Cheap Flights to Woodstock from $54

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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 $179 and $54 for one-way flights to Woodstock for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CMHNorth ClarendonMay 1 to May 2$688
*Prices include taxes and fees

Woodstock Flight Information

Traveling to
Woodstock
Lowest Price
$179
Number of Airlines Serving
Airlines Serving
JetBlue Airways, Cape Air, Delta
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
The price is $118 per night from Apr 25 to Apr 26
$118
per night
Apr 25 - Apr 26
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! (346 reviews)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."

Reviewed on Apr 22, 2024

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

506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $239 per night from Apr 25 to Apr 26
$239
per night
Apr 25 - Apr 26
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (868 reviews)
"Quiet Beautiful Friendly Relax ing"

Reviewed on Apr 15, 2024

506 On the River Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $289 per night from Apr 29 to Apr 30
$289
per night
Apr 29 - Apr 30
Stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Woodstock Town Hall Theatre and Red Wagon ...
9.2/10 Wonderful! (438 reviews)
"I love the uniqueness of this property. Was so amazing to see how kind and friendly the staffs were, and also the beauty of the hotel. The housekeeping's of the hotel in general was perfect, clean, and comfortable to stay. We love the design and the decor of everything that we saw. I would definitely ..."

Reviewed on Apr 24, 2024

Woodstock Inn & Resort
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $118 per night from Apr 25 to Apr 26
$118
per night
Apr 25 - Apr 26
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! (346 reviews)
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."

Reviewed on Apr 22, 2024

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

506 On the River Inn
Great for families

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is $239 per night from Apr 25 to Apr 26
$239
per night
Apr 25 - Apr 26
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (868 reviews)

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

Travelers say...
"Quiet Beautiful Friendly Relax ing"

Reviewed on Apr 15, 2024

506 On the River Inn
The Lincoln Inn & Restaurant At The Covered Bridge
Great for families

The Lincoln Inn & Restaurant At The Covered Bridge

3.5 out of 5
2709 W. Woodstock Road, Woodstock, VT
Stay at this 3.5-star inn in Woodstock. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Union Arena Community Center and Ottaquechee ...
8/10 Very Good! (106 reviews)

Families like: Lazy river, skiing nearby, bicycle rentals nearby

Travelers say...
"Room was very small,"

Reviewed on Oct 9, 2023

The Lincoln Inn & Restaurant At The Covered Bridge
Sleep Woodstock Motel
Great for families

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
The price is $118 per night from Apr 25 to Apr 26
$118
per night
Apr 25 - Apr 26
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! (346 reviews)

Families like: Kitchen, skiing nearby

Travelers say...
"This was one of the cleanest room I have ever been in. Everything was spotless and very well appointed. Great room."

Reviewed on Apr 22, 2024

Sleep Woodstock Motel
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The Shire Woodstock
Great for families

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
The price is $155 per night from May 7 to May 8
$155
per night
May 7 - May 8
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Billings Park and Trail and Red Wagon Toy ...
8.6/10 Excellent! (540 reviews)

Families like: Skiing nearby, bicycle rentals

Travelers say...
"I enjoyed my stay at the Shire. It’s an odd mix of comfort, luxury, bargain and practicality. The room was clean and comfortable, if a bit worn. I sprang for a river front room, which was an excellent idea. The deck outside my door was right off of the lawn at the edge of the water, and it was a ..."

Reviewed on Apr 15, 2024

The Shire Woodstock
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.

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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.