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Woodstock

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Woodstock Flights as Low as $315

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

JetBlue Airways
Wed, Sep 10 - Sat, Sep 13
TPA
Tampa Intl.
LEB
Lebanon Municipal
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 13, priced at $315 found 1 day ago
JetBlue Airways
Tue, Sep 9 - Sat, Sep 13
TPA
Tampa Intl.
LEB
Lebanon Municipal
$320 Roundtrip, found 1 day ago
$320
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 13, priced at $320 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Sat, Sep 13
TPA
Tampa Intl.
LEB
Lebanon Municipal
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Lebanon Municipal, returning Sat, Sep 13, priced at $330 found 1 day ago
American Airlines
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$335 Roundtrip, found 3 days ago
$335
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $335 found 3 days ago
American Airlines
Wed, Sep 10 - Wed, Sep 17
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$337 Roundtrip, found 4 days ago
$337
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 10 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 17, priced at $337 found 4 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$340 Roundtrip, found 9 hours ago
$340
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $340 found 9 hours ago
American Airlines
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $345 found 3 days ago
JetBlue Airways
Wed, Sep 17 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$346 Roundtrip, found 9 hours ago
$346
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Sep 17 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $346 found 9 hours ago
Delta
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $346 found 2 days ago
JetBlue Airways
Sat, Sep 13 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$350 Roundtrip, found 9 hours ago
$350
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $350 found 9 hours ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$355 Roundtrip, found 9 hours ago
$355
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $355 found 9 hours ago
JetBlue Airways
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$358 Roundtrip, found 2 days ago
$358
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 2 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Sep 13, priced at $358 found 2 days ago
American Airlines
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$359 Roundtrip, found 3 days ago
$359
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $359 found 3 days ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
LEB
Lebanon Municipal
$360 Roundtrip, found 9 hours ago
$360
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 17, priced at $360 found 9 hours ago
Delta
Mon, Sep 1 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$362 Roundtrip, found 3 days ago
$362
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Sep 10, priced at $362 found 3 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$391 Roundtrip, found 1 day ago
$391
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 23, priced at $391 found 1 day 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 $315, 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 $315 right now, why wait?

Woodstock Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$314

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! (528 reviews)
"Really enjoyed our stay."

Reviewed on Jul 18, 2025

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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
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! (1,003 reviews)
"We really enjoyed our stay. Beautiful place, very clean."

Reviewed on Jul 21, 2025

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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 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! (785 reviews)
"Beautiful, stylish property in gorgeous Woodstock, VT. Very helpful staff, great food markets and restaurants within easy walking distance."

Reviewed on Jul 25, 2025

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The Shire Woodstock
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! (503 reviews)
"The hotel is super cute. Rooms were a little on the small side but 4 adults had enough room. Room had Keurig with pods available. Check In was easy with contact less option but owners were available via text and answered quickly."

Reviewed on Jul 23, 2025

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Sleep Woodstock Motel
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 ...
9.2/10 Wonderful! (27 reviews)
"Charming Inn with beautiful gallery and family owned"

Reviewed on Jul 20, 2025

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Lincoln Inn & Gallery
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! (219 reviews)
"A quaint boutique historic hotel with a cool little bar and fine dining. The view from our room overlooking the garden and lush lawn added to the tranquil atmosphere that we were hoping for. The owners were pleasant and friendly."

Reviewed on Jul 24, 2025

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The Jackson
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 ...
9.2/10 Wonderful! (25 reviews)
"Charming quaint place with artistic decor. Care was taken with the breakfast - delicious, homemade and wonderful presentation. It felt very homey. Prompt response to my texts; excellent communication. Welcoming and friendly. I would definitely stay here again and recommend the Vesper highly."

Reviewed on Jul 17, 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! (38 reviews)
"Everything was amazing!!! We will definately go back."

Reviewed on Jul 21, 2025

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Stay At Jimmy's
See all 2,635 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.