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Stockbridge

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Stockbridge Flights as Low as $809

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

Delta

Cheap Flights to Stockbridge

Fall in love at first flight with your vacation to Stockbridge 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 Stockbridge on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Stockbridge

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Stockbridge 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 Stockbridge?

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 Stockbridge are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Stockbridge?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 1 to choose from for your flight to Stockbridge.

What airport is best to fly into Stockbridge?

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

How much are flights to Stockbridge?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Stockbridge on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $809, 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 Stockbridge?

The trick to saving a stack of cash on your flight to Stockbridge? 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 $809 right now, why wait?

Stockbridge Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Airlines serving
American Airlines, Delta, United
Number of airlines serving
3
Roundtrip price
$808
Popular airline
United

Last Minute Hotel Deals in Stockbridge

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
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. ...
8.6/10 Excellent! (1,004 reviews)
Old time charm and hot tub under the stars

Reviewed on Dec 15, 2025

The Red Lion Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum ...
9.2/10 Wonderful! (85 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!

Reviewed on Oct 27, 2025

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,170 reviews)
Awesome for ski

Reviewed on Dec 14, 2025

Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (988 reviews)
Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful .

Reviewed on Dec 15, 2025

Holiday Inn & Suites Pittsfield-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! (1,005 reviews)
Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!

Reviewed on Dec 17, 2025

The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
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 ...
9/10 Wonderful! (788 reviews)
Nice room

Reviewed on Dec 9, 2025

Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
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. ...
9/10 Wonderful! (815 reviews)
The common areas were well cared for and clean. The room was much smaller than it appeared on the web. The property should be defined as a glorified motel.

Reviewed on Dec 13, 2025

Berkshires Untold
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
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 ...
9/10 Wonderful! (804 reviews)
Very clean. Nice amenities. Had everything you needed.

Reviewed on Dec 13, 2025

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