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Woodstock

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Woodstock Flights as Low as $361

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

American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$361 Roundtrip, found 3 days ago
$361
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $361 found 3 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, just found
$365
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $365 just found
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$365 Roundtrip, found 3 days ago
$365
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $365 found 3 days ago
Delta
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$366 Roundtrip, found 3 days ago
$366
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $366 found 3 days ago
American Airlines
Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$368 Roundtrip, found 11 hours ago
$368
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Sep 11 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $368 found 11 hours ago
United
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$370 Roundtrip, found 3 days ago
$370
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $370 found 3 days ago
Delta
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$374 Roundtrip, found 12 hours ago
$374
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $374 found 12 hours ago
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$375 Roundtrip, found 3 days ago
$375
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $375 found 3 days ago
American Airlines
Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$378 Roundtrip, found 11 hours ago
$378
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Sep 11 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $378 found 11 hours ago
JetBlue Airways
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$379 Roundtrip, found 12 hours ago
$379
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $379 found 12 hours ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $379 found 3 days ago
American Airlines
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$381 Roundtrip, found 3 days ago
$381
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $381 found 3 days ago
Delta
Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$383 Roundtrip, found 11 hours ago
$383
Roundtrip
found 11 hours ago
Select Delta flight, departing Thu, Sep 11 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $383 found 11 hours ago
JetBlue Airways
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$384 Roundtrip, found 12 hours ago
$384
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $384 found 12 hours ago
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$385 Roundtrip, found 3 days ago
$385
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $385 found 3 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$389 Roundtrip, found 11 hours ago
$389
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $389 found 11 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 September, 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 Lebanon Municipal 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 $361, 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 $361 right now, why wait?

Woodstock Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$365

Last Minute Hotel Deals in Woodstock

Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (521 reviews)
"Relaxing"

Reviewed on Jun 25, 2025

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Woodstock Inn & Resort
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (765 reviews)
Great night stay
"This was centrally located , with a market across the street . Making it perfdctvto grab whatever your needs for the night or the morning on the go. They offer free coffee , in the room , as well as by the main office The inn has impecable outdoors, and the room was amazing. The staff was beyond ..."

Reviewed on Jul 1, 2025

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The Shire Woodstock
On The River Inn
On The River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
Stay at this 4-star family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,000 reviews)
"Such a quaint little Inn and so family friendly. The areas for kids to play was so fun! Staff was very friendly and food was great!"

Reviewed on Jul 3, 2025

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On The River Inn
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! (497 reviews)
"This place was lovely, they were always checking in to make sure we were ok and they had plenty of amenities for us to use!"

Reviewed on Jul 1, 2025

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Sleep Woodstock Motel
The Jackson
The Jackson
4 out of 5
43 Senior Lane, Woodstock, VT
Stay at this 4-star B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
9.8/10 Exceptional! (215 reviews)
"The food and staff are excellent"

Reviewed on Jun 22, 2025

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The Jackson
Lincoln Inn & Gallery
Lincoln Inn & Gallery
3 out of 5
2709 West Woodstock Rd, Woodstock, VT
Stay at this 3-star inn in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Union Arena Community Center and Ottaquechee River ...
9.4/10 Exceptional! (12 reviews)
"Grounds are beautiful"

Reviewed on Jun 22, 2025

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Lincoln Inn & Gallery
The Vesper
The Vesper
3 out of 5
21 Pleasant St, Woodstock, VT
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are ...
9.4/10 Exceptional! (23 reviews)
"Charming with tons of personality and character. This B&B is in the heart of downtown and has everything you need. The bed was super comfortable. Near to shopping, restaurants and local attractions. Nice place!"

Reviewed on Jun 29, 2025

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The Vesper
Stay At Jimmy's
Stay At Jimmy's
3 out of 5
45 Pleasant St, Woodstock, VT
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Red Wagon Toy Company ...
10/10 Exceptional! (34 reviews)
"Jimmy and his family (pets and partner) are wonderful. The place is clean, welcoming and in a great location. Grateful for a memorable visit!"

Reviewed on Jul 1, 2025

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Stay At Jimmy's
See all 2,640 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.