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Charlestown

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Charlestown 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 - Mon, Nov 16
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$486 Roundtrip, found 1 day ago
$486
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Mon, Nov 16, priced at $486 found 1 day ago
Delta
Sat, Oct 24 - Mon, Nov 9
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$493 Roundtrip, found 1 day ago
$493
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 24 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Mon, Nov 9, priced at $493 found 1 day ago
Delta
Mon, Oct 26 - Mon, Nov 9
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$496 Roundtrip, found 1 day ago
$496
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 26 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Mon, Nov 9, priced at $496 found 1 day ago
Delta
Mon, Nov 2 - Tue, Nov 17
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$496 Roundtrip, found 1 day ago
$496
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Tue, Nov 17, priced at $496 found 1 day ago
Delta
Sat, Oct 24 - Sat, Nov 7
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$503 Roundtrip, found 1 day ago
$503
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 24 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 7, priced at $503 found 1 day ago
Delta
Thu, Oct 29 - Tue, Nov 17
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$503 Roundtrip, found 1 day ago
$503
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 29 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Tue, Nov 17, priced at $503 found 1 day ago
Delta
Mon, Nov 2 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$506 Roundtrip, found 14 hours ago
$506
Roundtrip
found 14 hours 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 14 hours ago
Delta
Mon, Nov 2 - Sat, Nov 21
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 Sat, Nov 21, priced at $506 found 1 day ago
Delta
Fri, Oct 30 - Wed, Nov 18
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 2 hours ago
$513
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Oct 30 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Wed, Nov 18, priced at $513 found 2 hours ago
Delta
Thu, Oct 29 - Sat, Nov 21
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 1 day ago
$513
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 29 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 21, priced at $513 found 1 day ago
Delta
Mon, Nov 2 - Sat, Nov 21
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$516 Roundtrip, found 19 hours ago
$516
Roundtrip
found 19 hours ago
Select Delta flight, departing Mon, Nov 2 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 21, priced at $516 found 19 hours ago
Delta
Tue, Oct 20 - Mon, Nov 9
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 Mon, Nov 9, priced at $523 found 14 hours ago
Delta
Tue, Oct 27 - Sat, Nov 21
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$523 Roundtrip, found 1 day ago
$523
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 27 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Sat, Nov 21, priced at $523 found 1 day ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$544 Roundtrip, found 5 days ago
$544
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $544 found 5 days ago
Delta
Wed, Nov 25 - Sat, Dec 12
CVG
Cincinnati - Northern Kentucky Intl.
RUT
Rutland Southern Vermont Regional
$596 Roundtrip, found 15 hours ago
$596
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Nov 25 from Cincinnati - Northern Kentucky Intl. to Rutland Southern Vermont Regional, returning Sat, Dec 12, priced at $596 found 15 hours ago
United
Tue, Sep 29 - Fri, Oct 2
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$616 Roundtrip, found 1 day ago
$616
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 29 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Fri, Oct 2, priced at $616 found 1 day ago

Cheap Flights to Charlestown

Fall in love at first flight with your vacation to Charlestown 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 Charlestown on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Charlestown, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Charlestown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Charlestown 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 Charlestown?

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 Charlestown are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Charlestown?

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 Charlestown.

What airport is best to fly into Charlestown?

When you’re planning your trip to Charlestown, convenience is the name of the game. Luckily, Charlestown Hartness State Airport is nearby so you can deplane and get going on checking off everything on your Charlestown must-do list.

How much are flights to Charlestown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Charlestown 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 Charlestown?

The trick to saving a stack of cash on your flight to Charlestown? 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?

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

Last Minute Hotel Deals in Charlestown

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"Room was clean and staff was excellent. Breakfast was good and plentiful."

Reviewed on Aug 30, 2026

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Keene Elm City Hotel, an Ascend Collection Hotel
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in ...
8.6/10 Excellent! (889 reviews)
"The best place"

Reviewed on Aug 31, 2026

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Jackson Gore Village, A Vail Resorts Property
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road Brownsville VT
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (869 reviews)
"There was a lot to love about Holiday Inn Club Vacations Mount Ascutney, especially for a larger family or group. Our three-bedroom villa was BY FAR the largest accommodation of our trip and surprisingly affordable. We had tons of room to spread out, a decent-sized kitchen for cooking, and FREE laundry—a ..."

Reviewed on Aug 30, 2026

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Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
Book a stay at this family-friendly hotel in Newbury. Enjoy free WiFi, free parking, and a business center. Popular attractions Mountainview Lake and John Hay ...
8.4/10 Very Good! (261 reviews)
"Clean and convenient, I wasn’t sure how it would be for a couple of seniors, we attended a wedding near by at The Greatful Dane a few minutes up the road. But because it was only 7pm when we left the beautiful wedding, we decided to take the 2 hour drive back home and didn’t stay. Anyway I would ..."

Reviewed on Aug 31, 2026

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Hideaway Inn Mt.Sunapee
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St Claremont NH
Stay at this motel in Claremont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Claremont Motor Lodge
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,002 reviews)
"I’m genuinely at a loss as to how this place has such high reviews. I would not stay here again or recommend it. I’ll give it two positives: it was clean (pretty much the only reason I gave it any stars) and it was cheap (reflective of the quality). There are two properties, the Castle and the Pointe. ..."

Reviewed on Sep 1, 2026

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Pointe at Castle Hill Resort
Newport Motel

Newport Motel

2 out of 5
467 Sunapee St Newport NH
Stay at this motel in Newport. Enjoy free WiFi, free parking, and housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Wendell ...
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Newport Motel
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

2 out of 5
3 Ash Brook Road Keene NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7/10 Good! (1,004 reviews)
"The convenience was nice, but the room was too dirty!"

Reviewed on Aug 31, 2026

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Days Inn by Wyndham Keene NH
See all 1,467 properties in Charlestown
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.