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Woodstock

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Woodstock Flights as Low as $388

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

JetBlue Airways
Tue, Mar 18 - Sat, Mar 22
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$388 Roundtrip, found 6 days ago
$388
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Mar 18 from LaGuardia to Rutland Southern Vermont Regional, returning Sat, Mar 22, priced at $388 found 6 days ago
JetBlue Airways
Wed, Mar 19 - Sat, Mar 22
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$396 Roundtrip, found 6 days ago
$396
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Mar 19 from LaGuardia to Rutland Southern Vermont Regional, returning Sat, Mar 22, priced at $396 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Sat, Mar 22
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$399 Roundtrip, found 6 days ago
$399
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Sat, Mar 22, priced at $399 found 6 days ago
JetBlue Airways
Wed, Mar 19 - Wed, Mar 19
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$402 Roundtrip, found 6 days ago
$402
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Mar 19 from LaGuardia to Rutland Southern Vermont Regional, returning Wed, Mar 19, priced at $402 found 6 days ago
JetBlue Airways
Tue, Mar 18 - Tue, Mar 18
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 6 days ago
$404
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Mar 18 from LaGuardia to Rutland Southern Vermont Regional, returning Tue, Mar 18, priced at $404 found 6 days ago
JetBlue Airways
Wed, Mar 19 - Mon, Mar 24
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$406 Roundtrip, found 6 days ago
$406
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Mar 19 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Mar 24, priced at $406 found 6 days ago
JetBlue Airways
Thu, Mar 20 - Mon, Mar 24
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$408 Roundtrip, found 6 days ago
$408
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Mar 20 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Mar 24, priced at $408 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Mon, Mar 24
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$409 Roundtrip, found 6 days ago
$409
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Mar 24, priced at $409 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Wed, Mar 19
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$411 Roundtrip, found 6 days ago
$411
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Wed, Mar 19, priced at $411 found 6 days ago
JetBlue Airways
Wed, Mar 19 - Thu, Mar 20
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$418 Roundtrip, found 6 days ago
$418
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Mar 19 from LaGuardia to Rutland Southern Vermont Regional, returning Thu, Mar 20, priced at $418 found 6 days ago
JetBlue Airways
Thu, Mar 20 - Thu, Mar 20
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$420 Roundtrip, found 6 days ago
$420
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Mar 20 from LaGuardia to Rutland Southern Vermont Regional, returning Thu, Mar 20, priced at $420 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$421 Roundtrip, found 6 days ago
$421
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Fri, Mar 21, priced at $421 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$426 Roundtrip, found 6 days ago
$426
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Fri, Mar 21, priced at $426 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$432 Roundtrip, found 6 days ago
$432
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Fri, Mar 21, priced at $432 found 6 days ago
Delta
Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$432 Roundtrip, found 6 days ago
$432
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Fri, Mar 21, priced at $432 found 6 days ago
JetBlue Airways
Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$436 Roundtrip, found 6 days ago
$436
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Mar 17 from LaGuardia to Rutland Southern Vermont Regional, returning Fri, Mar 21, priced at $436 found 6 days ago

Cheap Flights to Woodstock

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

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

Frequently Asked Questions About flights to Woodstock

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

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 Woodstock are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woodstock?

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 Woodstock.

What airport is best to fly into Woodstock?

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

How much are flights to Woodstock?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodstock on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $388, 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 Woodstock?

The trick to saving a stack of cash on your flight to Woodstock? 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 $388 right now, why wait?

Woodstock Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$387

Last Minute Hotel Deals in Woodstock

Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $373 per night from Apr 6 to Apr 7
$373
includes taxes & fees
Apr 6 - Apr 7
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! (503 reviews)
Perfect Spot
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. ..."

Reviewed on Feb 22, 2025

Woodstock Inn & Resort
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $112 per night from Mar 19 to Mar 20
$112
includes taxes & fees
Mar 19 - Mar 20
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (474 reviews)
"Great motel that is much nicer than your typical motel"

Reviewed on Mar 11, 2025

Sleep Woodstock Motel
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
The price is $202 per night from Apr 1 to Apr 2
$202
includes taxes & fees
Apr 1 - Apr 2
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (730 reviews)
"Great stay!"

Reviewed on Mar 12, 2025

The Shire Woodstock
506 On the River Inn
506 On the River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $219 per night from Mar 17 to Mar 18
$219
includes taxes & fees
Mar 17 - Mar 18
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (974 reviews)
"Although this a hotel you feel like you are staying in a large house...very comfortable environment"

Reviewed on Mar 10, 2025

506 On the River Inn
The Jackson
The Jackson
4 out of 5
43 Senior Lane, Woodstock, VT
The price is $218 per night from Mar 17 to Mar 18
$218
includes taxes & fees
Mar 17 - Mar 18
Stay at this 4-star B&B in Woodstock. Enjoy free WiFi, free parking, and a garden. Our guests praise the breakfast in our reviews. Popular attractions Union ...
9.8/10 Exceptional! (204 reviews)
"Great staff and services. Rooms and toilets are a bit small."

Reviewed on Mar 12, 2025

The Jackson
The Vesper
The Vesper
3 out of 5
21 Pleasant St, Woodstock, VT
The price is $172 per night from Mar 17 to Mar 18
$172
includes taxes & fees
Mar 17 - Mar 18
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are ...
9.6/10 Exceptional! (15 reviews)
Charming inn walk into Woodstock
"Charming inn, great service"

Reviewed on Feb 20, 2025

The Vesper
Stay At Jimmy's
Stay At Jimmy's
3 out of 5
45 Pleasant St, Woodstock, VT
The price is $219 per night from Mar 17 to Mar 18
$219
includes taxes & fees
Mar 17 - Mar 18
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Red Wagon Toy Company ...
10/10 Exceptional! (28 reviews)
An Incredible Getaway at Stay at Jimmy’s
"We spent a wonderful week at Stay at Jimmy’s, with our dog Sofia (they are super dog friendly) and it was the perfect escape. From the moment we arrived, the hospitality was top-notch. The Relax Room was absolutely amazing—the whirlpool tub was the best we’ve ever used, making it the ideal place ..."

Reviewed on Feb 21, 2025

Stay At Jimmy's
The Lincoln Inn & Restaurant At The Covered Bridge
The Lincoln Inn & Restaurant At The Covered Bridge
3.5 out of 5
2709 W. Woodstock Road, Woodstock, VT
Stay at this 3.5-star inn in Woodstock. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Union Arena Community Center and Ottaquechee ...
8/10 Very Good! (111 reviews)
"I didn't realize it was a bed & breakfast when I reserved our room (my mistake), but it was fine. I'm handicapped and had to go up steps in the old home with my luggage (obviously, no elevator). While the room was small and a bit cramped for us, it was nice, quiet, and the beds were comfortable. ..."

Reviewed on Oct 17, 2024

Get rates
The Lincoln Inn & Restaurant At The Covered Bridge
See all 2,603 properties in Woodstock
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.