Cheap flights To Woodstock (VSF) from $82

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Cheap Flights to Woodstock from $82 One Way, $159 Round Trip

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

Fri, Nov 21 - Fri, Nov 28
BOS
Logan Intl.
LEB
Lebanon Municipal
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Nov 21 from Logan Intl. to Lebanon Municipal, returning Fri, Nov 28, priced at $159 found 4 days ago
Fri, Nov 21 - Fri, Nov 28
BOS
Logan Intl.
LEB
Lebanon Municipal
$166 Roundtrip, found 4 days ago
$166
Roundtrip
found 4 days ago
Select Cape Air flight, departing Fri, Nov 21 from Logan Intl. to Lebanon Municipal, returning Fri, Nov 28, priced at $166 found 4 days ago
Fri, Nov 21 - Fri, Nov 28
BOS
Logan Intl.
LEB
Lebanon Municipal
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Nov 21 from Logan Intl. to Lebanon Municipal, returning Fri, Nov 28, priced at $170 found 4 days ago
Fri, Nov 21 - Fri, Nov 28
BOS
Logan Intl.
LEB
Lebanon Municipal
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Cape Air flight, departing Fri, Nov 21 from Logan Intl. to Lebanon Municipal, returning Fri, Nov 28, priced at $176 found 4 days ago
Fri, Oct 10 - Sun, Oct 12
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Cape Air flight, departing Fri, Oct 10 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, Oct 12, priced at $179 found 6 days ago
Sun, Aug 10 - Fri, Aug 15
BOS
Logan Intl.
LEB
Lebanon Municipal
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Aug 10 from Logan Intl. to Lebanon Municipal, returning Fri, Aug 15, priced at $182 found 3 days ago
Sat, Jul 12 - Mon, Jul 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Jul 12 from Logan Intl. to Lebanon Municipal, returning Mon, Jul 14, priced at $184 found 3 days ago
Thu, Jul 17 - Mon, Jul 21
BOS
Logan Intl.
LEB
Lebanon Municipal
$186 Roundtrip, found 2 days ago
$186
Roundtrip
found 2 days ago
Select Cape Air flight, departing Thu, Jul 17 from Logan Intl. to Lebanon Municipal, returning Mon, Jul 21, priced at $186 found 2 days ago
Sat, Aug 2 - Sat, Aug 2
BOS
Logan Intl.
LEB
Lebanon Municipal
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Aug 2 from Logan Intl. to Lebanon Municipal, returning Sat, Aug 2, priced at $187 found 5 days ago
Sun, Aug 10 - Fri, Aug 15
BOS
Logan Intl.
LEB
Lebanon Municipal
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Select Cape Air flight, departing Sun, Aug 10 from Logan Intl. to Lebanon Municipal, returning Fri, Aug 15, priced at $189 found 3 days ago

Woodstock Flight Information

Traveling To
Woodstock
Destination Airport IATA Code
VSF
Number of Airlines Serving
Airlines
JetBlue Airways, Cape Air
Flight Price
$159
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.
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Mountain Lodge at Okemo

Aug 27 - Aug 31

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Delta • Non-stop roundtrip • Coach
per person
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Jackson Gore Village
3.0-star property

Jackson Gore Village

Aug 27 - Aug 31

4 night stay

Boston (BOS) to Springfield (VSF)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
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4.0-star property

Solitude Village at Okemo

Aug 27 - Aug 31

4 night stay

Boston (BOS) to Springfield (VSF)

Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
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Woodstock

Finding cheap flights to Woodstock is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Woodstock flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Woodstock through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Woodstock—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Woodstock flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Woodstock with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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 $159 and $189 this week. Starting your journey from Boston (BOS)? The lowest one-way tickets started at just $82.
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.

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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.