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 $159 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*
TPAWest LebanonNovember 1 to November 9$305
TPANorth ClarendonNovember 1 to November 9$308
DCAWest LebanonDecember 2 to December 16$321
JFKWest LebanonNovember 20 to November 23$323
JFKNorth ClarendonDecember 12 to December 15$324
PHLWest LebanonNovember 13 to November 17$325
PHLNorth ClarendonNovember 13 to November 17$333
ATLWest LebanonNovember 1 to November 8$345
DCANorth ClarendonNovember 6 to November 12$353
ATLNorth ClarendonDecember 14 to December 31$464
LAXWest LebanonOctober 31 to November 8$466
LAXNorth ClarendonNovember 8 to November 14$481
DENNorth ClarendonDecember 22 to January 3$485
EWRNorth ClarendonOctober 15 to October 20$504
DENWest LebanonOctober 7 to October 29$653
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DCAWest LebanonOctober 4 to October 22$359
JFKWest LebanonOctober 5 to October 9$370
PHLNorth ClarendonOctober 5 to October 9$430
JFKNorth ClarendonOctober 3 to October 8$431
PHLWest LebanonOctober 3 to October 6$435
ATLNorth ClarendonOctober 5 to October 9$586
TPANorth ClarendonOctober 5 to October 9$683
DCANorth ClarendonOctober 5 to October 9$711
TPAWest LebanonOctober 5 to October 11$736
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$159
Number of Airlines Serving
Airlines Serving
Cape Air, 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
$194 nightly
The price is $213 total per night from Sep 28 to Sep 29
$213 total
Sep 28 - Sep 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 ...
9.6/10 Exceptional! (519 reviews)
"Very hospitable and well appointed motel, 5 minute drive into woodstock. Very cute. spotlessly clean and had everything you couild need. Note - cannabis dispensary directly next door just FYI"

Reviewed on Sep 16, 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
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)
"Property was nice; room had some wear and tear...lower level a distinct odor of chlorine (pool); couldn't get our safe fixed while we were there and we were a bit put off by no phones in the rooms..other than that very nice... the paying extra for amenities, why not just include it in the room rate? ..."

Reviewed on Sep 10, 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
$579 nightly
The price is $637 total per night from Oct 26 to Oct 27
$637 total
Oct 26 - Oct 27
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! (534 reviews)
"Clean room. Staff very polite and helpful"

Reviewed on Sep 24, 2025

Opens in a new windowWoodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
$194 nightly
The price is $213 total per night from Sep 28 to Sep 29
$213 total
Sep 28 - Sep 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 ...
9.6/10 Exceptional! (519 reviews)
"Very hospitable and well appointed motel, 5 minute drive into woodstock. Very cute. spotlessly clean and had everything you couild need. Note - cannabis dispensary directly next door just FYI"

Reviewed on Sep 16, 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
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...
"Property was nice; room had some wear and tear...lower level a distinct odor of chlorine (pool); couldn't get our safe fixed while we were there and we were a bit put off by no phones in the rooms..other than that very nice... the paying extra for amenities, why not just include it in the room rate? ..."

Reviewed on Sep 10, 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
$194 nightly
The price is $213 total per night from Sep 28 to Sep 29
$213 total
Sep 28 - Sep 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 ...
9.6/10 Exceptional! (519 reviews)
"Very hospitable and well appointed motel, 5 minute drive into woodstock. Very cute. spotlessly clean and had everything you couild need. Note - cannabis dispensary directly next door just FYI"

Reviewed on Sep 16, 2025

Opens in a new windowSleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
$245 nightly
The price is $270 total per night from Oct 26 to Oct 27
$270 total
Oct 26 - Oct 27
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! (829 reviews)
"Great little motel. Clean, well appointed, friendly staff and walkable location. We did not have good weather, but great fire pits and chairs near river."

Reviewed on Sep 25, 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
$579 nightly
The price is $637 total per night from Oct 26 to Oct 27
$637 total
Oct 26 - Oct 27
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! (534 reviews)
"Clean room. Staff very polite and helpful"

Reviewed on Sep 24, 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.
Sinclair Inn Bed and Breakfast
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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!

*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.