Cheap Flight Deals to Woodstock VT 

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Woodstock?

The cheapest prices found with in the last 7 days for return flights were CA $533 and for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
JFKNorth ClarendonFebruary 1 to February 2CA $564
DCANorth ClarendonJanuary 17 to January 19CA $581
LAXWest LebanonDecember 29 to January 2CA $1,080
*Prices include taxes and fees

Your guide to flights to Woodstock, VT

American Airlines, JetBlue Airways, Delta fly to Woodstock, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Woodstock VT currently costs between CA $533 and CA $1,080. Prices vary, but for the best fares, travel in when prices are at their lowest.  

Top tips for finding cheap flights to Woodstock  

The cheapest flight for a round trip to Woodstock is currently CA $533. When you search for flights to Woodstock, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Woodstock for nearby days.  The cheapest month to travel to Woodstock is January from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Woodstock 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Woodstock with Travelocity 

We have top deals on plane tickets even for last minute flights to Woodstock, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Woodstock for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Woodstock

Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is CA $149 per night from Dec. 19 to Dec. 20
CA $149
CA $164 total
includes taxes & fees
19 Dec - 20 Dec
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! (429 reviews)
"Absolutely the coziest and most homey motel stay ever! Our room was super clean and had lots of thoughtful touches that made us feel right at home. We have a service dog and it was raining so we appreciated the dark colored pet blanket for the bed so our dog didn't leave paw prints on the white bedding. ..."

Reviewed on 13 Dec. 2024

Sleep Woodstock Motel
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.

Luxury Hotels in Woodstock

506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is CA $268 per night from Dec. 19 to Dec. 20
CA $268
CA $295 total
includes taxes & fees
19 Dec - 20 Dec
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 ...
9.4/10 Exceptional! (932 reviews)
"We enjoyed each evening at the bar talking with the bartender each night. She was very friendly and knowledgeable of the area. Definitely coming back."

Reviewed on 7 Dec. 2024

506 On the River Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $511 per night from Jan. 5 to Jan. 6
CA $511
CA $625 total
includes taxes & fees
5 Jan - 6 Jan 2025
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! (488 reviews)
"I stay at the Woodstock Inn every December and always enjoy the stay. No detail is overlooked by the staff. I could sit in the lobby for days looking at the fire and Christmas decorations in between chapters of a stack of books."

Reviewed on 11 Dec. 2024

Woodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is CA $149 per night from Dec. 19 to Dec. 20
CA $149
CA $164 total
includes taxes & fees
19 Dec - 20 Dec
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! (429 reviews)
"Absolutely the coziest and most homey motel stay ever! Our room was super clean and had lots of thoughtful touches that made us feel right at home. We have a service dog and it was raining so we appreciated the dark colored pet blanket for the bed so our dog didn't leave paw prints on the white bedding. ..."

Reviewed on 13 Dec. 2024

Sleep Woodstock Motel
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.

Family Friendly Hotels in Woodstock

506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is CA $268 per night from Dec. 19 to Dec. 20
CA $268
CA $295 total
includes taxes & fees
19 Dec - 20 Dec
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 ...
9.4/10 Exceptional! (932 reviews)
"We enjoyed each evening at the bar talking with the bartender each night. She was very friendly and knowledgeable of the area. Definitely coming back."

Reviewed on 7 Dec. 2024

506 On the River Inn
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 17 Oct. 2024

The Lincoln Inn & Restaurant At The Covered Bridge
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is CA $149 per night from Dec. 19 to Dec. 20
CA $149
CA $164 total
includes taxes & fees
19 Dec - 20 Dec
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! (429 reviews)
"Absolutely the coziest and most homey motel stay ever! Our room was super clean and had lots of thoughtful touches that made us feel right at home. We have a service dog and it was raining so we appreciated the dark colored pet blanket for the bed so our dog didn't leave paw prints on the white bedding. ..."

Reviewed on 13 Dec. 2024

Sleep Woodstock Motel
Save an average of 15% on thousands of hotels when you're signed in
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is CA $220 per night from Dec. 19 to Dec. 20
CA $220
CA $262 total
includes taxes & fees
19 Dec - 20 Dec
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! (693 reviews)
"It was ok."

Reviewed on 13 Dec. 2024

The Shire 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.

Need a car after flight to Woodstock?

Frequently asked questions

Which airlines fly to Woodstock?
Is Woodstock the first destination on your unforgettable world adventure? Wise travelers recommend flying with Cape Air.
What airport is best to fly into Woodstock?
Featuring two airports, you have options when jetting into Woodstock. Bear in mind where you’ll be basing yourself and spending a lot of your time, as this may help you settle on which flights you purchase. Lebanon Municipal Airport (LEB) is 16 kilometers from the sights and sounds of downtown, while RUT is 32 kilometers away.
Where to stay in Woodstock
Whether you’d like to splash some cash on accommodations or you just want someplace to use as a base, you’ll find it in Woodstock. With 272 properties listed on Travelocity, you’ll have no issues catching those Zs after a long day of incredible adventures.After a long day of exploring, nothing beats coming home to a luxurious room. The The Jackson House Inn and the 506 On the River Inn are the top upmarket properties to consider in Woodstock. If you’d prefer to spend your vacation budget on amazing Woodstock experiences, make a booking at the Braeside Lodging or the Sleep Woodstock Motel.
Places to visit in Woodstock
0 Seeking some more ideas? 0 And that’s not all. 0
How to get through airport security fast when traveling to Woodstock
Your journey to Woodstock kicks off as soon as you’ve satisfied all the security checks. Here is a list of helpful tips and hints to make sure you get through quickly:

  • Airport security staff will request to see your boarding pass and travel ID upon arrival. Tuck them away in an accessible place, ready for inspection.
  • You’ll need to stop the tunes for a few minutes. Headphones must be taken off and placed in a tray for X-raying. The same goes for items such as heavy jackets and belts.
  • Electronic devices such as phones, laptops and cameras need to be put through the X-ray machine separately. Make sure they’re easily accessible.
  • When it comes to traveling with gels or liquids, each passenger is allowed a quart-sized clear zip-lock bag to keep containers no bigger than 3.4 ounces (100 milliliters).
  • Think about the type of footwear you want to travel in. Slippers are great because they’re easy to step out of when you’re at the security checkpoint. Try wearing a pair on your next flight!
  • Some places have stringent quarantine laws. Consider where you’re headed to and whether or not you’re permitted to fly with fresh fruit.

Plane Tickets To Woodstock

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Woodstock. Browse through our inventory to explore a wide range of cheap flights to Woodstock to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Woodstock as you anxiously await to exit the plane and explore what Woodstock has to offer. Considering all the amazing local food and culture in Woodstock, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Woodstock to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Woodstock without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Woodstock with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Woodstock today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.