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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 18 to Apr 19
$141
includes taxes & fees
Apr 18 - Apr 19
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! (345 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 20 to Apr 21
$373
includes taxes & fees
Apr 20 - Apr 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! (508 reviews)
"Wood fireplace in the lobby a lot of seating areas. The staff was excellent. Excellent food."

Reviewed on Apr 7, 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 $154 per night from Apr 27 to Apr 28
$154
includes taxes & fees
Apr 27 - Apr 28
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! (687 reviews)
"Well maintained and friendly staff"

Reviewed on Apr 12, 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 Apr 20 to Apr 21
$176
includes taxes & fees
Apr 20 - Apr 21
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! (465 reviews)
"We had a great visit to the Equinox. It feels like they have improved customer service and quality over the last couple years to the feeling it has when I went as a kid. Love the free coffee 24/7 in the lobby, the fireplaces going in the sitting areas, and cleanliness of the resort. I had a great ..."

Reviewed on Apr 12, 2025

The Equinox Golf Resort & Spa
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $112 per night from Apr 28 to Apr 29
$112
includes taxes & fees
Apr 28 - Apr 29
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! (813 reviews)
Will stay there again
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought ..."

Reviewed on Apr 8, 2025

Hampton Inn Brattleboro
Kimpton Taconic Hotel by IHG
Kimpton Taconic Hotel by IHG
4 out of 5
3835 Main St., Manchester, VT
The price is $192 per night from Apr 23 to Apr 24
$192
includes taxes & fees
Apr 23 - Apr 24
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (760 reviews)
"Amazing staff and dining was wonderful!!"

Reviewed on Apr 11, 2025

Kimpton Taconic Hotel by IHG
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $120 per night from Apr 20 to Apr 21
$120
includes taxes & fees
Apr 20 - Apr 21
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 (1,000 reviews)
"The sauna after a ski day is great"

Reviewed on Apr 10, 2025

Colonial Motel And Spa
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
The price is $102 per night from Apr 20 to Apr 21
$102
includes taxes & fees
Apr 20 - Apr 21
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 ...
8.2/10 Very Good! (1,001 reviews)
Good, affordable option close to I-91
"Basic, affordable motel conveniently located off I-91. It’s dated and nothing fancy, but the service is friendly, rooms are spacious, comfortable, and have a fridge and microwave and coffee maker. A basic continental breakfast is included. Everything we needed for our short stay."

Reviewed on Apr 15, 2025

The Putney Inn
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.