A rural landscape with rolling hills, a winding dirt road, and a cluster of red barns.

$66 Cheap Flights to South Woodstock, VT

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Popular airlines to South Woodstock

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How much is the cheapest flight to South Woodstock?

Prices were available within the past 7 days and start at $66 for one-way flights and $135 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
Delta
JetBlue Airways
United
American Airlines

Alternative airports near South Woodstock

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to South Woodstock

Flights to South Woodstock at a glance

Traveling to South Woodstock is easy: select between full-service and budget airlines, evaluate flight durations, and choose the one that aligns with your financial plan, timetable, and desire to explore the city’s renowned attractions and neighborhoods.

  • Major airports near South Woodstock: Rutland Southern Vermont Regional Airport (RUT), Lebanon Municipal Airport (LEB)
  • Closest airport to South Woodstock: Lebanon Municipal Airport, LEB (around 12 miles)
  • Flights per week: 39 flights arriving across South Woodstock airports
  • Number of airlines that fly to South Woodstock: around 4 carriers

Popular airports near South Woodstock

South Woodstock is a charming city ideal for skiing, outdoor adventures, and active vacations. Visitors flock here for its stunning scenery and thrilling sports opportunities. The area is conveniently served by two major airports, making travel easy for all adventurers.

  • Rutland Southern Vermont Regional Airport (RUT): Situated in Rutland County, Vermont, approximately 21 miles from South Woodstock, this airport provides domestic flights to around 2 cities nationwide. Key airlines operating here include Hahn Air and JetBlue Airways.
  • Lebanon Municipal Airport (LEB): Found in Grafton County, New Hampshire, roughly 12 miles from South Woodstock, this airport offers domestic services to about 3 cities across the United States. Major airlines at this location are Hahn Air, JetBlue Airways, and Delta.

Top routes to South Woodstock

  • Boston (BOS) to South Woodstock (LEB/RUT), with one-way airfare from around $65
  • White Plains (HPN) to South Woodstock (LEB), with one-way fares starting at around $95
  • Washington (DCA) to South Woodstock (LEB/RUT), with one-way tickets available from around $180

Cheapest routes to South Woodstock

  • Boston (BOS) to South Woodstock (LEB/RUT), with low one-way fares from around $65
  • White Plains (HPN) to South Woodstock (LEB), with cheap one-way fares from around $95
  • Washington (DCA) to South Woodstock (LEB/RUT), with affordable one-way prices from around $180

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to South Woodstock

  • Hahn Air: Offers flights to Lebanon Municipal Airport (LEB) and Rutland Southern Vermont Regional Airport (RUT), representing about 57% of arrivals in South Woodstock. The typical one-way fare is around $110.
  • JetBlue Airways: Serves Lebanon Municipal Airport (LEB) and Rutland Southern Vermont Regional Airport (RUT), making up roughly 36% of arrivals to South Woodstock. The average one-way ticket costs approximately $150.
  • Delta: Operates flights to Lebanon Municipal Airport (LEB), contributing around 4% of arrivals in South Woodstock. The average one-way fare is about $240.
  • American Airlines: Flies into Lebanon Municipal Airport (LEB), accounting for approximately 3% of arrivals to South Woodstock. Travelers can expect an average one-way fare of around $310.

Best time to fly to South Woodstock

The most popular months for travelers to fly to South Woodstock are January, March, and April, when peak temperatures in South Woodstock can reach up to 42.1°F in April. If you prefer quieter travel, consider December, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 26.8°F. For better deals, February usually offers the lowest average one-way fare around $96, roughly 29% cheaper than the yearly average.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January19.6°F (-6.9°C)Light RainMostly CloudyHigh$138
February21.6°F (-5.8°C)Light RainMostly CloudyAverage$96
March29.7°F (-1.3°C)Light RainMostly CloudyHigh$134
April42.1°F (5.6°C)Light RainMostly CloudyHigh$132
May55.2°F (12.9°C)Light RainMostly SunnyLow$146
June62.8°F (17.1°C)Light RainMostly SunnyAverage$157
July68.7°F (20.4°C)Light RainMostly SunnyAverage$161
August66.9°F (19.4°C)Light RainMostly SunnyAverage$147
September59.7°F (15.4°C)Light RainMostly SunnyAverage$132
October48.0°F (8.9°C)Light RainMostly CloudyAverage$144
November35.4°F (1.9°C)Light RainMostly SunnyLow$130
December26.8°F (-2.9°C)Light RainMostly CloudyLow$119

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to South Woodstock

Getting some of the best deals on flights to South Woodstock is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our South Woodstock hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your South Woodstock flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in South Woodstock

South Woodstock welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach South Woodstock efficiently:

  • Public transportation: From Rutland Southern Vermont Regional Airport, Wallingford Bus Station, a bus station, is located about 5.8 miles away by car, while Rutland Station, a train station, is approximately 6.8 miles away by car, providing convenient options for onward travel.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in South Woodstock, with private rides that can be arranged in advance.
  • Car rental: Renting a car in South Woodstock is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in South Woodstock on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around South Woodstock

