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Sheffield

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Sheffield Flights as Low as $116

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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 June, 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 14 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 $116, 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 $116 right now, why wait?

Sheffield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$116

Last Minute Hotel Deals in Sheffield

Wilder House Berkshires
Wilder House Berkshires
2 out of 5
48 S Main Street, Sheffield, MA
The price is $171 per night from May 6 to May 7
$171
includes taxes & fees
May 6 - May 7
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! (21 reviews)
"Bert was great - he really tried to help after the Expedia website (and app) made it impossible for me to cancel my trip (my wife and I came down with Influenza A). There was little he could do as I had booked through Expedia. I ended up paying full price and am finding it impossible to communicate ..."

Reviewed on Apr 14, 2025

Wilder House Berkshires
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $115 per night from May 4 to May 5
$115
includes taxes & fees
May 4 - May 5
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! (573 reviews)
Beautiful & Affordable!
"Excellent experience and gorgeous property! Will stay again next time we visit the Berkshires."

Reviewed on Apr 27, 2025

Life House Berkshires
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
The price is $134 per night from May 14 to May 15
$134
includes taxes & fees
May 14 - May 15
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! (627 reviews)
"Friendly staffs. Home away from home. No elevators (the only inconvenience)!"

Reviewed on Apr 28, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $120 per night from May 4 to May 5
$120
includes taxes & fees
May 4 - May 5
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! (1,002 reviews)
"I will always stay here when I visit Stockbridge. This is my second time staying here and both were excellent experiences. Thank you!"

Reviewed on May 2, 2025

The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
The price is $123 per night from May 18 to May 19
$123
includes taxes & fees
May 18 - May 19
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! (1,002 reviews)
"Staffs were very friendly especially the lady ( I apologize I didn't get her name) in the breakfast buffet was super nice. The accommodations were dated but was very comfortable and clean. The room was well maintained."

Reviewed on Apr 29, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $211 per night from May 4 to May 5
$211
includes taxes & fees
May 4 - May 5
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! (1,003 reviews)
"we stayed in the Stevens house. The driveway could use some attention."

Reviewed on Apr 30, 2025

The Red Lion Inn
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $91 per night from May 4 to May 5
$91
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (387 reviews)
"Receptionist was excellent. The room had the smell of an old building so we opened the windows to air it out and then it was fine. A night stand was damaged so we informed the receptionist but overall we were comfortable."

Reviewed on Apr 27, 2025

The Constance, The Whitlock, & The Dewey By The Lenox Collection
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is $77 per night from May 4 to May 5
$77
includes taxes & fees
May 4 - May 5
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (719 reviews)
"Comfortable"

Reviewed on Apr 27, 2025

Howard Johnson by Wyndham Lenox
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.