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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 onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (189 reviews)
"I loved the Tannery Brook suites is the way go."

Reviewed on Oct 3, 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! (85 reviews)
"Just lovely all around! I loved the attention to detail inside and on the grounds."

Reviewed on Oct 1, 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! (128 reviews)
"Close to village and convenient to walk around Woodstock"

Reviewed on Sep 30, 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
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! (1,001 reviews)
"The lady at the front desk was very nice and let me check in early. I was so thankful because I had driven all night to get there."

Reviewed on Oct 1, 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! (774 reviews)
"Very nice and relaxing."

Reviewed on Oct 1, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
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! (657 reviews)
"Great, clean hotel"

Reviewed on Oct 3, 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.