Cheap Flights to Woodstock from $43

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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 $136 and $43 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Feb 1 - Fri, Feb 5
BOS
Logan Intl.
LEB
Lebanon Municipal
$136 Roundtrip, found 6 days ago
$136
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Feb 1 from Logan Intl. to Lebanon Municipal, returning Fri, Feb 5, priced at $136 found 6 days ago
OriginDestinationTravel DatesFlights From*
DCAWest LebanonMay 26 to June 2$389
JFKWest LebanonJune 11 to June 17$390
PHLNorth ClarendonJune 6 to June 8$393
JFKNorth ClarendonJuly 3 to July 9$394
DCANorth ClarendonMay 20 to May 24$413
PHLWest LebanonJune 4 to June 8$415
EWRNorth ClarendonJune 19 to June 22$444
EWRWest LebanonMay 7 to May 14$466
TPAWest LebanonMay 15 to May 23$518
DENNorth ClarendonJuly 15 to July 21$526
CLTNorth ClarendonAugust 1 to August 5$546
ATLWest LebanonJuly 25 to August 5$565
LAXWest LebanonMay 30 to August 29$578
DENWest LebanonJuly 17 to July 24$596
ATLNorth ClarendonJune 22 to June 26$618
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKWest LebanonMay 3 to June 1$482
DCANorth ClarendonMay 1 to May 2$534
DCAWest LebanonMay 1 to May 3$676
DENNorth ClarendonMay 3 to May 4$833
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$136
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
$136 nightly
The price is $149 total per night from May 7 to May 8
$149 total
May 7 - May 8
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! (573 reviews)
The room was neat and clean. There wasn’t any staff at the hotel when we arrived. I was able to reach a live person by phone who helped me get into my room. The parking was tight.

Reviewed on Apr 15, 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
$185 nightly
The price is $204 total per night from May 19 to May 20
$204 total
May 19 - May 20
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 ...
9.4/10 Exceptional! (1,003 reviews)
I was at the inn for one night only, and I really enjoyed it. It's very clean and pleasant. My room was spacious, comfortable, and had a lovely view toward the river. The fire pit under a starry night was magical. The only part of the experience that left to be desired was the breakfast. It was ...

Reviewed on Apr 28, 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 Apr 29 to Apr 30
$384 total
Apr 29 - Apr 30
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. ...
9.4/10 Exceptional! (572 reviews)
Wonderful historic property with warm and thoughtful staff. Even though some areas in the lobby were being refurbished, we still enjoyed the experience. Look forward to returning when the huge fireplace in the lobby is back up and operational.

Reviewed on Apr 10, 2026

Opens in a new windowWoodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
$136 nightly
The price is $149 total per night from May 7 to May 8
$149 total
May 7 - May 8
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! (573 reviews)
The room was neat and clean. There wasn’t any staff at the hotel when we arrived. I was able to reach a live person by phone who helped me get into my room. The parking was tight.

Reviewed on Apr 15, 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
$185 nightly
The price is $204 total per night from May 19 to May 20
$204 total
May 19 - May 20
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 ...
9.4/10 Exceptional! (1,003 reviews)

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

Travelers say...
I was at the inn for one night only, and I really enjoyed it. It's very clean and pleasant. My room was spacious, comfortable, and had a lovely view toward the river. The fire pit under a starry night was magical. The only part of the experience that left to be desired was the breakfast. It was ...

Reviewed on Apr 28, 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
$136 nightly
The price is $149 total per night from May 7 to May 8
$149 total
May 7 - May 8
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! (573 reviews)
The room was neat and clean. There wasn’t any staff at the hotel when we arrived. I was able to reach a live person by phone who helped me get into my room. The parking was tight.

Reviewed on Apr 15, 2026

Opens in a new windowSleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
$140 nightly
The price is $154 total per night from May 25 to May 26
$154 total
May 25 - May 26
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. ...
8.8/10 Excellent! (922 reviews)
Nice hotel, they have fire pits outside which are a nice touch. Hot water for the showers was hit and miss, I think if you happen to shower at the same time/ after other guests then you miss out on the hot water which is disappointing. But otherwise great hotel

Reviewed on Apr 27, 2026

Opens in a new windowThe Shire Woodstock
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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 Apr 29 to Apr 30
$384 total
Apr 29 - Apr 30
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. ...
9.4/10 Exceptional! (572 reviews)
Wonderful historic property with warm and thoughtful staff. Even though some areas in the lobby were being refurbished, we still enjoyed the experience. Look forward to returning when the huge fireplace in the lobby is back up and operational.

Reviewed on Apr 10, 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.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was $841, price is now $682 per person
$682
per person
Jun 15 - Jun 20
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Don't see what you're looking for?
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Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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.