Cheap Flights to Woodstock from $130

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Woodstock?

The cheapest prices found with in the last 7 days for return flights were $158 and $130 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPANorth ClarendonAugust 19 to September 6$344
TPAWest LebanonSeptember 11 to September 15$385
PHLWest LebanonJune 24 to June 28$386
DCAWest LebanonSeptember 4 to September 10$389
JFKWest LebanonJune 22 to June 26$400
DCANorth ClarendonJune 24 to June 30$409
ATLWest LebanonJune 24 to June 28$410
JFKNorth ClarendonJuly 23 to July 25$419
DENNorth ClarendonJune 24 to June 28$455
EWRWest LebanonJuly 25 to July 27$461
CLTWest LebanonJuly 15 to August 5$494
DENWest LebanonSeptember 12 to September 14$500
FCONorth ClarendonJune 30 to July 4$880
EWRNorth ClarendonJuly 26 to July 29$995
PHLNorth ClarendonJune 25 to July 1$1,764
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKWest LebanonJune 14 to June 14$439
JFKNorth ClarendonJune 15 to June 23$466
DCAWest LebanonJune 14 to June 24$485
DCANorth ClarendonJune 14 to June 23$524
TPAWest LebanonJune 14 to June 16$611
LAXNorth ClarendonJune 13 to June 20$807
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$158
Number of Airlines Serving
Airlines Serving
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
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! (487 reviews)
"Had a problem with the Tv saying “no signal “. My husband sent a text and after close to an hour with no response he called and was told what to do. It does the same thing every time we turn it on, may want to fix it. Also found the bottom of the tub slippery when taking a shower. Beds were very ..."

Reviewed on May 28, 2025

Sleep 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! (1,002 reviews)
"Great"

Reviewed on Jun 8, 2025

On The River Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
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! (519 reviews)
Stunning
"Always a stunning stay in Woodstock!"

Reviewed on Jun 2, 2025

Woodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
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! (487 reviews)
"Had a problem with the Tv saying “no signal “. My husband sent a text and after close to an hour with no response he called and was told what to do. It does the same thing every time we turn it on, may want to fix it. Also found the bottom of the tub slippery when taking a shower. Beds were very ..."

Reviewed on May 28, 2025

Sleep 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! (1,002 reviews)

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

Travelers say...
"Great"

Reviewed on Jun 8, 2025

On The River Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
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! (487 reviews)
"Had a problem with the Tv saying “no signal “. My husband sent a text and after close to an hour with no response he called and was told what to do. It does the same thing every time we turn it on, may want to fix it. Also found the bottom of the tub slippery when taking a shower. Beds were very ..."

Reviewed on May 28, 2025

Sleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
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! (754 reviews)
"It was like a step back in time to a classier spot Shower was fantastic. Hot and strong pressure. No breakfast was the only slight downfall."

Reviewed on Jun 9, 2025

The 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
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! (519 reviews)
Stunning
"Always a stunning stay in Woodstock!"

Reviewed on Jun 2, 2025

Woodstock 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
Don't see what you're looking for?
See all available trips from Orlando to Woodstock
View all trips

Need a Car For After Your Flight?

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.