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Sheffield

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Sheffield Flights as Low as $125

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Sep 4 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$125 Roundtrip, found 5 hours ago
$125
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $125 found 5 hours ago
Breeze Airways
Thu, Sep 4 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$135 Roundtrip, found 5 hours ago
$135
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $135 found 5 hours ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$137 Roundtrip, found 6 hours ago
$137
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $137 found 6 hours ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $142 found 6 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $147 just found
JetBlue Airways
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$147 Roundtrip, found 1 hour ago
$147
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $147 found 1 hour ago
JetBlue Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$150 Roundtrip, found 6 hours ago
$150
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $150 found 6 hours ago
JetBlue Airways
Thu, Sep 4 - Fri, Sep 5
MCO
Orlando Intl.
ALB
Albany Intl.
$150 Roundtrip, found 17 hours ago
$150
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Fri, Sep 5, priced at $150 found 17 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $152 just found
American Airlines
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $167 found 1 hour ago
American Airlines
Tue, Oct 14 - Wed, Oct 22
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$193 Roundtrip, just found
$193
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 14 from Ronald Reagan Washington National to Albany Intl., returning Wed, Oct 22, priced at $193 just found
Delta
Wed, Sep 3 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$200 Roundtrip, found 17 hours ago
$200
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $200 found 17 hours ago
United
Fri, Sep 5 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$207 Roundtrip, found 6 hours ago
$207
Roundtrip
found 6 hours ago
Select United flight, departing Fri, Sep 5 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $207 found 6 hours ago
Bargain Flight
Wed, Sep 3 - Thu, Sep 4
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Sep 3 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Sep 4, priced at $222 found 3 days ago
Delta
Sat, Oct 18 - Thu, Oct 23
IAD
Washington Dulles Intl.
ALB
Albany Intl.
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 18 from Washington Dulles Intl. to Albany Intl., returning Thu, Oct 23, priced at $227 found 1 day ago
American Airlines
Fri, Oct 17 - Tue, Oct 21
BWI
Baltimore Washington Intl. Thurgood Marshall
ALB
Albany Intl.
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 17 from Baltimore Washington Intl. Thurgood Marshall to Albany Intl., returning Tue, Oct 21, priced at $324 found 1 day ago

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 September, 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 15 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 $125, 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 $125 right now, why wait?

Sheffield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$125

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! (29 reviews)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"

Reviewed on Aug 12, 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! (573 reviews)
I’d stay there again
"Everything was nice expect the “last guests” socks we found tangled in the pull out sofa bed."

Reviewed on Aug 17, 2025

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Berkshire Mountain Lodge
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! (687 reviews)
"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank ..."

Reviewed on Aug 18, 2025

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Berkshires Untold
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"nice place"

Reviewed on Aug 18, 2025

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Quality Inn
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! (1,008 reviews)
"Typical issues with old properties: failing latches, old windows, broken or missing pavers. Excessive wait times. Mediocre food service at excessive prices. Pet-friendly accommodations are good and convenient. Location makes up for almost all failings."

Reviewed on Aug 20, 2025

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The Red Lion Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
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! (785 reviews)
"The room was enormous didn't feel cramped at all like some hotels. There for one night, the pool looked pretty decent, didn't have time to try it out. The room had a fairly strong odor of old cigarette smoke. A deep cleaning would probably help. The carpet seemed fairly new, but felt as though it ..."

Reviewed on Aug 17, 2025

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Howard Johnson by Wyndham Lenox
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! (697 reviews)
"I wish I had known about this place when my kids were young. Perfect family, or adult only spot to unwind and relax in the mountains."

Reviewed on Aug 19, 2025

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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
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! (1,009 reviews)
"My stay was very good"

Reviewed on Aug 19, 2025

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The Yankee, Trademark Collection by Wyndham
See all 1,257 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.