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Woodstock

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Cheap Flights to Woodstock

Fall in love at first flight with your vacation to Woodstock by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Woodstock on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Woodstock, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Woodstock

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Woodstock with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the POU airport.

What is the cheapest month to fly to Woodstock?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Woodstock are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woodstock?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Woodstock.

What airport is best to fly into Woodstock?

When you’re planning your trip to Woodstock, convenience is the name of the game. Luckily, Woodstock Columbia County Airport is nearby so you can deplane and get going on checking off everything on your Woodstock must-do list.

How much are flights to Woodstock?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodstock on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Woodstock?

The trick to saving a stack of cash on your flight to Woodstock? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Woodstock Flight Information
Destination airport
Woodstock
Destination airport IATA code
POU

Last Minute Hotel Deals in Woodstock

Woodstock Way Hotel
Woodstock Way Hotel
4 out of 5
10 Waterfall Way, Woodstock, NY
Stay at this 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (156 reviews)
"We liked how they implemented many things from the days of Woodstock."

Reviewed on Jun 4, 2025

Woodstock Way Hotel
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodstock Public Library and SweetHeart Gallery ...
9.6/10 Exceptional! (159 reviews)
"Twin Gables was clean, modern AND historical, great service, easy check in, tastefully updated (bathrooms etc). Kind and helpful people all around."

Reviewed on Jun 12, 2025

Twin Gables of Woodstock
The Herwood Inn
The Herwood Inn
4.5 out of 5
148 Tinker St, Woodstock, NY
Stay at this 4.5-star luxury guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock ...
9.6/10 Exceptional! (74 reviews)
"Exceptional host and very clean. Would most definitely stay again."

Reviewed on Jun 15, 2025

The Herwood Inn
Hotel Dylan
Hotel Dylan
2 out of 5
320 Maverick Rd, Woodstock, NY
Book a stay at this golf motel in Woodstock. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ashokan Rail Trail- Woodstock Dike Trailhead ...
9.8/10 Exceptional! (21 reviews)
"Very cool hotel in great location, awesome vibes and staff."

Reviewed on Jun 2, 2025

Hotel Dylan
The Woodstock Inn on the Millstream
The Woodstock Inn on the Millstream
3 out of 5
48 Tannery Brook Rd, Woodstock, NY
Stay at this 3-star hotel in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions SweetHeart Gallery and Woodstock Artists Association ...
8.8/10 Excellent! (187 reviews)
"This place was great! Easy access to town and extremely clean."

Reviewed on Jun 9, 2025

The Woodstock Inn on the Millstream
Morning Glory B n B Woodstock NY
Morning Glory B n B Woodstock NY
3 out of 5
141 Tinker Street, Woodstock, NY
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free parking, and a garden. Popular attractions The Comeau Property and Woodstock Public Library ...
8.8/10 Excellent! (112 reviews)
"The host was very friendly, kind and helpful. She went above and beyond to make my stay comfortable. My dietary needs for breakfast were provided. My room was spacious and the bed was very comfortable. I slept well and I especially enjoyed the art which decorated the house."

Reviewed on Jun 13, 2025

Morning Glory B n B Woodstock NY
Beekman Arms Hotel
Beekman Arms Hotel
3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Stay at this 3.5-star business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (714 reviews)
"Old fashion feel, posters beds were amazing. Appreciated the nook with comfortable wing chairs with a table set up with a little carafe of Sherri, very cute. Keurig coffee pods only had 1 caffeinated pod of coffee with two guests would have appreciated two. Heavy drapery with an unexpected design, ..."

Reviewed on Jun 14, 2025

Beekman Arms Hotel
Best Western Plus Kingston Hotel And Conference Center
Best Western Plus Kingston Hotel And Conference Center
2.5 out of 5
503 Washington Ave, Kingston, NY
Book a stay at this family-friendly hotel in Kingston. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,005 reviews)
"Good"

Reviewed on Jun 10, 2025

Best Western Plus Kingston Hotel And Conference Center
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.