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Stockbridge

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Stockbridge Flights as Low as $254

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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 VSF 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 February, 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 Rutland Southern Vermont Regional 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 $254, 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 $254 right now, why wait?

Stockbridge Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$254

Last Minute Hotel Deals in Stockbridge

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Woodstock Inn & Resort
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,001 reviews)
Clean room, great staff-very friendly from front desk to restaurant and hot tub area. Lovely place!! Be aware-they charge to park there, even as a guest at hotel!!!!

Reviewed on Jan 20, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,076 reviews)
Clean, quiet, good breakfast. Check in was easy and staff was friendly.

Reviewed on Jan 15, 2026

Align Inn Vermont
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,006 reviews)
Everything great

Reviewed on Jan 19, 2026

Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Book a stay at this ski hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (997 reviews)
Clean room

Reviewed on Jan 20, 2026

Best Western Inn & Suites Rutland-Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture ...
9.2/10 Wonderful! (370 reviews)
It was ok

Reviewed on Jan 20, 2026

My Place Hotel-Randolph VT
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,007 reviews)
Awesome customer service- great room

Reviewed on Jan 19, 2026

North Star Lodge and Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (984 reviews)
Everyone was friendly, courteous, and helpful. Room was very clean. Restaurant and bar had live music. Overall place was A+

Reviewed on Jan 17, 2026

The Mountain Inn at Killington
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.