Cheap flights To Woodstock (VSF) from $76

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Cheap Flights to Woodstock from $76 One Way, $145 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 7 - Mon, Jan 12
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jan 7 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jan 12, priced at $145 found 2 days ago
Thu, Jan 8 - Mon, Jan 12
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jan 8 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jan 12, priced at $147 found 2 days ago
Sun, Jan 4 - Mon, Jan 12
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sun, Jan 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jan 12, priced at $153 found 2 days ago
Sun, Mar 8 - Sat, Mar 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, Mar 8 from Logan Intl. to Lebanon Municipal, returning Sat, Mar 14, priced at $155 found 1 day ago
Sun, Mar 8 - Sat, Mar 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, Mar 8 from Logan Intl. to Lebanon Municipal, returning Sat, Mar 14, priced at $155 found 1 day ago
Mon, Jan 5 - Mon, Jan 12
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Jan 5 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jan 12, priced at $157 found 2 days ago
Sun, Mar 8 - Sat, Mar 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Mar 8 from Logan Intl. to Lebanon Municipal, returning Sat, Mar 14, priced at $159 found 1 day ago
Sat, Jan 17 - Sun, Jan 18
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 9 hours ago
$159
Roundtrip
found 9 hours ago
Select Cape Air flight, departing Sat, Jan 17 from Logan Intl. to Lebanon Municipal, returning Sun, Jan 18, priced at $159 found 9 hours ago
Sat, Jan 24 - Fri, Jan 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jan 24 from Logan Intl. to Lebanon Municipal, returning Fri, Jan 30, priced at $162 found 2 days ago
Sat, Jan 24 - Fri, Jan 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jan 24 from Logan Intl. to Lebanon Municipal, returning Fri, Jan 30, priced at $163 found 2 days ago

Woodstock Flight Information

Traveling To
Woodstock
Destination Airport IATA Code
VSF
Number of Airlines Serving
Airlines
Cape Air, JetBlue Airways
Flight Price
$145
Earliest Departing Flight
Latest Departing Flight

Woodstock

If you are looking for discount prices on flights to Woodstock then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Woodstock flights easy and affordable.

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With Orbitz’s Display Matrix, booking flights to Woodstock is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Woodstock flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Woodstock has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Woodstock flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Woodstock, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Woodstock flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

What is the best airport to fly to in Woodstock?
Lebanon Municipal Airport (LEB), around 10 miles east of central Woodstock, is one choice. Rutland Southern Vermont Regional Airport (RUT) will also get you to this city's doorstep. Compare the flight deals to both airports, as well as which terminal is closer to wherever you're staying.
How much is a flight to Woodstock?
Travelers from far and wide landed round-trip deals ranging between $145 and $163 this week. Starting your journey from Boston (BOS)? The lowest one-way tickets started at just $76.
How to book the cheapest flight to Woodstock?
With some of the most incredible flight deals around, bagging a bargain is easy with Orbitz. The following tips and hints will help you find cheap flights to Woodstock — and leave you with more money in your pocket:

  • Consider departing from or arriving at nearby airports to save money. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list your options, if any.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to scan the flight deals for different departure dates. You may find a cheaper fare.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you've sorted your travel dates, don't delay booking your flight. Ticket prices usually climb as the departure date gets closer.
  • Make even more savings on your adventure by bundling your flights, hotels and car rentals into one convenient package deal. Your wallet will thank you for it.
  • If you can, avoid traveling in peak seasons. Airfares are often at their most expensive during school breaks, summer and around other vacation times like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Woodstock?
Book in January, February or August for the lowest airfares to Woodstock. Once you've found a bargain, buy it — cheap flights are known to appear and vanish at the tap of a button.
What day of the week is the cheapest to book a flight to Woodstock?
To pick up a great flight deal, make a booking on a Tuesday, Wednesday or Saturday. These are usually the cheapest days to book tickets to Woodstock.
What is the cheapest day of the week to fly to Woodstock?
If you're after cheap flights to Woodstock, depart at the start of the week. Orbitz data from 2020 shows Monday is the cheapest day to set off, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Woodstock?
To book cheap flights to Woodstock, you should depart in August. If getting a good deal on your ticket is your top priority, Orbitz data has found that this is generally the best month to take a trip. June is when fares are the most expensive.
Which airlines allow free cancellation?
Life changes, and your ticket should be able to do the same. That's why Orbitz makes it a cinch to search for flights with free cancellation and no change fees. Just enter your travel details and then choose "Filter by flexible change policies." How's that for peace of mind?
What do I need for the flight to Woodstock?
There's nothing more enjoyable than flying off on an adventure, but it's good to be prepared. These top tips will help get your trip off to a smooth start:

  • Your travel documents are the most important items you'll need to carry on your flight. To avoid any delays when checking in, make sure that the name on your ticket corresponds with your government-issued photo ID.
  • Take some activities to keep you busy on your journey to Woodstock. Books, magazines and electronic gadgets like laptops and tablets are perfect. Make sure you take a bottle of water with you as well. Even on a short flight, it's important to keep hydrated.
  • It can get chilly on the plane. If you'd rather not shiver your way through the flight, layer up.

How do I get cheap first-class/business deals to Woodstock?
If you think a business or first-class airfare is beyond your reach, you may want to think again. Here are some tips to help you score a premium flight to Woodstock for less:

  • Flexibility is important. By being open to different travel dates, you'll have more chances of landing a great deal on your airfares.
  • Search for a budget carrier that offers seats in business class. They often come with more space and a glass of Champagne — but at a more affordable price.
  • Make the most of your airline's rewards program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

How to get into Woodstock from the airport?
Walk off the plane at Lebanon Municipal Airport (LEB) and then collect the keys from one of two Lebanon Municipal Airport (LEB) car rental outlets on-site, Avis or Hertz. With a sweet set of wheels, getting to the heart of Woodstock from LEB will be a snap. All you have to do is set your GPS and cruise 10 miles to the west. You could also use public transportation or take a taxi into town and rent some wheels directly from the city center. Check out the deals available on our Woodstock car rentals.
What is the best time to go to Woodstock?
There's never a bad time to go to Woodstock, but January, June and August are the liveliest months. As with most of the Northern Hemisphere, the summer season kicks off June 20. If you'd rather get around in a short-sleeved top than a big winter jacket, this time of year may be perfect for you. Expect average daytime highs of 75 ºF and nighttime lows around 50 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.