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Chester

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Cheap Flights to Chester

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

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

Frequently Asked Questions About flights to Chester

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

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

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Chester.

What airport is best to fly into Chester?

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

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , 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 Chester?

The trick to saving a stack of cash on your flight to Chester? 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  right now, why wait?

Chester Flight Information
Destination airport
Chester
Destination airport IATA code
VSF

Last Minute Hotel Deals in Chester

Fullerton Inn
Fullerton Inn
2.5 out of 5
40 The Common, Chester, VT
The price is $141 per night from Apr 1 to Apr 2
$141
includes taxes & fees
Apr 1 - Apr 2
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (344 reviews)
"Excellent service to help resolve reservation mix up. Small but serviceable room. Very limited breakfast. On premises restaurant was excellent for dinner"

Reviewed on Mar 22, 2025

Fullerton Inn
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $373 per night from Apr 6 to Apr 7
$373
includes taxes & fees
Apr 6 - Apr 7
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. ...
9.2/10 Wonderful! (504 reviews)
Perfect Spot
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. ..."

Reviewed on Feb 22, 2025

Woodstock Inn & Resort
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
The price is $143 per night from Apr 6 to Apr 7
$143
includes taxes & fees
Apr 6 - Apr 7
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! (678 reviews)
"great place great staff"

Reviewed on Mar 24, 2025

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is $176 per night from Mar 30 to Mar 31
$176
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our ...
7.2/10 Good! (463 reviews)
"Beautiful hotel!"

Reviewed on Mar 21, 2025

The Equinox Golf Resort & Spa
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $120 per night from Mar 30 to Mar 31
$120
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,001 reviews)
Little Gem!
"Front desk and spa staff were very friendly and accommodating. Room was spacious and clean. Excellent location."

Reviewed on Mar 25, 2025

Colonial Motel And Spa
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
The price is $149 per night from Apr 22 to Apr 23
$149
includes taxes & fees
Apr 22 - Apr 23
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,000 reviews)
"Very happy!!"

Reviewed on Mar 16, 2025

Hampton Inn and Suites Manchester
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
The price is $144 per night from Apr 1 to Apr 2
$144
includes taxes & fees
Apr 1 - Apr 2
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (444 reviews)
"Great definitely will stay again"

Reviewed on Mar 21, 2025

Mountaineer Inn
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $117 per night from Apr 7 to Apr 8
$117
includes taxes & fees
Apr 7 - Apr 8
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (808 reviews)
Great service
"Was nice and amazing"

Reviewed on Mar 23, 2025

Hampton Inn Brattleboro
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.