Cheap Flights to Woodstock from $76

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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 $139 and $76 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
JFKWest LebanonJanuary 22 to January 25$244
DCAWest LebanonJanuary 17 to January 17$294
JFKNorth ClarendonDecember 10 to December 10$305
PHLNorth ClarendonFebruary 3 to February 10$324
PHLWest LebanonFebruary 6 to February 10$329
DCANorth ClarendonJanuary 15 to January 18$339
TPANorth ClarendonJanuary 23 to January 25$349
EWRWest LebanonDecember 8 to December 10$360
ATLNorth ClarendonDecember 6 to December 13$360
ATLWest LebanonDecember 25 to January 1$370
DENWest LebanonDecember 8 to December 15$384
DENNorth ClarendonDecember 2 to December 16$392
LAXNorth ClarendonDecember 4 to December 10$474
EWRNorth ClarendonDecember 18 to December 21$494
LAXWest LebanonDecember 4 to December 13$499
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DCANorth ClarendonNovember 15 to November 17$411
JFKWest LebanonNovember 16 to November 17$420
JFKNorth ClarendonNovember 14 to November 18$421
PHLNorth ClarendonNovember 14 to November 14$452
TTNWest LebanonNovember 14 to November 16$527
DENWest LebanonNovember 15 to November 22$541
TPAWest LebanonNovember 16 to November 17$579
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$139
Number of Airlines Serving
Airlines Serving
Cape Air, Delta, JetBlue Airways
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
$155 nightly
The price is $171 total per night from Nov 12 to Nov 13
$171 total
Nov 12 - Nov 13
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 ...
9.6/10 Exceptional! (539 reviews)
Easy check in, very clean. Close to Woodstock shopping and dining areas. Staff very informative. Great little ice cream/breakfast place right next door.

Reviewed on Oct 25, 2025

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
$226 nightly
The price is $249 total per night from Nov 12 to Nov 13
$249 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 4-star 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! (1,001 reviews)
Staff were fantastic

Reviewed on Nov 7, 2025

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

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$369 nightly
The price is $406 total per night from Nov 30 to Dec 1
$406 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this 4.5-star 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! (546 reviews)
I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn

Reviewed on Nov 4, 2025

Opens in a new windowWoodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
$155 nightly
The price is $171 total per night from Nov 12 to Nov 13
$171 total
Nov 12 - Nov 13
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 ...
9.6/10 Exceptional! (539 reviews)
Easy check in, very clean. Close to Woodstock shopping and dining areas. Staff very informative. Great little ice cream/breakfast place right next door.

Reviewed on Oct 25, 2025

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
$226 nightly
The price is $249 total per night from Nov 12 to Nov 13
$249 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this 4-star 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! (1,001 reviews)

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

Travelers say...
Staff were fantastic

Reviewed on Nov 7, 2025

Opens in a new windowOn The River Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
$155 nightly
The price is $171 total per night from Nov 12 to Nov 13
$171 total
Nov 12 - Nov 13
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 ...
9.6/10 Exceptional! (539 reviews)
Easy check in, very clean. Close to Woodstock shopping and dining areas. Staff very informative. Great little ice cream/breakfast place right next door.

Reviewed on Oct 25, 2025

Opens in a new windowSleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
$139 nightly
The price is $152 total per night from Nov 18 to Nov 19
$152 total
Nov 18 - Nov 19
Total with taxes and fees
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (875 reviews)
Great place to stay

Reviewed on Nov 3, 2025

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
$369 nightly
The price is $406 total per night from Nov 30 to Dec 1
$406 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this 4.5-star 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! (546 reviews)
I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn

Reviewed on Nov 4, 2025

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.
The Shire Woodstock
Jackson Gore Village
Mount Snow Grand Summit Resort
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Need a Car For After Your Flight?

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.