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Woodstock

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Woodstock Flights as Low as $604

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$604 Roundtrip, found 2 hours ago
$604
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $604 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$609 Roundtrip, found 2 hours ago
$609
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $609 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$614 Roundtrip, found 2 hours ago
$614
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $614 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$619 Roundtrip, found 2 hours ago
$619
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $619 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$624 Roundtrip, found 2 hours ago
$624
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $624 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$639 Roundtrip, found 2 hours ago
$639
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $639 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$644 Roundtrip, found 2 hours ago
$644
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $644 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$649 Roundtrip, found 2 hours ago
$649
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $649 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$653 Roundtrip, found 2 hours ago
$653
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $653 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$658 Roundtrip, found 2 hours ago
$658
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $658 found 2 hours ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$659 Roundtrip, found 1 day ago
$659
Roundtrip
found 1 day ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $659 found 1 day ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$663 Roundtrip, found 2 hours ago
$663
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $663 found 2 hours ago
Delta
Thu, Oct 29 - Sun, Nov 8
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$672 Roundtrip, found 1 day ago
$672
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 29 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 8, priced at $672 found 1 day ago
American Airlines
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$674 Roundtrip, found 2 hours ago
$674
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $674 found 2 hours ago
JetBlue Airways
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$674 Roundtrip, found 2 hours ago
$674
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $674 found 2 hours ago
American Airlines
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$679 Roundtrip, found 2 hours ago
$679
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $679 found 2 hours ago

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 VSF 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 February, 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 16 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 Hartness State 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 $604, 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 $604 right now, why wait?

Woodstock Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$603

Last Minute Hotel Deals in Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (624 reviews)
"Amazing venue for our wedding!"

Reviewed on Oct 25, 2026

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Woodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,005 reviews)
"Great place would stay again"

Reviewed on Oct 25, 2026

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On The River Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,001 reviews)
"Comfortable"

Reviewed on Oct 27, 2026

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The Shire Woodstock
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (334 reviews)
"It was very nice and quaint. The gentleman Sean, I believe his name that served wine and cheese was a very friendly person and and funny. The restaurant was good. The only thing we were on the third floor and that was hard for us since we were 78 years old. Oh"

Reviewed on Oct 25, 2026

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The Jackson
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
Stay at this motel in Woodstock. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (645 reviews)
"The room was clean and the self check in was great!"

Reviewed on Oct 27, 2026

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Sleep Woodstock Motel
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 Woodstock Rd Woodstock VT
Stay at this guesthouse in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee ...
8.8/10 Excellent! (115 reviews)
"Historical property - fun to stay in and beautiful grounds. Not far out of Woodstock, was a great place on a busy weekend. Had to travel to town for food, but wasn't far. Stairs were an issue for two seniors but we made it with the help of the staff toting our bags. A bit expensive compared to other ..."

Reviewed on Oct 26, 2026

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Lincoln Inn & Gallery
The Vesper

The Vesper

3 out of 5
21 Pleasant St Woodstock VT
Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located ...
9.2/10 Wonderful! (82 reviews)
"Not very comfortable , broken or in need of repair toilet holder , mold in some grout in tub , road noise , not enough towels provided. For the price we paid it should have been more equipped cold oatmeal , not a hot breakfast"

Reviewed on Oct 19, 2026

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The Vesper
Deer Brook Inn

Deer Brook Inn

3 out of 5
4548 W Woodstock Rd Woodstock VT
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are ...
10/10 Exceptional! (9 reviews)
"I highly recommend Deer Brook Inn. The photos don’t do it justice. It’s beautiful, cozy, well-kept and everything you’d want for a Vermont getaway. The innkeepers may be some of my favorite humans I’ve ever met. Their energy is bright and peaceful which reflects into the energy of the inn. They have ..."

Reviewed on Oct 17, 2026

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Deer Brook Inn
See all 2,759 properties in Woodstock
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.