$86 Find Cheap Flights to Woodstock

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Woodstock departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights to Woodstock

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Woodstock that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Woodstock

Mon, Sep 22 - Wed, Sep 24
Cape Air Logo
1:53 pm - 2:58 pmBOS-LEB
1h 05mnonstop
Cape Air Logo
7:08 am - 8:18 amLEB-BOS
1h 10mnonstop
$142Cape Air
Find Deal
Mon, Aug 25 - Fri, Aug 29
JetBlue Logo
1:53 pm - 2:58 pmBOS-LEB
1h 05mnonstop
JetBlue Logo
4:08 pm - 5:18 pmLEB-BOS
1h 10mnonstop
$179JetBlue
Find Deal
Sat, Feb 7 - Tue, Feb 10
JetBlue Logo
8:35 am - 9:31 amBOS-LEB
0h 56mnonstop
JetBlue Logo
10:00 am - 10:59 amLEB-BOS
0h 59mnonstop
$239JetBlue
Find Deal
Tue, Sep 9 - Tue, Sep 16
Cape Air Logo
5:16 pm - 6:51 pmHPN-LEB
1h 35mnonstop
Cape Air Logo
7:22 am - 8:53 amLEB-HPN
1h 31mnonstop
$244Cape Air
Find Deal
Sun, Sep 7 - Sun, Sep 14
Cape Air Logo
5:16 pm - 6:51 pmHPN-LEB
1h 35mnonstop
Cape Air Logo
3:20 pm - 4:51 pmLEB-HPN
1h 31mnonstop
$250Cape Air
Find Deal
Tue, Aug 26 - Sat, Aug 30
Cape Air Logo
9:18 am - 10:53 amHPN-LEB
1h 35mnonstop
Cape Air Logo
3:20 pm - 4:51 pmLEB-HPN
1h 31mnonstop
$268Cape Air
Find Deal
Fri, Sep 26 - Sun, Sep 28
JetBlue Logo
6:45 am - 1:44 pmRDU-LEB
6h 59m1 stop
JetBlue Logo
2:14 pm - 8:03 pmLEB-RDU
5h 49m1 stop
$279JetBlue
Find Deal
Sat, Aug 23 - Sat, Aug 30
Cape Air Logo
9:18 am - 10:53 amHPN-LEB
1h 35mnonstop
Cape Air Logo
3:20 pm - 4:51 pmLEB-HPN
1h 31mnonstop
$280Cape Air
Find Deal
Fri, Aug 22 - Fri, Aug 29
Cape Air Logo
9:18 am - 10:53 amHPN-LEB
1h 35mnonstop
Cape Air Logo
3:20 pm - 4:51 pmLEB-HPN
1h 31mnonstop
$304Cape Air
Find Deal
Tue, Aug 26 - Sat, Aug 30
 Logo
12:39 pm - 1:44 pmBOS-LEB
1h 05mnonstop
 Logo
3:20 pm - 3:07 pmLEB-BOS
23h 47m2 stops
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Good to know - Book Cheap Woodstock Plane Tickets

Low seasonFebruary
Cheapest flight$86
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Boston to Lebanon

FAQs - booking Woodstock flights

  • How long is the flight to Woodstock?

    Flights from White Plains1h 32m
    Flights from Boston1h 04m
  • What is the cheapest flight to Lebanon?

    In the last 3 days, the cheapest flight deal to Lebanon was found on the route from Boston, at $142 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $244 in the last 3 days.

  • How to fly to Woodstock?

    You cannot fly directly to Woodstock. KAYAK recommends you fly to Lebanon Municipal (LEB) (10.48 miles from Woodstock). From there you can rent a car or get a taxi.

  • What airports are near Woodstock?

    The closest airport is Lebanon Municipal (LEB) (10.48 mi). Other nearby airports are Rutland (RUT) (22.41 mi), Morristown Morrisville-Stowe (MVL) (63.24 mi), Burlington (BTV) (66.41 mi) or Manchester (MHT) (72.58 mi). KAYAK recommends you fly to Lebanon Municipal.

  • How far is Lebanon Municipal Airport from central Lebanon?

    The city center of Lebanon is 3 miles from Lebanon Municipal Airport.

  • What is the name of Lebanon’s airport?

    Lebanon is served by Lebanon Municipal Airport, also commonly referred to as Lebanon Municipal or Lebanon Rgnl. The airport code is LEB.

  • How does KAYAK find such low prices on flights to Woodstock?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Woodstock.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Woodstock?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Woodstock is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Woodstock?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Woodstock with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Woodstock?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Woodstock up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Woodstock

  • There is no major airport in Woodstock. It is instead served by Lebanon Municipal Airport.
  • Looking for cheap airfare to Woodstock? 25% of our users found round-trip tickets to Woodstock for the following prices or less: From Boston $148
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Woodstock flight deals.

Reviews of the top airlines flying to Woodstock

 
Need help choosing which airline to fly with from the United States to Woodstock? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 36 reviews
8.7Comfort
8.8Food
9.0Entertainment
9.4Crew
9.1Boarding
Airline reviews

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

10.0 ExcellentAnonymous, Jun 2025SDY - BIL
Read more Cape Air reviews

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

Everything you need to know for your flight to Woodstock

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