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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Sheffield apartments

Interior

1. Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature

Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Otis
The price is €293
includes taxes & fees
24 Aug - 25 Aug
Quintessential Berkshire Escape - Artist Home, Tucked Away in Nature
Smart TV, books

2. 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 €395
includes taxes & fees
9 Sept - 10 Sept
Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center
Beach nearby, sun-loungers, beach towels

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

Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake
Great Barrington
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful visit. They were so accommodating and great location to downtown. We’ll stay again!"
United States
Kristin O.
The price is €249
includes taxes & fees
8 Sept - 9 Sept
Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake
Desk, iron/ironing board, WiFi, bed sheets

4. 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 €170
includes taxes & fees
11 Aug - 12 Aug
The Brooks Motel: Exceptional Suite
Terrace/patio

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, (50 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is €190
includes taxes & fees
11 Aug - 12 Aug
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Desk, iron/ironing board, WiFi, bed sheets

6. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (6 reviews)
The price is €179
includes taxes & fees
11 Aug - 12 Aug
The Brooks Motel: Exceptional Suite
Pool

7. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.0 out of 10, Wonderful, (4 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is €342
includes taxes & fees
9 Sept - 10 Sept
Hudson NY’S Country Serenity Guest Suite.
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
"Just there one night, everyone on the property was very friendly and helpful. The room was very clean and beds were comfortable. Breakfast was as expected for this type of stay. Would definitely come again."
Craig 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Sheffield

Sheffield Apartments information

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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 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 . Hotel-like Balcony Suite—View—Private Wing&Entry—Ensuite Bath—Walk to Town, Lake: Located 6.6 mi/10.6 km away in Great Barrington . Free WiFi, a balcony and a Smart TV are included . Modern Copake Falls Getaway: It's situated in Copake Falls , 8.4 mi/13.5 km away. Includes a patio and a fireplace .
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. Magnolia Bluffs Casino and Three Mile Pond Wildlife Management Area 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.