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Woodstock

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Woodstock Flights as Low as $486

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

Delta
Mon, Nov 2 - Fri, Nov 13
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$486 Roundtrip, found 2 days ago
$486
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Fri, Nov 13, priced at $486 found 2 days ago
Delta
Tue, Oct 20 - Mon, Nov 9
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$493 Roundtrip, found 2 days ago
$493
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 20 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Mon, Nov 9, priced at $493 found 2 days ago
Delta
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$496 Roundtrip, found 2 days ago
$496
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $496 found 2 days ago
Delta
Tue, Oct 20 - Sat, Nov 7
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$503 Roundtrip, found 2 days ago
$503
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 20 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 7, priced at $503 found 2 days ago
Delta
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$506 Roundtrip, found 1 day ago
$506
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $506 found 1 day ago
Delta
Fri, Oct 23 - Sat, Nov 7
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 4 hours ago
$513
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Oct 23 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 7, priced at $513 found 4 hours ago
Delta
Fri, Oct 30 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$516 Roundtrip, found 2 days ago
$516
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 30 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $516 found 2 days ago
Delta
Tue, Oct 20 - Sat, Nov 7
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$523 Roundtrip, found 14 hours ago
$523
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Oct 20 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 7, priced at $523 found 14 hours ago
Delta
Tue, Sep 29 - Fri, Oct 2
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$523 Roundtrip, found 2 days ago
$523
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 29 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Fri, Oct 2, priced at $523 found 2 days ago
Delta
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$526 Roundtrip, found 1 day ago
$526
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $526 found 1 day ago
Delta
Tue, Oct 20 - Sat, Nov 7
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$533 Roundtrip, found 14 hours ago
$533
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Oct 20 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 7, priced at $533 found 14 hours ago
United
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 1 day ago
$536
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $536 found 1 day ago
United
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$541 Roundtrip, found 1 day ago
$541
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $541 found 1 day ago
Delta
Tue, Oct 20 - Mon, Nov 9
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$543 Roundtrip, found 17 hours ago
$543
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Oct 20 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Mon, Nov 9, priced at $543 found 17 hours ago
American Airlines
Mon, Oct 5 - Sat, Oct 17
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$546 Roundtrip, found 2 days ago
$546
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Oct 5 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Oct 17, priced at $546 found 2 days ago
United
Sat, Sep 26 - Tue, Sep 29
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$606 Roundtrip, found 4 days ago
$606
Roundtrip
found 4 days ago
Select United flight, departing Sat, Sep 26 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $606 found 4 days 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 November, 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 $486, 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 $486 right now, why wait?

Woodstock Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$486

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. ...
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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! (1,001 reviews)
"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), ..."

Reviewed on Aug 29, 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. ...
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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! (307 reviews)
"I was billed through Expedia and billed directly on a 2nd credit card. The Jackson staff was not helpful in resolving their overbilling. It is still not resolved to my satisfaction."

Reviewed on Aug 28, 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! (607 reviews)
"Centrally located to waterfalls we went to Had everything we needed"

Reviewed on Aug 26, 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! (86 reviews)
"The property was very nice , very clean and comfortable. A very well kept property . We really enjoyed being able to sit on the patio and have a fire at night. The property is beautiful and set right on the river. We will definitely be back in the future ."

Reviewed on Aug 23, 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 ...
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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! (7 reviews)
"What an amazing place! The room was perfect--comfy bed, luxurious bedding and great amenities. As a guest, you have full access to the living room, dining room and outdoor areas--which includes a fire pit and sauna. Breakfast was delicious with locally sourced products--many from the property itself--including ..."

Reviewed on Aug 27, 2026

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Deer Brook Inn
See all 2,687 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.