Search Cheap Flights to
Woodstock

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

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
The price is $337 per night from Jan 9 to Jan 10
$337
includes taxes & fees
Jan 9 - Jan 10
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! (131 reviews)
"Stay here when you go to Woodstock."

Reviewed on Dec 7, 2024

Woodstock Way Hotel
The Herwood Inn
The Herwood Inn
4.5 out of 5
148 Tinker St, Woodstock, NY
The price is $188 per night from Jan 9 to Jan 10
$188
includes taxes & fees
Jan 9 - Jan 10
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 ...
9.8/10 Exceptional! (52 reviews)
Great, cozy stay with unique boho decor
"We have stayed at the Herwood inn before and love coming back here from year to year. The apartment was cozy, with unique boho decor and personal touches to make your stay feel like home. Its only a short walk a way from the main street, which is an added plus. They also had a outdoor hot tub which ..."

Reviewed on Dec 31, 2024

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
The price is $223 per night from Feb 8 to Feb 9
$223
includes taxes & fees
Feb 8 - Feb 9
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! (180 reviews)
"We loved our stay at the Woodstock Inn on the Millstream -- beautiful setting, close to downtown Woodstock, clean and cozy rooms, and a wonderful continental breakfast with healthy options! Highly recommend!"

Reviewed on Dec 31, 2024

The Woodstock Inn on the Millstream
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
The price is $208 per night from Jan 13 to Jan 14
$208
includes taxes & fees
Jan 13 - Jan 14
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (560 reviews)
"Enjoyed the country cottage atmosphere, cleanliness and proximity to Hunter Mountain."

Reviewed on Jan 7, 2025

Hunter Lodge, a Bluebird by Lark
Hampton Inn by Hilton New Paltz
Hampton Inn by Hilton New Paltz
2.5 out of 5
4 South Putt Corners Road, New Paltz, NY
The price is $132 per night from Jan 20 to Jan 21
$132
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9.4/10 Exceptional! (1,002 reviews)
"Great location, very convenient to NY Thruway. Comfortable & quiet room."

Reviewed on Jan 7, 2025

Hampton Inn by Hilton New Paltz
Courtyard by Marriott Kingston
Courtyard by Marriott Kingston
3 out of 5
500 Frank Sottile Blvd, Kingston, NY
The price is $122 per night from Jan 24 to Jan 25
$122
includes taxes & fees
Jan 24 - Jan 25
Stay at this 3-star business-friendly hotel in Kingston. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (916 reviews)
"The best hotel!"

Reviewed on Jan 5, 2025

Courtyard by Marriott Kingston
Hampton Inn Kingston
Hampton Inn Kingston
2.5 out of 5
1307 Ulster Ave, Kingston, NY
The price is $128 per night from Jan 26 to Jan 27
$128
includes taxes & fees
Jan 26 - Jan 27
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"Efficient checkin, was given extra coffee packs as requested."

Reviewed on Jan 5, 2025

Hampton Inn Kingston
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
The price is $146 per night from Jan 20 to Jan 21
$146
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (493 reviews)
"Great little space. Felt very safe. Good amount of people staying there including families. Staff was very friendly and helpful!"

Reviewed on Jan 6, 2025

Hotel Vienna
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.