Cheap Flights to Woodstock from $80

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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 $146 and $80 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

Wed, Aug 20 - Tue, Sep 23
BOS
Logan Intl.
LEB
Lebanon Municipal
$146 Roundtrip, found 5 hours ago
$146
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Wed, Aug 20 from Logan Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $146 found 5 hours ago
OriginDestinationTravel DatesFlights From*
PHLNorth ClarendonOctober 14 to October 21$336
JFKWest LebanonAugust 12 to August 14$357
PHLWest LebanonJuly 30 to August 6$361
ATLWest LebanonSeptember 3 to September 10$377
DCAWest LebanonAugust 25 to September 2$379
TPAWest LebanonAugust 11 to August 20$387
JFKNorth ClarendonAugust 16 to August 17$394
ATLNorth ClarendonAugust 6 to August 13$401
DCANorth ClarendonSeptember 4 to September 8$403
EWRWest LebanonAugust 1 to August 6$405
CLTNorth ClarendonOctober 21 to November 3$456
DENWest LebanonAugust 15 to August 22$458
LAXWest LebanonSeptember 1 to September 4$504
DENNorth ClarendonAugust 2 to August 6$507
FCOWest LebanonAugust 21 to August 28$760
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRWest LebanonJuly 26 to August 6$405
EWRWest LebanonJuly 26 to August 6$405
JFKNorth ClarendonJuly 26 to July 29$439
DCAWest LebanonJuly 27 to July 30$568
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$146
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
$119 nightly
The price is $131 total per night from Aug 5 to Aug 6
$131 total
Aug 5 - Aug 6
Total includes 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! (499 reviews)
Vermont Charm
"Darling, charming motel with a warm vibe! Room 12 was outfitted for handicapped guests, the bathroom did have a bit of a funky odor. The second night they had a hot water issue that was not resolved by morning. Minor issues that did not negatively out stay! Staff was wonderful and communicated promptly ..."

Reviewed on Jul 14, 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
$252 nightly
The price is $278 total per night from Jul 23 to Jul 24
$278 total
Jul 23 - Jul 24
Total includes 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...
"Helpfulness of the staff was first class"

Reviewed on Jul 13, 2025

On The River Inn
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
$119 nightly
The price is $131 total per night from Aug 5 to Aug 6
$131 total
Aug 5 - Aug 6
Total includes 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! (499 reviews)
Vermont Charm
"Darling, charming motel with a warm vibe! Room 12 was outfitted for handicapped guests, the bathroom did have a bit of a funky odor. The second night they had a hot water issue that was not resolved by morning. Minor issues that did not negatively out stay! Staff was wonderful and communicated promptly ..."

Reviewed on Jul 14, 2025

Sleep Woodstock Motel
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
$175 nightly
The price is $192 total per night from Jul 27 to Jul 28
$192 total
Jul 27 - Jul 28
Total includes 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! (779 reviews)
"The property offers close walking distance to shops and restaurants, easy access to a grocery store, and a gorgeous view of the ŕiver."

Reviewed on Jul 17, 2025

The Shire Woodstock
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Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$489 nightly
The price is $538 total per night from Aug 17 to Aug 18
$538 total
Aug 17 - Aug 18
Total includes 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! (527 reviews)
"Really enjoyed our stay."

Reviewed on Jul 18, 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.
Mountaineer Inn

Mountaineer Inn

2 out of 5
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Don't see what you're looking for?
See all available trips from Dallas to Woodstock
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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!

*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.