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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare Apartments in Sheffield with updated reviews, rates, and availability.

Wilder House Berkshires
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (17)
"I’m a returning guest. The house is always charming, welcoming, comfortable and clean! The owner is very accommodating. "
The price is AED 545
AED 608 total
includes taxes & fees
23 Mar - 24 Mar
Wilder House Berkshires
Race Brook Lodge
Exterior

Race Brook Lodge

2.0 star property
8.4 out of 10, Very Good, (31)
"Amazing experience in every aspect!"
Race Brook Lodge
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.
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Other property types in Sheffield

Antique Farmhouse Totally Restored
Exterior

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (86)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
Antique Farmhouse Totally Restored
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (5)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
The price is AED 1,855
AED 3,187 total
includes taxes & fees
17 Mar - 18 Mar
Guesthouse Cabin vacation rentals in Berkshire County
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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.

Frequently asked questions

What's it like to stay at an apartment in Sheffield?
You’ll find plenty of places to stay in Sheffield with 29 accommodations. Though there aren’t many apartments, we can help you find similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or cabins.
Why should you consider an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment for my stay in Sheffield?
Below are some of the favorite apartments in the area to choose from: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 5.9 mi/9.6 km from the heart of Sheffield. Includes free WiFi, separate dining areas, and Smart TVs. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Located 19.1 mi/30.8 km away in Winsted. Free WiFi, private patios, and private yards are included. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: It’s situated in Lee, 14.7 mi/23.6 km away. Includes private patios and fireplaces. 51 Church Street, Lenox MA - One Bedroom Unit: 17.5 mi/28.2 km away in Lenox. The Studio mini home away from home in the Berkshires: It’s located in Lee, 14.7 mi/23.7 km from Sheffield. Includes private patios.
What will the weather be like in Sheffield?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Sheffield. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in Sheffield?
Housatonic River and Mount Everett State Reservation are a couple of scenic spots to enjoy the outdoors, whereas Ashley House is one of the cultural attractions. Magnolia Bluffs Casino and Thom Reed UFO Monument Park are other places to visit while you’re in town.
What's the best way to get to and around Sheffield?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.