Search Cheap Flights to
Charlestown

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Charlestown Flights as Low as $339

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

JetBlue Airways
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$339 Roundtrip, found 6 days ago
$339
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $339 found 6 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $365 found 1 day ago
JetBlue Airways
Thu, Sep 11 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 11 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $375 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$379 Roundtrip, found 6 days ago
$379
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $379 found 6 days ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$381 Roundtrip, found 1 day ago
$381
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $381 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
LEB
Lebanon Municipal
$385 Roundtrip, found 2 days ago
$385
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Wed, Sep 17, priced at $385 found 2 days ago
JetBlue Airways
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day 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 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$391 Roundtrip, found 1 day ago
$391
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $391 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $395 found 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$396 Roundtrip, found 1 day ago
$396
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $396 found 1 day ago
American Airlines
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $397 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$399 Roundtrip, found 2 days ago
$399
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $399 found 2 days ago
American Airlines
Mon, Sep 15 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$400 Roundtrip, found 1 day ago
$400
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 15 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $400 found 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
LEB
Lebanon Municipal
$402 Roundtrip, found 1 day ago
$402
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 16, priced at $402 found 1 day ago
Delta
Wed, Sep 10 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $404 found 1 day ago
JetBlue Airways
Tue, Oct 7 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$414 Roundtrip, found 1 day ago
$414
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 7 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $414 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 September, 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 $339, 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 $339 right now, why wait?

Charlestown Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$338

Last Minute Hotel Deals in Charlestown

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! (999 reviews)
"Very quiet."

Reviewed on May 31, 2025

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Days Inn by Wyndham Keene NH
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
Stay at this 3-star business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,004 reviews)
"Nice hotel"

Reviewed on Jun 28, 2025

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Best Western Plus Keene Hotel
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 3-star resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (711 reviews)
LOVE THIS PROPERTY!
"The front desk was AMAZING! So accommodating to our needs!! We definitely want to go back and visit when they finish the outdoor pool upgrade! BEAUTIFUL PROPERTY! HUGE ROOMS - we had a three bedroom with full kitchen, living room, balcony. It was wonderful. Thank you!"

Reviewed on Jun 17, 2025

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Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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. ...
8.6/10 Excellent! (345 reviews)
A nice affordable stay
"We had a good stay. The staff was friendly upon check in. We were slightly unnerved when after we checked in and went out to dinner nearby and when we returned there were 2 police cars in front of the office. Otherwise everything was fine."

Reviewed on Jun 24, 2025

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Claremont Motor Lodge
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 Lake Sunapee ...
8.8/10 Excellent! (198 reviews)
"I’ve stayed here a few times always happy with my stays"

Reviewed on Jun 28, 2025

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Newport Motel
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (308 reviews)
"Clean, friendly, and good breakfast"

Reviewed on Jun 1, 2025

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Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
"pool out of service"

Reviewed on Jun 19, 2025

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Courtyard by Marriott Keene Downtown
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! (1,004 reviews)
"Clean rooms with good parking. Minor complaint: breakfasts were a little sparse"

Reviewed on Jun 28, 2025

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The Putney Inn
See all 1,468 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.