$117 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 1/6. 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, 0 bags

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Everything you should know

Cheapest round-trip
$155
Cape Air
Sun 1/11Thu 1/15
BOS - LEB • Non-stop
Cheapest non-stop
$155
Cape Air
Wed 1/7Fri 1/9
BOS - LEB • Non-stop
Top routes
BOS-LEB
Cheapest
HPN-LEB
Most popular
Insights
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We hope you love your trip to Woodstock!
Flight Deals
Useful Info
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

Sun, Jan 11 - Thu, Jan 15
Cape Air Logo
8:48 am - 9:53 am
BOS
-
LEB
1h 05mnonstop
Cape Air Logo
4:00 pm - 5:10 pm
LEB
-
BOS
1h 10mnonstop
$155Cape Air
Fri, Jun 26 - Mon, Jun 29
JetBlue Logo
11:55 am - 12:52 pm
BOS
-
LEB
0h 57mnonstop
JetBlue Logo
7:00 am - 7:55 am
LEB
-
BOS
0h 55mnonstop
$239JetBlue
Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
7:40 am - 1:44 pm
MCO
-
LEB
6h 04m1 stop
Multiple Airlines Logo
10:48 am - 3:39 pm
LEB
-
MCO
28h 51m1 stop
$260Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
10:40 pm - 1:44 pm
ATL
-
LEB
15h 04m1 stop
Multiple Airlines Logo
10:48 am - 9:19 am
LEB
-
ATL
22h 31m1 stop
$260Multiple Airlines
Thu, Feb 12 - Wed, Feb 18
Multiple Airlines Logo
10:40 pm - 9:53 am
ATL
-
LEB
11h 13m1 stop
Multiple Airlines Logo
4:00 pm - 8:36 pm
LEB
-
ATL
28h 36m2 stops
$270Multiple Airlines
Tue, Jan 13 - Sat, Jan 17
Multiple Airlines Logo
11:37 am - 6:45 pm
MCO
-
LEB
7h 08m1 stop
Multiple Airlines Logo
10:48 am - 7:09 pm
LEB
-
MCO
8h 21m1 stop
$284Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
12:57 pm - 9:53 am
MCO
-
LEB
20h 56m2 stops
Multiple Airlines Logo
10:48 am - 3:39 pm
LEB
-
MCO
28h 51m1 stop
$293Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
10:40 pm - 9:53 am
ATL
-
LEB
11h 13m1 stop
Multiple Airlines Logo
10:48 am - 7:29 am
LEB
-
ATL
20h 41m2 stops
$293Multiple Airlines
Wed, Feb 11 - Wed, Feb 18
Multiple Airlines Logo
7:00 am - 1:44 pm
DCA
-
LEB
6h 44m1 stop
Multiple Airlines Logo
10:48 am - 4:04 pm
LEB
-
DCA
5h 16m1 stop
$298Multiple Airlines
Sat, Jan 17 - Sun, Jan 18
JetBlue Logo
7:22 am - 1:44 pm
PBI
-
LEB
6h 22m1 stop
JetBlue Logo
4:00 pm - 11:22 pm
LEB
-
PBI
7h 22m1 stop
$334JetBlue
Useful Info

Good to know - Book Cheap Woodstock Plane Tickets

Low seasonDecember
Cheapest flight$76
Best time to beat the crowds with an average 35% 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 01m

  • 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 $155 return. The most popular connection is from White Plains to Lebanon and KAYAK users have found round-trip deals for as low as $220 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 $93
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Woodstock flight deals.

Reviews of the top airline 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
8.8Food
9.5Crew
9.0Entertainment
9.1Boarding
8.7Comfort
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

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.

Everything you need to know for your flight to Woodstock