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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 $417 per night from Feb 9 to Feb 10
$417
includes taxes & fees
Feb 9 - Feb 10
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! (498 reviews)
"Definitely a quaint and nice property. Spa didnt have availability so book super early"

Reviewed on Jan 17, 2025

Woodstock Inn & Resort
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
The price is $154 per night from Feb 5 to Feb 6
$154
includes taxes & fees
Feb 5 - Feb 6
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! (710 reviews)
"We had a premium king room which was lovely. It had a balcony and the room overlooked the river, fields and mountains. We stayed there for 4 nights. The rooms are not serviced during your stay. However, you can request clean towels etc if you need them."

Reviewed on Jan 17, 2025

The Shire Woodstock
Sleep Woodstock Motel
Sleep Woodstock Motel
2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $140 per night from Jan 28 to Jan 29
$140
includes taxes & fees
Jan 28 - Jan 29
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! (448 reviews)
"The suite was lovely and spacious. Perfect for a family trip away"

Reviewed on Jan 21, 2025

Sleep Woodstock Motel
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 Jan 23 to Jan 24
$252
includes taxes & fees
Jan 23 - Jan 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! (954 reviews)
"the property was neat , clean and had nice atmosphere. however the dinning was not operational except for breakfast which was very good. All other facilities were very good. we had a nice time ."

Reviewed on Jan 18, 2025

506 On the River Inn
The Jackson
The Jackson
4 out of 5
43 Senior Lane, Woodstock, VT
The price is $232 per night from Jan 26 to Jan 27
$232
includes taxes & fees
Jan 26 - Jan 27
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! (191 reviews)
Awesome stay
"Great time in a Beautiful Inn. Staff very accommodating. Great location. Nice and quiet if thats what your looking for. They have a pub but not opened yet. Will be nice when that happens. Heard rumors that they want to go in the direction of contactless everything, I hope not, if i wanted to stay ..."

Reviewed on Jan 19, 2025

The Jackson
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
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
2.5 out of 5
19 Allen St, Rutland, VT
The price is $138 per night from Jan 26 to Jan 27
$138
includes taxes & fees
Jan 26 - Jan 27
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! (1,004 reviews)
"Clean and staff was helpful"

Reviewed on Jan 20, 2025

Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
The price is $243 per night from Jan 28 to Jan 29
$243
includes taxes & fees
Jan 28 - Jan 29
Stay at this 3.5-star 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 ...
7.2/10 Good! (1,001 reviews)
"Convenient and clean"

Reviewed on Jan 15, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
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.