  • Cavendish: Located 12 miles drive away from South Woodstock, Cavendish is an adventure seeker’s paradise. Visitors flock here for its excellent skiing opportunities and outdoor activities. The breathtaking Mount Ascutney offers stunning views and thrilling trails for hiking enthusiasts, while Lake Rescue provides a serene spot perfect for a romantic getaway or a leisurely beach day. For those who enjoy nature, Mt Ascutney State Park is a must-visit, featuring picturesque landscapes ideal for scenery lovers and outdoor adventures.
  • Woodstock: Woodstock is located 4 miles drive away from South Woodstock and is renowned for its charming blend of outdoor adventure and rich culture. The area is popular for skiing and offers a wealth of activities throughout the year. Don’t miss Billings Farm and Museum for an insight into local history and culture, or take a stroll across the striking Quechee Gorge Bridge for some breathtaking views. For those interested in academia, Dartmouth College provides a glimpse into historic architecture and vibrant campus life.
  • Brownsville: Brownsville is located 10 miles drive away from South Woodstock and is a hub for outdoor enthusiasts. Skiing and sports activities draw many visitors, making it an excellent destination for thrill-seekers. Explore the majestic Mount Ascutney or unwind at Mt Ascutney State Park, where nature’s beauty awaits. The Quechee Gorge Bridge is another highlight, offering spectacular views and a perfect backdrop for outdoor activities and photography, especially during the fall foliage season.

Tips for short-haul flights to South Woodstock

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often the more economical choice. Maximize your packing by including mini toiletries, wearing your heaviest clothing, and organizing your outfits wisely. This strategy also helps you avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment options. To keep yourself occupied, download your favorite TV shows, movies, music, or podcasts ahead of time and consider bringing a book. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to your departure, taking into account traffic conditions and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to South Woodstock

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow free seat selection once online check-in opens, which is generally 24–48 hours prior to your flight. Some airlines may provide seat selection even earlier.
  • Arrive at the airport in plenty of time—aim to arrive at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you have extra time, take the opportunity to browse the shops, enjoy a coffee at a café, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is typically free and available.
  • Adjust to the new time zone mid-flight—begin to align your body clock by changing your watch and sleep schedule to correspond with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to South Woodstock?
The cheapest month to fly to South Woodstock is January when there's less demand. Off-peak months are typically when you'll find cheap fares. To keep costs down, steer clear of flying during school breaks and public holidays.
Which US cities have the cheapest flights to South Woodstock?
Usually, Boston offers cheap flights to South Woodstock. To get the best deal, remain flexible with your travel dates. Fares may change based on factors like seasonality, number of stopovers and demand.
Which US cities fly direct to South Woodstock?
You can fly to South Woodstock without layovers from US destinations like Boston and White Plains. Just select "Direct flights only" when looking for flights to South Woodstock on Expedia. Then, compare the available options and decide on the most suitable departure for your next adventure.
How to find a cheap flight to South Woodstock?
If you're looking for cheap flights to South Woodstock, consider traveling in the low season. Booking as early as possible may also help you score savings. Or, fly on a different day — Thursday flights are on average 16% cheaper than Sunday options.* Opt to receive flight price alerts on the Expedia app and you'll be notified as soon as fares fall.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to South Woodstock?
Although booking in advance is usually the best way to save money, don't worry if your South Woodstock trip is last minute. You can still get cheap flights to South Woodstock, especially if your plans have a little wiggle room. Try changing your dates, looking at different ticket types or departing from another hub.
How far in advance should I book a flight to South Woodstock?
Secure the departure dates you want and a fare that fits your budget by booking your domestic flight to South Woodstock up to 28 days in advance. Search for tickets two to four months ahead if you're visiting South Woodstock from an international destination.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to South Woodstock?
Sundays are generally the best day to book a cheap flight to South Woodstock, where you can save 8% on average compared to a Friday. If you choose to purchase on a Friday, expect to pay more as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Where do you fly into South Woodstock?
South Woodstock's main point of arrival is Lebanon Municipal Airport (LEB). If you're looking for other nearby options when flying to South Woodstock, check out Rutland Southern Vermont Regional Airport (RUT), Springfield, VT (VSF-Hartness State) or Montpelier, VT (MPV-Edward F. Knapp State). You can also opt to fly to South Woodstock through Keene, NH (EEN-Dillant-Hopkins).
How far is the airport from central South Woodstock?
You'll be approximately 12 mi east of central South Woodstock after arriving at Lebanon Municipal Airport (LEB).
Can I save money by booking a South Woodstock trip package?
Book a South Woodstock flight and hotel package deal on Expedia, and you can enjoy significant savings. It's simple to bundle your hotel and flight, and you can even add activities and car rentals to create your own customized South Woodstock getaway. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to South Woodstock?
You can typically change or cancel your flight to South Woodstock within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may receive credit for future flights rather than a direct refund. Remember to check the airline's terms of service in your itinerary for specific details. Use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to South Woodstock with flexible change policies. To learn more, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to South Woodstock

The cheapest day to fly

Get started finding a cheap flight to South Woodstock on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

January is the cheapest month to fly to South Woodstock. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to South Woodstock. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to South Woodstock, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to South Woodstock

The lowest price for round-trip flights to South Woodstock in 2026 starts from from $135, while one-way tickets start from from $66. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to South Woodstock. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to South Woodstock

Cape Air, Delta, JetBlue Airways, United, Alaska Airlines, American Airlines are just some of the airlines that can typically offer cheap tickets to South Woodstock. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to South Woodstock and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for South Woodstock, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to South Woodstock. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your South Woodstock plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to South Woodstock

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to South Woodstock.

Stopover savings

The cheapest tickets to South Woodstock are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to South Woodstock. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to South Woodstock for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to South Woodstock. Simply download the free Expedia app to your smart device and activate South Woodstock flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to South Woodstock. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to South Woodstock

Travel information

Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Destination city name
Lebanon
Roundtrip price
$135

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