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Stockbridge

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Stockbridge Flights as Low as $137

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

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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 January, 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 16 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 $137, 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 $137 right now, why wait?

Stockbridge Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$137

Last Minute Hotel Deals in Stockbridge

The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $144 per night from Jan 12 to Jan 13
$144
includes taxes & fees
Jan 12 - Jan 13
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! (1,002 reviews)
"Loved the location and the history of this property."

Reviewed on Dec 31, 2024

The Red Lion Inn
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 $115 per night from Jan 13 to Jan 14
$115
includes taxes & fees
Jan 13 - Jan 14
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! (1,003 reviews)
Excellent stay
"Friendly, helpful management & staff. Excellent breakfast, made to order omelettes. Quiet. great pool & jacuzzi. Clean."

Reviewed on Jan 4, 2025

The Yankee, Trademark Collection by Wyndham
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $99 per night from Jan 20 to Jan 21
$99
includes taxes & fees
Jan 20 - Jan 21
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! (465 reviews)
"We love this property! We’ve stayed there two times so far and have had an great experience each time. The rooms are clean. The vibe is very sophisticated, and the food at the restaurant is out of this world. The staff is friendly and helpful. What more could you ask for in the Berkshires?!"

Reviewed on Jan 2, 2025

Life House Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $94 per night from Jan 12 to Jan 13
$94
includes taxes & fees
Jan 12 - Jan 13
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 ...
8/10 Very Good! (1,003 reviews)
"Check in and check out was very easy. The location was quiet and peaceful for a weekend getaway like we needed after the holidays. The location was perfect for visiting Great Barrington and within walking distance of downtown. When we got there, my husband opened the door saying it was the nicest ..."

Reviewed on Jan 4, 2025

Quality Inn
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $111 per night from Jan 9 to Jan 10
$111
includes taxes & fees
Jan 9 - Jan 10
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (715 reviews)
"Everything awesome"

Reviewed on Jan 4, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 $120 per night from Jan 8 to Jan 9
$120
includes taxes & fees
Jan 8 - Jan 9
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 ...
8.8/10 Excellent! (1,006 reviews)
"Nice breakfast room, nice lake"

Reviewed on Jan 5, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $147 per night from Jan 27 to Jan 28
$147
includes taxes & fees
Jan 27 - Jan 28
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (579 reviews)
"I don't have 1 negative thing to say about this place. The staff was friendly, the room and public spaces were clean. Fun place to brings kids, lots to do."

Reviewed on Jan 4, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is $216 per night from Jan 7 to Jan 8
$216
includes taxes & fees
Jan 7 - Jan 8
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,750 reviews)
"So enjoyed this property and all the staff was always there to help in anyway!"

Reviewed on Jan 1, 2025

Vacation Village in the Berkshires
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.