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Woodstock

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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 , 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  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 , 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  right now, why wait?

Woodstock Flight Information
Destination airport
Woodstock
Destination airport IATA code
VSF

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 Mar 2 to Mar 3
$373
includes taxes & fees
Mar 2 - Mar 3
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! (501 reviews)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay"

Reviewed on Feb 5, 2025

Woodstock Inn & Resort
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
The price is $191 per night from Feb 24 to Feb 25
$191
includes taxes & fees
Feb 24 - Feb 25
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! (721 reviews)
Perfect little spot
"Stayed for a family ski weekend. Wonderful, clean accommodations with a great view."

Reviewed on Feb 9, 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 $252 per night from Feb 23 to Feb 24
$252
includes taxes & fees
Feb 23 - Feb 24
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! (961 reviews)
"Great 3 night stay all around!"

Reviewed on Feb 13, 2025

506 On the River Inn
The Jackson
The Jackson
4 out of 5
43 Senior Lane, Woodstock, VT
The price is $273 per night from Feb 24 to Feb 25
$273
includes taxes & fees
Feb 24 - Feb 25
Stay at this 4-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
9.8/10 Exceptional! (197 reviews)
Absolute Oasis
"The Jackson was a winter oasis. They mastered the accommodating in accommodations. I made a late arrival due to severe weather, but the Innkeeper stayed up to 10:45 pm to greet me & provide orientation. Blissfully peaceful & extremely comfortable room with jacuzzi tub. My cell phone reception was ..."

Reviewed on Feb 10, 2025

The Jackson
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $112 per night from Feb 24 to Feb 25
$112
includes taxes & fees
Feb 24 - Feb 25
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! (457 reviews)
"Super friendly staff. They keep you informed quite well, and I slept like a baby on Christmas night"

Reviewed on Feb 15, 2025

Sleep Woodstock Motel
The Vesper
The Vesper
3 out of 5
21 Pleasant St, Woodstock, VT
The price is $172 per night from Feb 18 to Feb 19
$172
includes taxes & fees
Feb 18 - Feb 19
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! (14 reviews)
"I loved that this property was within walking distance to all the shops and restaurants in downtown Woodstock"

Reviewed on Dec 29, 2024

The Vesper
Stay At Jimmy's
Stay At Jimmy's
3 out of 5
45 Pleasant St, Woodstock, VT
The price is $274 per night from Feb 18 to Feb 19
$274
includes taxes & fees
Feb 18 - Feb 19
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! (25 reviews)
"Stay at Jimmys is exceptional! From the second you pull into the lot you are greeted with pure joy. Jimmy came out and introduced himself welcoming us to his beautiful Inn. I travel around the globe and have never been welcomed this beautifully in all my life. The property is clean, peaceful, fabulously ..."

Reviewed on Jan 20, 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

The Lincoln Inn & Restaurant At The Covered Bridge
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.