Cheap flights To Woodstock (VSF) from $76

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Cheap Flights to Woodstock from $76 One Way, $139 Round Trip

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

Tue, Dec 23 - Sat, Dec 27
BOS
Logan Intl.
LEB
Lebanon Municipal
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select Cape Air flight, departing Tue, Dec 23 from Logan Intl. to Lebanon Municipal, returning Sat, Dec 27, priced at $139 found 6 days ago
Fri, Jan 2 - Sun, Jan 4
BOS
Logan Intl.
LEB
Lebanon Municipal
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Cape Air flight, departing Fri, Jan 2 from Logan Intl. to Lebanon Municipal, returning Sun, Jan 4, priced at $140 found 6 days ago
Tue, Jan 13 - Tue, Jan 20
BOS
Logan Intl.
LEB
Lebanon Municipal
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select Cape Air flight, departing Tue, Jan 13 from Logan Intl. to Lebanon Municipal, returning Tue, Jan 20, priced at $149 found 5 days ago
Tue, Dec 23 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Cape Air flight, departing Tue, Dec 23 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $155 found 1 day ago
Sat, Dec 27 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, Dec 27 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $158 found 2 days ago
Sat, Dec 27 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Cape Air flight, departing Sat, Dec 27 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $159 found 2 days ago
Mon, Dec 29 - Fri, Jan 2
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Cape Air flight, departing Mon, Dec 29 from Logan Intl. to Lebanon Municipal, returning Fri, Jan 2, priced at $159 found 7 hours ago
Sat, Dec 27 - Wed, Dec 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Dec 27 from Logan Intl. to Lebanon Municipal, returning Wed, Dec 31, priced at $161 found 2 days ago
Fri, Dec 26 - Tue, Dec 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Dec 26 from Logan Intl. to Lebanon Municipal, returning Tue, Dec 30, priced at $162 found 3 days ago
Fri, Dec 26 - Tue, Dec 30
BOS
Logan Intl.
LEB
Lebanon Municipal
$163 Roundtrip, found 3 days ago
$163
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Dec 26 from Logan Intl. to Lebanon Municipal, returning Tue, Dec 30, priced at $163 found 3 days ago

Woodstock Flight Information

Traveling To
Woodstock
Destination Airport IATA Code
VSF
Number of Airlines Serving
Airlines
Cape Air, JetBlue Airways
Flight Price
$139
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Woodstock economy flight packages

Price found within the past 48 hours. Click for updated prices.
Woodstock Inn & Resort
4.5-star property

Woodstock Inn & Resort

Jan 24 - Jan 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

Delta • Non-stop • Coach

Springfield (VSF) to Newark Liberty Intl. Airport (EWR)

Cape Air • Non-stop • Coach
Price was $1,098, price is now $908 per person
$908
per person
found 22 hours ago
Okemo Mountain Lodging
3.5-star property

Okemo Mountain Lodging

Jan 24 - Jan 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

Delta • Non-stop • Coach

Springfield (VSF) to Newark Liberty Intl. Airport (EWR)

Cape Air • Non-stop • Coach
Save 100% on your flight
Price was $1,963, price is now $1,577 per person
$1,577
per person
found 22 hours ago
Jackson Gore Village
3.0-star property

Jackson Gore Village

Jan 24 - Jan 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

Delta • Non-stop • Coach

Springfield (VSF) to Newark Liberty Intl. Airport (EWR)

Cape Air • Non-stop • Coach
Price was $1,148, price is now $955 per person
$955
per person
found 22 hours ago
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Woodstock

Orbitz uses cutting edge mobile technology to help get you the best deals on Woodstock flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Woodstock Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Woodstock, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Woodstock can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Woodstock. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Woodstock to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

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 $139 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.