A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Sheffield apartments

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

1. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
The price is €127
includes taxes & fees
1 Oct - 2 Oct
Cozy 1-bedroom studio in serene Great Barrington with AC
A sandy beach with a lake and forest in the background.

2. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (5 reviews)
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

3. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (52 reviews)
"Quaint very nice loved the space very cozy the hot tub was a nice touch I did use that a few times helped my sore back LOL everything went as expected I would stay here again"
United States
paul
The price is €216
includes taxes & fees
27 Sept - 28 Sept
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

4. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.2 out of 10, Wonderful, (5 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is €343
includes taxes & fees
27 Sept - 28 Sept
Hudson NY’S Country Serenity Guest Suite.
A covered outdoor seating area with two chairs and a view of a grassy landscape.

5. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Lenox
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
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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Top Sheffield Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Great location to Tanglewood, 11 min ride. Clean room, comfy beds, great shower. Loved the pool and hot tub. Breakfast was just okay. We went down 20 minutes before breakfast was to be closed and not much there to be had. I had to ask for a bagel and no waffles."
Wendy 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Sheffield

Sheffield Apartments information

Number of reviews
67
Accommodation
58 Apartments
Lowest Price
€127
Highest Price
€343

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 33 accommodation options. Though there aren't many apartments, we can help you search for similar accommodation. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— one of the conveniences often found in an apartment. Even filter by similar properties such as holiday homes, condos or cabins.
Why consider an apartment over a traditional hotel room?
Often offering more space than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travellers who want to stay in at night and plan out their next day.
What's the best apartment for a stay in Sheffield?
Listed below are some of the favourite apartments in the area to choose from: Cozy 1-bedroom studio in serene Great Barrington with AC: Located in Great Barrington , 5.6 mi/9.1 km from the heart of Sheffield. Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site . Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Located 19.5 mi/31.3 km away in Winsted . Free WiFi, a patio and a fireplace are included . Access to 1 hot tub is available on site . Cozy 1-bedroom apartment in old farm house in historic South Lee: Located in South Lee , 12 mi/19.4 km away. Includes a patio . Access to on-site laundry facilities is available on site . Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington , 5.9 mi/9.6 km from Sheffield. Includes free WiFi, a dining area and a Smart TV . Access to on-site laundry facilities is available on site .
What will the weather be like during my trip to Sheffield?
Although 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sheffield are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What are the must-see places to visit in Sheffield?
Housatonic River and Thom Reed UFO Monument Park are a couple of scenic spots to enjoy the outdoors, whereas Ashley House is one of the cultural attractions. Mount Everett State Reservation and Lime Kiln Farm Wildlife Sanctuary 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 save you time when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the city centre. Otherwise, look for flights into Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.