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Castleton

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Castleton Flights as Low as $167

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

JetBlue Airways
Sun, May 24 - Sat, May 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 30, priced at $167 found 1 day ago
Cape Air
Sat, May 23 - Sat, May 30
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, May 23 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, May 30, priced at $180 found 1 day ago
JetBlue Airways
Sun, May 24 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $183 found 1 day ago
Cape Air
Sun, May 24 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $184 found 1 day ago
JetBlue Airways
Tue, May 26 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$189 Roundtrip, found 4 hours ago
$189
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, May 26 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $189 found 4 hours ago
Cape Air
Tue, May 26 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 4 hours ago
$190
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Tue, May 26 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $190 found 4 hours ago
JetBlue Airways
Tue, May 26 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$194 Roundtrip, found 4 hours ago
$194
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, May 26 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $194 found 4 hours ago
Cape Air
Tue, May 26 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$194 Roundtrip, found 4 hours ago
$194
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Tue, May 26 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $194 found 4 hours ago
JetBlue Airways
Sat, May 30 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$196 Roundtrip, found 2 hours ago
$196
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $196 found 2 hours ago
Cape Air
Sat, May 2 - Tue, May 19
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, just found
$199
Roundtrip
just found
Select Cape Air flight, departing Sat, May 2 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, May 19, priced at $199 just found
JetBlue Airways
Sat, May 2 - Tue, May 19
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$199 Roundtrip, just found
$199
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, May 2 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, May 19, priced at $199 just found
Cape Air
Sat, May 30 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$200 Roundtrip, found 2 hours ago
$200
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $200 found 2 hours ago
Cape Air
Sat, May 2 - Tue, May 19
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$204 Roundtrip, just found
$204
Roundtrip
just found
Select Cape Air flight, departing Sat, May 2 from Logan Intl. to Rutland Southern Vermont Regional, returning Tue, May 19, priced at $204 just found
Cape Air
Tue, May 26 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$205 Roundtrip, found 4 hours ago
$205
Roundtrip
found 4 hours ago
Select Cape Air flight, departing Tue, May 26 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $205 found 4 hours ago
JetBlue Airways
Sun, May 24 - Sun, May 31
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to Rutland Southern Vermont Regional, returning Sun, May 31, priced at $205 found 1 day ago
JetBlue Airways
Sat, May 30 - Fri, Jun 5
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$206 Roundtrip, found 2 hours ago
$206
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Fri, Jun 5, priced at $206 found 2 hours ago

Cheap Flights to Castleton

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

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

Frequently Asked Questions About flights to Castleton

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

What is the cheapest month to fly to Castleton?

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

How many airlines fly to Castleton?

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 Castleton.

What airport is best to fly into Castleton?

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

How much are flights to Castleton?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Castleton on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $167, 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 Castleton?

The trick to saving a stack of cash on your flight to Castleton? 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 $167 right now, why wait?

Castleton Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$166

Last Minute Hotel Deals in Castleton

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,002 reviews)
Great experience as always. Great place to be close to the slopes, especially if you have your pup with you.

Reviewed on Apr 26, 2026

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Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
I would here there again

Reviewed on Apr 26, 2026

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The Mountain Inn at Killington
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (618 reviews)
Inn staff was extremely helpful and friendly. Everything was clean, and the Inn was charming, with many historical details. The breakfast was good, and our room great for our purposes. The room did not contain a fridge, which was a bit disappointing. We would stay here again.

Reviewed on Apr 28, 2026

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Brandon Inn
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
Great views all around!

Reviewed on Apr 17, 2026

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Mountain Sports Inn
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,004 reviews)
Breakfast was wonderful. Everything we needed and then some. Bed was very comfortable. I am a light sleeper and the room was very quiet.

Reviewed on Apr 29, 2026

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Comfort Inn Rutland - Killington
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (1,002 reviews)
Place was disgusting, I would not allow my hunting dog to sleep in those rooms, toilet non functioned, dirty stained bedding and floors, bathroom was nasty.. we left no money back do not care... The entire place smelled like moldy wet dirty socks.. hair and other things on floors. Place should be ...

Reviewed on Apr 24, 2026

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Days Inn by Wyndham Rutland/Killington Area
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
Best hotel in Rutland. Breakfast was good. Staff were good. Room was very good. Features like self-serve laundry and a pool are token amenities but appreciated. The hotel was recently renovated and it shows. The hotel is right next to a retail plaza with a decent restaurant and big supermarket, and ...

Reviewed on Apr 29, 2026

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Hampton Inn Rutland
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.8/10 Excellent! (562 reviews)
We were in Middlebury to visit the college. The location of the hotel was convenient. Staff are helpful and friendly. Breakfast is an extra cost, and not very good. Would return

Reviewed on Apr 18, 2026

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Courtyard Middlebury
See all 1,773 properties in Castleton
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.