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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! (154 reviews)
"We loved the rustic surroundings, windows and waterfall view. The room was decorated beautifully. The rug had stains and there were ants in the bath area. We had a great time."

Reviewed on May 18, 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! (155 reviews)
Woodstock!!!
"We had a lovely reception and introduction to the property. It was well located, beautifully decorated, warm and friendly."

Reviewed on May 1, 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 Woodstock Public Library ...
9.6/10 Exceptional! (72 reviews)
"Really cute property."

Reviewed on May 27, 2025

The Herwood Inn
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 Public Library ...
8.8/10 Excellent! (186 reviews)
"Very good"

Reviewed on Apr 27, 2025

The Woodstock Inn on the Millstream
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 ...
"Outstanding"

Reviewed on Apr 28, 2025

Hotel Dylan
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 Woodstock Public Library and SweetHeart Gallery are ...
8.8/10 Excellent! (110 reviews)
"My stay at Morning Glory exceeded expectations in every regard. I had come from a week long workshop and needed a place quiet and comfortable to integrate the experience and recharge. The kind welcome of the host, the beautiful art and thoughtfully arranged decor as well as the convenient location ..."

Reviewed on Apr 21, 2025

Morning Glory B n B Woodstock NY
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! (1,004 reviews)
Best Western
"Rooms a bit dated. Hotel is to big"

Reviewed on May 25, 2025

Best Western Plus Kingston Hotel And Conference Center
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! (703 reviews)
"Having stayed at places that accept dogs in the past the motel portion of this hotel was perfect and far superior than all the others !!"

Reviewed on May 21, 2025

Beekman Arms Hotel
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.