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Cheap Flights to Sheffield

Fall in love at first flight with your vacation to Sheffield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Sheffield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Sheffield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Sheffield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sheffield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ALB airport.

What is the cheapest month to fly to Sheffield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Sheffield are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sheffield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Sheffield.

What airport is best to fly into Sheffield?

When you’re planning your trip to Sheffield, convenience is the name of the game. Luckily, Sheffield Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your Sheffield must-do list.

How much are flights to Sheffield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sheffield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Sheffield?

The trick to saving a stack of cash on your flight to Sheffield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Sheffield Flight Information
Destination airport
Sheffield
Destination airport IATA code
ALB

Last Minute Hotel Deals in Sheffield

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street, Sheffield, MA
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 ...
9.6/10 Exceptional! (35 reviews)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."

Reviewed on Sep 25, 2025

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Wilder House Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (662 reviews)
"Very convenient set up of both room and kitchen, resort very easy to navigate."

Reviewed on Sep 28, 2025

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

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

3.5 out of 5
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (740 reviews)
"Clean property with plenty to do!"

Reviewed on Sep 28, 2025

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

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (737 reviews)
"Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat."

Reviewed on Sep 29, 2025

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Berkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,009 reviews)
"The room was spectacular! The entire facility was available to us, with wonderful sitting rooms, tables to play games. room service, a pool that is heated 365 days a year, and a history that would blow you away! Dining on the premises and a lovely gift shop."

Reviewed on Sep 27, 2025

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The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,021 reviews)
"The staff was helpful, friendly. Nice location. The room was very clean and quiet, but so much of the place is brown. Brown carpet, brown paneled walls, brown chair, brown furniture, brown lamps. A minor detraction, but I look at hotel decor with a discerning eye and I like things to be less ..."

Reviewed on Sep 29, 2025

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The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
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 ...
9/10 Wonderful! (1,013 reviews)
"We stayed for a romantic Anniversary Trip. We upgraded to the best room available and a bit caught off guard. All the pictures are real, but we'll call it "selective framing" made it look a bit more upscale than it is. The staff were all super friendly and knowledgeable. They left us a coupon in ..."

Reviewed on Sep 29, 2025

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The Yankee, Trademark Collection by Wyndham
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street, Pittsfield, MA
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and Guido's Marketplace are ...
9.4/10 Exceptional! (45 reviews)
"Easy to find nice staff very clean facility"

Reviewed on Sep 27, 2025

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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
See all 1,258 properties in Sheffield
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.