborough, USA

Charming barn in the heart of the Berksh...

Apartment in New Marlborough near Sheffield, Massachusetts , 822 Mill River Southfield Road
Charming barn in the heart of the Berkshires offers accommodations in New Marlborough, 18 miles from Norman Rockwell Museum and 21 miles from Cranwell...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $51.00 Show details »

COZY GUESTHOUSE Minutes Away From Hiking! in New Marlborough, USA

COZY GUESTHOUSE Minutes Away From Hiking...

Apartment in New Marlborough near Sheffield, Massachusetts , 96 Norfolk Rd
COZY GUESTHOUSE Minutes Away From Hiking! is located in New Marlborough, just 19 miles from Norman Rockwell Museum and 21 miles from Cranwell Spa & Go...
  • Parking
  • Family rooms

Exceptional 2 Reviews 9.5

from $64.00 Show details »

Wilder House Berkshires in Sheffield, USA

Wilder House Berkshires

B&B in Sheffield, Massachusetts , 48 South Main Street
Wilder House Berkshires offers accommodations in Sheffield, 20 miles from Tanglewood Musical Center and 20 miles from Tanglewood.
  • Parking

Exceptional 92 Reviews 9.5

from $179.08 Show details »

Number of Accommodations in Sheffield 14
Number of guest ratings 96
Average price per night $262.00
Lowest price per night $51,00
Highest price per night $4.626,94

Top 10 Most Popular Accommodations in Sheffield

Explore the Most Popular Accommodations in Sheffield – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Sheffield

Discover the Cheapest Accommodations in Sheffield – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Sheffield

Check out the Most Booked Accommodations in Sheffield – Based on Guest Popularity.

Discover Sheffield – Your Guide to the Best Places to Stay

Planning a trip to Sheffield? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Sheffield offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Sheffield, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Sheffield, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Sheffield

To find the perfect place to stay in Sheffield, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com