Cheap Flights to Woodstock from $60

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How Much Does it Cost To Fly To Woodstock?

The cheapest prices found with in the last 7 days for return flights were $257 and $60 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
JFKWest LebanonFebruary 20 to February 23$257
PHLWest LebanonFebruary 26 to March 2$261
PHLNorth ClarendonMarch 12 to March 16$274
JFKNorth ClarendonMarch 13 to March 15$282
TPANorth ClarendonMarch 7 to March 14$302
DCAWest LebanonFebruary 8 to February 17$304
ATLNorth ClarendonFebruary 10 to February 12$314
DCANorth ClarendonFebruary 24 to March 2$328
ATLWest LebanonFebruary 19 to February 23$334
TPAWest LebanonFebruary 14 to February 18$338
DENWest LebanonFebruary 26 to March 10$340
DENNorth ClarendonFebruary 14 to February 21$364
LAXWest LebanonFebruary 25 to March 4$390
LAXNorth ClarendonMarch 2 to March 9$401
CLTNorth ClarendonMarch 10 to March 18$456
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLWest LebanonJanuary 31 to February 9$314
JFKWest LebanonJanuary 31 to February 23$349
TPAWest LebanonJanuary 31 to February 5$381
PHLNorth ClarendonFebruary 1 to February 5$406
JFKNorth ClarendonJanuary 30 to February 2$416
DCAWest LebanonJanuary 31 to February 1$437
DCANorth ClarendonJanuary 31 to February 4$440
DENWest LebanonJanuary 31 to February 9$456
ATLWest LebanonFebruary 1 to February 16$564
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$257
Number of Airlines Serving
Airlines Serving
JetBlue Airways, Cape Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Woodstock Accommodation Deals

Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
$130 nightly
The price is $143 total per night from Jan 28 to Jan 29
$143 total
Jan 28 - Jan 29
Total with taxes and fees
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.4/10 Exceptional! (555 reviews)
Very clean.

Reviewed on Jan 20, 2026

Opens in a new windowSleep Woodstock Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Woodstock

On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$177 nightly
The price is $195 total per night from Feb 1 to Feb 2
$195 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,000 reviews)
Our stay was absolutely wonderful. The room was clean & comfortable with a nice view from balcony. The breakfast was good & the bar was very nice on a cold evening. Look forward to staying here again.

Reviewed on Jan 12, 2026

Opens in a new windowOn The River Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$349 nightly
The price is $384 total per night from Feb 22 to Feb 23
$384 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Opens in a new windowWoodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
$130 nightly
The price is $143 total per night from Jan 28 to Jan 29
$143 total
Jan 28 - Jan 29
Total with taxes and fees
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.4/10 Exceptional! (555 reviews)
Very clean.

Reviewed on Jan 20, 2026

Opens in a new windowSleep Woodstock Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Woodstock

On The River Inn
Great for families

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$177 nightly
The price is $195 total per night from Feb 1 to Feb 2
$195 total
Feb 1 - Feb 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,000 reviews)

Families like: Kids pool, playground, game room, skiing nearby

Travelers say...
Our stay was absolutely wonderful. The room was clean & comfortable with a nice view from balcony. The breakfast was good & the bar was very nice on a cold evening. Look forward to staying here again.

Reviewed on Jan 12, 2026

Opens in a new windowOn The River Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
$130 nightly
The price is $143 total per night from Jan 28 to Jan 29
$143 total
Jan 28 - Jan 29
Total with taxes and fees
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.4/10 Exceptional! (555 reviews)
Very clean.

Reviewed on Jan 20, 2026

Opens in a new windowSleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
$131 nightly
The price is $144 total per night from Jan 28 to Jan 29
$144 total
Jan 28 - Jan 29
Total with taxes and fees
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (907 reviews)
Cozy comfortable room for a fair price. Easy check-in and check-out.

Reviewed on Jan 17, 2026

Opens in a new windowThe Shire Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$349 nightly
The price is $384 total per night from Feb 22 to Feb 23
$384 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Opens in a new windowWoodstock Inn & Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Woodstock Flight and Hotel Packages

Woodstock flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Mount Snow Lodging
Jackson Gore Village
Okemo Mountain Lodging
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Frequently asked questions

Which airlines fly to Woodstock?
Is Woodstock the first destination on your unforgettable world adventure? Wise travelers recommend flying with Cape Air.
What airport is best to fly into Woodstock?
Featuring two airports, you have options when jetting into Woodstock. Bear in mind where you'll be basing yourself and spending a lot of your time, as this may help you settle on which flights you purchase. Lebanon Municipal Airport (LEB) is 10 mi from the sights and sounds of downtown, while RUT is 20 mi away.
Where to stay in Woodstock
Whether you'd like to splash some cash on accommodations or you just want someplace to use as a base, you'll find it in Woodstock. With 272 properties listed on Travelocity, you'll have no issues catching those Zs after a long day of incredible adventures.After a long day of exploring, nothing beats coming home to a luxurious room. The The Jackson House Inn and the 506 On the River Inn are the top upmarket properties to consider in Woodstock. If you'd prefer to spend your vacation budget on amazing Woodstock experiences, make a booking at the Braeside Lodging or the Sleep Woodstock Motel.
Places to visit in Woodstock
Relish in the feeling of your blood pumping as you snowboard down the fluffy snow at Suicide Six Ski Area. Like some more ideas? If you're mad about golf and wouldn't mind playing a quick round, make your way to Woodstock Country Club. But that's not all there is. Head to Billings Farm and Museum if you've tried all the well-known museums and you're hungry for more!
How to get through airport security fast when traveling to Woodstock
Your journey to Woodstock kicks off as soon as you've satisfied all the security checks. Here is a list of helpful tips and hints to make sure you get through quickly:

  • Airport security staff will request to see your boarding pass and travel ID upon arrival. Tuck them away in an accessible place, ready for inspection.
  • You'll need to stop the tunes for a few minutes. Headphones must be taken off and placed in a tray for X-raying. The same goes for items such as heavy jackets and belts.
  • Electronic devices such as phones, laptops and cameras need to be put through the X-ray machine separately. Make sure they're easily accessible.
  • When it comes to traveling with gels or liquids, each passenger is allowed a quart-sized clear zip-lock bag to keep containers no bigger than 3.4 ounces (100 milliliters).
  • Think about the type of footwear you want to travel in. Slippers are great because they're easy to step out of when you're at the security checkpoint. Try wearing a pair on your next flight!
  • Some places have stringent quarantine laws. Consider where you're headed to and whether or not you're permitted to fly with fresh fruit.

Plane Tickets To Woodstock

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Woodstock. Browse through our inventory to explore a wide range of cheap flights to Woodstock to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Woodstock as you anxiously await to exit the plane and explore what Woodstock has to offer. Considering all the amazing local food and culture in Woodstock, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Woodstock to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Woodstock without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Woodstock with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Woodstock today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.