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
Stay at this 4-star hotel in Woodstock. Enjoy free WiFi, free parking, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (183 reviews)
"This is a beautiful high-end property in the heart of Woodstock. Rooms are immaculate and well-appointed—featuring great beds and heated floors in the bathrooms, as well as a gorgeously decorated interior. The price point is high for the area - especially at peak times. Great stay - we are in the ..."

Reviewed on Sep 15, 2025

Woodstock Way Hotel
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! (84 reviews)
"Dust on basically every surface, and the fridge makes a loud buzzing noise. Road noise is really loud and kept us up all night. Otherwise the vibe was great, location perfect, decor was nice, great amenities in the kitchenette. Would not return on account of the cleanliness and loud road noise ..."

Reviewed on Sep 25, 2025

The Herwood Inn
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! (126 reviews)
Gorgeous Morning Glory!
"Diane, the hostess, was extremely attentive and aimed to please us. Attention to detail was excellent in making the room and house attractive. Morning Glory is wonderfully central to amenities as well as the unmissable sites of beauty. Highly recommended for an informal and relaxed stay."

Reviewed on Sep 28, 2025

Morning Glory B n B Woodstock NY
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 ...
9.4/10 Exceptional! (31 reviews)
"Everything was really great. Only thing was the exhaust fan in our bathroom was very loud and it went on when you turned on the light. Other than that, place was perfect! Thanks."

Reviewed on Aug 27, 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! (198 reviews)
Peaceful Retreat
"Very cozy atmosphere. The breakfast was splendid with many options! The facility is very well taken care of and you have all the amenities you need with the benefit of a quiet and beautiful ambiance. We enjoyed our stay very much and look forward to coming back!"

Reviewed on Sep 23, 2025

The Woodstock Inn on the Millstream
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! (177 reviews)
"Nice"

Reviewed on Sep 23, 2025

Twin Gables of Woodstock
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 ...
7.6/10 Good! (1,016 reviews)
"Front desk clerk, excellent service and very pleasant and friendly."

Reviewed on Sep 15, 2025

Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
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! (772 reviews)
"Clean and spacious, but missing artwork"

Reviewed on Sep 26, 2025

Hunter Lodge, a Bluebird by Lark
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.