Cheap flights To Woodstock (VSF) from $76

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Cheap Flights to Woodstock from $76 One Way, $155 Round Trip

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

Sat, Feb 13 - Sat, Feb 20
BOS
Logan Intl.
LEB
Lebanon Municipal
$155 Roundtrip, found 8 hours ago
$155
Roundtrip
found 8 hours ago
Select Cape Air flight, departing Sat, Feb 13 from Logan Intl. to Lebanon Municipal, returning Sat, Feb 20, priced at $155 found 8 hours ago
Thu, Dec 10 - Sun, Dec 13
BOS
Logan Intl.
LEB
Lebanon Municipal
$165 Roundtrip, found 6 days ago
$165
Roundtrip
found 6 days ago
Select Cape Air flight, departing Thu, Dec 10 from Logan Intl. to Lebanon Municipal, returning Sun, Dec 13, priced at $165 found 6 days ago
Sat, Oct 31 - Sat, Oct 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$170 Roundtrip, found 1 hour ago
$170
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Sat, Oct 31 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 31, priced at $170 found 1 hour ago
Sat, Oct 31 - Sat, Oct 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$175 Roundtrip, found 1 hour ago
$175
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Sat, Oct 31 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 31, priced at $175 found 1 hour ago
Sat, Sep 5 - Mon, Sep 7
BOS
Logan Intl.
LEB
Lebanon Municipal
$178 Roundtrip, found 4 hours ago
$178
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Sat, Sep 5 from Logan Intl. to Lebanon Municipal, returning Mon, Sep 7, priced at $178 found 4 hours ago
Sat, Oct 31 - Sat, Oct 31
BOS
Logan Intl.
LEB
Lebanon Municipal
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Sat, Oct 31 from Logan Intl. to Lebanon Municipal, returning Sat, Oct 31, priced at $180 found 1 hour ago
Wed, Nov 4 - Thu, Nov 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, just found
$180
Roundtrip
just found
Select Cape Air flight, departing Wed, Nov 4 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Nov 5, priced at $180 just found
Sat, Sep 12 - Wed, Sep 16
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select Cape Air flight, departing Sat, Sep 12 from Logan Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 16, priced at $182 found 3 days ago
Thu, Sep 10 - Mon, Sep 14
BOS
Logan Intl.
LEB
Lebanon Municipal
$185 Roundtrip, found 1 hour ago
$185
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Thu, Sep 10 from Logan Intl. to Lebanon Municipal, returning Mon, Sep 14, priced at $185 found 1 hour ago
Sun, Nov 15 - Tue, Nov 17
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$421 Roundtrip, found 4 hours ago
$421
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sun, Nov 15 from Ronald Reagan Washington National to Lebanon Municipal, returning Tue, Nov 17, priced at $421 found 4 hours ago

Woodstock Flight Information

Traveling To
Woodstock
Destination Airport IATA Code
VSF
Number of Airlines Serving
Airlines
Cape Air, JetBlue Airways
Flight Price
$155
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.
Hideaway Inn Mt. Snow
3.0-star property

Hideaway Inn Mt. Snow

Oct 8 - Oct 12

4 night stay

San Juan (SJU) to Springfield (VSF)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $890, price is now $740 per person
$740
per person
found 20 hours ago
Jackson Gore Village, A Vail Resorts Property
3.0-star property

Jackson Gore Village, A Vail Resorts Property

Oct 22 - Oct 28

6 night stay

Indianapolis (IND) to Springfield (VSF)

American Airlines • Non-stop • Coach

Springfield (VSF) to Indianapolis (IND)

Delta • Non-stop • Coach
Price was $1,053, price is now $872 per person
$872
per person
found 1 day ago
Latchis Hotel
2.5-star property

Latchis Hotel

Oct 22 - Oct 28

6 night stay

Indianapolis (IND) to Springfield (VSF)

American Airlines • Non-stop • Coach

Springfield (VSF) to Indianapolis (IND)

Delta • Non-stop • Coach
Price was $1,206, price is now $1,027 per person
$1,027
per person
found 1 day ago
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Woodstock

Reach your destination without breaking your budget by booking your flights to Woodstock using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Woodstock Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Woodstock flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Woodstock. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Woodstock, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Woodstock flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $155 and $421 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.