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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

Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3 out of 5
698 VT-11, Chester, VT
The price is $244 per night from Jan 6 to Jan 7
$244
includes taxes & fees
Jan 6 - Jan 7
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (75 reviews)
"Breakfast was great. The owner is super nice"

Reviewed on Dec 14, 2024

Stone Hearth Inn and Eatery
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is $384 per night from Jan 20 to Jan 21
$384
includes taxes & fees
Jan 20 - Jan 21
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! (494 reviews)
Nice time
"The room was very small yet comfortable. Bathroom was very tight. Very little space to put things. The bed was very soft and cozy. However there was a dead bug squished in The curtains. Cookies and hot chocolate were a nice touch and a wine tasing with great cheese was a special treat. The entrance ..."

Reviewed on Dec 23, 2024

Woodstock Inn & Resort
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
The price is $174 per night from Jan 8 to Jan 9
$174
includes taxes & fees
Jan 8 - Jan 9
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 ...
9/10 Wonderful! (362 reviews)
"No one to greet you when you arrive or If you have questions or need something. The text was quickly answered but still like someone on property"

Reviewed on Jan 1, 2025

Mountaineer Inn
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is $193 per night from Jan 5 to Jan 6
$193
includes taxes & fees
Jan 5 - Jan 6
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (775 reviews)
"Very good & pet friendly"

Reviewed on Dec 31, 2024

Pointe at Castle Hill Resort
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $98 per night from Jan 5 to Jan 6
$98
includes taxes & fees
Jan 5 - Jan 6
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 ...
6.6/10 (1,001 reviews)
"Like size of room"

Reviewed on Dec 8, 2024

Colonial Motel And Spa
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 $242 per night from Jan 12 to Jan 13
$242
includes taxes & fees
Jan 12 - Jan 13
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our ...
7.2/10 Good! (430 reviews)
"The king room is very spacious. However, the tub would not drain, the entry light would not turn on and the elevators are a little old and rickety. The property sprawls a large area so it’s a little bit of a walk to get to the lobby from the parking. We went for a wedding and the event space was ..."

Reviewed on Nov 22, 2024

The Equinox Golf Resort & 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 $150 per night from Jan 12 to Jan 13
$150
includes taxes & fees
Jan 12 - Jan 13
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! (1,007 reviews)
"I have been using Hampton Inn and Suites as my "go to" standard for a casual, very comfortable lodging for my travels. Its always predictablly friendly, well designed and full of an accomodating staff. Genuinely nice people, happy to be at work and sometimes astoundingly special. I found this here ..."

Reviewed on Dec 27, 2024

Hampton Inn and Suites Manchester
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
The price is $217 per night from Jan 20 to Jan 21
$217
includes taxes & fees
Jan 20 - Jan 21
Stay at this 3-star ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (877 reviews)
"Wonderful Lodge style place. Rustic and humble but very well priced with standard amenties and great location"

Reviewed on Dec 27, 2024

The Black Bear Lodge at Stratton Mountain Resort
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.