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

Apartments in Sheffield

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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
9.8 out of 10, Exceptional, (6 reviews)
"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"
United States
Deborah S.
The price is NZ$246
includes taxes & fees
12 Oct - 13 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)
"Amazing apartment! Clean, large, close walk to downtown Great Barrington. Joseph was an incredible host - accurate description, great communication. Will definitely be back!"
United States
Marc R.
The price is NZ$564
includes taxes & fees
1 Oct - 2 Oct
Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

3. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is NZ$336
includes taxes & fees
30 Sept - 1 Oct
The Brooks Motel: Exceptional Suite
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

4. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (8 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is NZ$352
includes taxes & fees
30 Sept - 1 Oct
The Brooks Motel: Exceptional Suite
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

5. 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, (53 reviews)
"Clean property, very cute. Also very small. Cable/tv access was challenging, but all on all a good experience"
United States
traci
The price is NZ$418
includes taxes & fees
30 Sept - 1 Oct
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.

6. 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 NZ$654
includes taxes & fees
1 Oct - 2 Oct
Hudson NY’S Country Serenity Guest Suite.
A covered outdoor seating area with two chairs and a view of a grassy landscape.

7. 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
The price is NZ$546
includes taxes & fees
30 Sept - 1 Oct
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

Berkshires Untold

Berkshires Untold

8/10 Good
"A very good place to stay"
Madhavi R 1-night trip
Posted 1 hour ago
Berkshires Untold

Find out more about Sheffield

Sheffield Apartments information

Number of reviews
82
Accommodation
53 Apartments
Lowest Price
NZ$246
Highest Price
NZ$654

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 32 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 5.9 mi/9.6 km away in Great Barrington . Free WiFi, a dining area and a Smart TV are included . 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. Suter Farm 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.