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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
The price is $375 per night from May 8 to May 9
$375
includes taxes & fees
May 8 - May 9
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! (152 reviews)
"Woodstock Way was a very unique beautiful place to stay. It was very close distance to shops and restaurants you could walk too. Perfect getaway ! Can't wait to go back!"

Reviewed on May 1, 2025

Woodstock Way Hotel
Twin Gables of Woodstock
Twin Gables of Woodstock
3 out of 5
73 Tinker St, Woodstock, NY
The price is $167 per night from May 12 to May 13
$167
includes taxes & fees
May 12 - May 13
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! (154 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
The price is $222 per night from May 12 to May 13
$222
includes taxes & fees
May 12 - May 13
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! (70 reviews)
"Lovely property. Clean, well appointed, cozy space, Nick’s Nook. Had a couple glitches but Adam took care of it immediately! Would definitely come back."

Reviewed on Apr 26, 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
The price is $256 per night from May 8 to May 9
$256
includes taxes & fees
May 8 - May 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! (186 reviews)
"Very good"

Reviewed on Apr 27, 2025

The Woodstock Inn on the Millstream
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
The price is $127 per night from May 13 to May 14
$127
includes taxes & fees
May 13 - May 14
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)
"Easy access to the interstate. Room was clean and comfortable. Nice breakfast."

Reviewed on May 5, 2025

Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills
AutoCamp Catskills
5 out of 5
882 NY-212, Saugerties, NY
The price is $212 per night from May 28 to May 29
$212
includes taxes & fees
May 28 - May 29
Stay at this 5-star luxury holiday park in Saugerties. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the ...
9/10 Wonderful! (377 reviews)
"Unique glamping with trailers (Airstream) that has a comfortable bed and bathroom with running water/shower, with a modern aesthetic."

Reviewed on Apr 18, 2025

AutoCamp Catskills
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
The price is $193 per night from May 8 to May 9
$193
includes taxes & fees
May 8 - May 9
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! (634 reviews)
"Loved our stay. The rooms are large, freshly renovated, stylish and affordable. We loved being able to see the mountains directly from our window. They also have a lovely restaurant and library. I’m surprised they don’t host events."

Reviewed on May 4, 2025

Hunter Lodge, a Bluebird by Lark
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 out of 5
4142 Albany Post Rd, Hyde Park, NY
The price is $97 per night from Jun 1 to Jun 2
$97
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Hyde Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"The bed was very comfortable, the room was nice and dark and quiet for sleeping. The bathroom had very little counter space and the mirror was too close to the sink, and it was delaminating from being splashed with water. The baseboard in the bathroom was also coming away from the wall."

Reviewed on May 5, 2025

Quality Inn Hyde Park Poughkeepsie North
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.