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
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Sheffield apartments

Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (6 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 CA $224
CA $286 total
includes taxes & fees
Jul 7 - Jul 8
The Brooks Motel: Exceptional Suite
Pool

Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
8.8 out of 10, Excellent, (3 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is CA $291
CA $555 total
includes taxes & fees
Jul 8 - Jul 9
Hudson NY’S Country Serenity Guest Suite.
Desk, iron/ironing board, WiFi, bed sheets

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 CA $213
CA $272 total
includes taxes & fees
Jul 7 - Jul 8
The Brooks Motel: Exceptional 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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Spacious. Good coffee machine. Easy parking, check in and out."
phyllis 2-night trip
Posted 3 hours ago
Berkshire Mountain Lodge

Find out more about Sheffield

Sheffield Apartments information

Number of reviews
8
Accommodation
58 Apartments
Lowest Price
CA $272
Highest Price
CA $555

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?
Here are some of the more popular apartments in the area: Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts: Includes Smart TVs. Access to onsite laundry facilities is available on site. Cozy 1-bedroom studio in serene Great Barrington with AC: Located 5.6 mi/9.1 km away in Great Barrington. Free WiFi, private balconies, and Smart TVs are included. Access to onsite 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, private patios, and fireplaces are included. Access to a hot tub 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, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site.
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 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 Bartholomew's Cobble 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.

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