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Charlestown

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Charlestown Flights as Low as $333

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

JetBlue Airways
Wed, Oct 21 - Wed, Oct 21
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$333 Roundtrip, found 2 hours ago
$333
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 21, priced at $333 found 2 hours ago
JetBlue Airways
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$334 Roundtrip, found 5 hours ago
$334
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $334 found 5 hours ago
JetBlue Airways
Tue, Oct 20 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$339 Roundtrip, found 5 hours ago
$339
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Oct 20 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $339 found 5 hours ago
JetBlue Airways
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$349 Roundtrip, found 1 hour ago
$349
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $349 found 1 hour ago
American Airlines
Wed, Oct 21 - Wed, Oct 21
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$359 Roundtrip, found 2 hours ago
$359
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 21, priced at $359 found 2 hours ago
American Airlines
Thu, Oct 22 - Sun, Oct 25
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$364 Roundtrip, found 5 hours ago
$364
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Oct 22 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Oct 25, priced at $364 found 5 hours ago
American Airlines
Tue, Oct 20 - Sun, Oct 25
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$369 Roundtrip, found 5 hours ago
$369
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Oct 20 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Oct 25, priced at $369 found 5 hours ago
American Airlines
Tue, Oct 20 - Thu, Oct 22
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$379 Roundtrip, found 2 hours ago
$379
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Oct 20 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 22, priced at $379 found 2 hours ago
Delta
Wed, Oct 21 - Wed, Oct 21
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$394 Roundtrip, found 2 hours ago
$394
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 21, priced at $394 found 2 hours ago
Delta
Wed, Oct 21 - Wed, Oct 21
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$400 Roundtrip, found 2 hours ago
$400
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 21, priced at $400 found 2 hours ago
Delta
Tue, Oct 20 - Thu, Oct 22
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$410 Roundtrip, found 2 hours ago
$410
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Oct 20 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 22, priced at $410 found 2 hours ago
United
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$419 Roundtrip, found 1 hour ago
$419
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $419 found 1 hour ago
American Airlines
Thu, Oct 22 - Fri, Oct 23
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$421 Roundtrip, found 2 hours ago
$421
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Oct 22 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Fri, Oct 23, priced at $421 found 2 hours ago
United
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
RUT
Rutland Southern Vermont Regional
$521 Roundtrip, found 1 hour ago
$521
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 20, priced at $521 found 1 hour ago
Delta
Mon, Oct 26 - Fri, Nov 6
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 6 days ago
$536
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Oct 26 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Fri, Nov 6, priced at $536 found 6 days ago
United
Thu, Feb 18 - Mon, Feb 22
RDU
Raleigh - Durham Intl.
RUT
Rutland Southern Vermont Regional
$604 Roundtrip, just found
$604
Roundtrip
just found
Select United flight, departing Thu, Feb 18 from Raleigh - Durham Intl. to Rutland Southern Vermont Regional, returning Mon, Feb 22, priced at $604 just found

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 October, 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 $333, 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 $333 right now, why wait?

Charlestown Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$333

Last Minute Hotel Deals in Charlestown

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 ...
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Pointe at Castle Hill Resort
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 ...
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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! (884 reviews)
"The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone."

Reviewed on Sep 29, 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! (281 reviews)
"There’s no front desk staff but the online check in was seamless and the room was spacious and clean. Very cute place overall. Right next door is a fun restaurant and bar so easy to grab a bite as well. Would stay again!"

Reviewed on Sep 29, 2026

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Hideaway Inn Mt.Sunapee
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 ...
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Keene Elm City Hotel, an Ascend Collection Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St 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 ...
8.4/10 Very Good! (1,000 reviews)
"Part of the wall fell down and woke us in the middle of the night. Carpet was taped to the floor with electrical tape. Dirty. Even the room we changed to."

Reviewed on Sep 27, 2026

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Best Western Plus Keene Hotel
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd Putney VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,000 reviews)
"The towels and bed linens were stained and yellow the room was musty and dusty our room needs walls repaired painted and heater that doesnt stink when used.Door frames dirty unwashed. Not what pictures look like everything is old. Beware will not return. Breakfast was cold cereal and yogurt in a ..."

Reviewed on Sep 29, 2026

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The Putney Inn
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! (1,007 reviews)
"I booked at the last minute for an unplanned visit and was pleasantly surprised by the accommodations for the price."

Reviewed on Sep 26, 2026

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Days Inn by Wyndham Keene NH
See all 1,485 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.