Book Cheap Hotels in Sheffield

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Most frequently booked Sheffield hotels

Wilder House Berkshires

48 S Main Street Sheffield MA

0.5 km from city centre

CA $223

CA $249 total

Apr 19 - Apr 20

includes taxes & fees

Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary are located nearby.

Breakfast included

Parking included

Luxury Private Estate in the Berkshires | Whitney by AvantStay

Sheffield MA

2.12 km from city centre

Get rates

Book a stay at this family-friendly vacation home in Sheffield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Thom Reed UFO Monument Park and Three Mile Pond Wildlife Management Area are located nearby.

Kitchen

Washer

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Free cancellation

Reserve now, pay when you stay

34.46 km from city centre

CA $119

CA $164 total

May 13 - May 14

includes taxes & fees

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Pool

Hot tub

Berkshires Untold

194 Pittsfield Rd Lenox MA

Free cancellation

Reserve now, pay when you stay

31.44 km from city centre

CA $108

CA $121 total

Apr 26 - Apr 27

includes taxes & fees

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

Pet-friendly

Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee MA

Free cancellation

19.43 km from city centre

CA $157

CA $202 total

Apr 16 - Apr 17

includes taxes & fees

Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.

Pool

Air conditioning

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St Lee MA

Free cancellation

24.8 km from city centre

CA $137

CA $153 total

Apr 26 - Apr 27

includes taxes & fees

Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Tanglewood Music Center and National Shrine of the Divine Mercy are located nearby.

Breakfast included

Pet-friendly

The Red Lion Inn

30 Main Street Stockbridge MA

Free cancellation

Reserve now, pay when you stay

19.48 km from city centre

CA $185

CA $268 total

Apr 30 - May 1

includes taxes & fees

Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.

Pool

Spa

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd Lenox MA

33.41 km from city centre

Get rates

Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

Pool

Hot tub

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd Lenox MA

Free cancellation

Reserve now, pay when you stay

30.52 km from city centre

CA $203

CA $226 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.

Pool

Parking included

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See all available properties in Sheffield

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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.

Top hotels in Sheffield for Extended Stay

Suite 5 - Quiet and private accommodations in a country setting.

Spencertown NY

10/10 Exceptional! (1 review)

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.

Sheffield hotels essential information

Accommodation	1,299 hotels
Lowest Price	CA $121
Highest Price	CA $268
Popular hotels	Wilder House Berkshires, Luxury Private Estate in the Berkshires \| Whitney by AvantStay, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, Courtyard by Marriott Lenox Berkshires

Frequently asked questions

What are the top kid-friendly hotels in Sheffield?

Take some of the troubles out of traveling with little ones by staying in a family-friendly hotel in Sheffield. From fun amenities to extra-helpful services, these stays feature perks that'll make your trip run smoothly: Your entourage will enjoy their time at Berkshire Getaway Walk to Winery, Brewery or Distillery with Peloton!. A playground and animal viewing activities are among the things that help make this property a favorite. Winter in the Berkshires- warm and loved 3 bedroom home is another top place to stay. After a big day of exploring, return to your comfy room and perks like pet-friendly facilities and internet access.

Where can I find cheap hotels in Sheffield?

At Travelocity you'll find really nice hotels in Sheffield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sheffield rather than in Sheffield. We may find you even better rates, too.

How do I find the best Sheffield hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Sheffield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Sheffield?

The cheapest hotel in Sheffield is CA $121 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Sheffield?

There are 1,299 hotels in Sheffield on Travelocity.

What are the best hotels in Sheffield?

Sheffield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sheffield for you!

When is the best time to visit Sheffield?

If you want the joy of a fun-filled trip in peak season, visit Sheffield during February, March and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.

When is the cheapest time to stay in Sheffield?

Based on historic data is usually the cheapest month to visit Sheffield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Sheffield?

There are multiple hotels in Sheffield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sheffield. We have plenty of kid-friendly hotels in Sheffield to choose from on Travelocity!

Why book a hotel in Sheffield through Travelocity?

Because we have the top hotels in Sheffield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Sheffield on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.