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Rupert

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Rupert Flights as Low as $444

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

Delta
Tue, Oct 27 - Sun, Nov 1
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$444 Roundtrip, found 2 days ago
$444
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 27 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 1, priced at $444 found 2 days ago
Delta
Mon, Oct 26 - Sun, Nov 1
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$464 Roundtrip, found 2 days ago
$464
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Oct 26 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 1, priced at $464 found 2 days ago
Delta
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$480 Roundtrip, found 6 days ago
$480
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $480 found 6 days ago
Delta
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$490 Roundtrip, found 6 days ago
$490
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $490 found 6 days ago
Delta
Fri, Oct 23 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$512 Roundtrip, found 5 days ago
$512
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 23 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $512 found 5 days ago
Delta
Thu, Oct 22 - Sun, Nov 1
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$518 Roundtrip, found 2 days ago
$518
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 22 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 1, priced at $518 found 2 days ago
JetBlue Airways
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$526 Roundtrip, found 6 days ago
$526
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $526 found 6 days ago
Delta
Wed, Oct 21 - Sun, Nov 1
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$530 Roundtrip, found 2 days ago
$530
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 21 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 1, priced at $530 found 2 days ago
American Airlines
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 6 days ago
$536
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $536 found 6 days ago
Delta
Thu, Oct 22 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$545 Roundtrip, found 5 days ago
$545
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 22 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $545 found 5 days ago
JetBlue Airways
Fri, Oct 23 - Sun, Nov 1
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$548 Roundtrip, found 2 days ago
$548
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Oct 23 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Sun, Nov 1, priced at $548 found 2 days ago
Delta
Tue, Oct 27 - Wed, Oct 28
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$554 Roundtrip, found 1 day ago
$554
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 27 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 28, priced at $554 found 1 day ago
United
Sat, Oct 24 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$556 Roundtrip, found 6 days ago
$556
Roundtrip
found 6 days ago
Select United flight, departing Sat, Oct 24 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $556 found 6 days ago
Delta
Sun, Oct 18 - Thu, Oct 29
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$557 Roundtrip, found 5 days ago
$557
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Oct 18 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Thu, Oct 29, priced at $557 found 5 days ago
Delta
Tue, Oct 27 - Wed, Oct 28
DCA
Ronald Reagan Washington National
RUT
Rutland Southern Vermont Regional
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 27 from Ronald Reagan Washington National to Rutland Southern Vermont Regional, returning Wed, Oct 28, priced at $564 found 1 day ago
Delta
Thu, Oct 29 - Fri, Nov 6
SAT
San Antonio Intl.
RUT
Rutland Southern Vermont Regional
$587 Roundtrip, found 6 days ago
$587
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Oct 29 from San Antonio Intl. to Rutland Southern Vermont Regional, returning Fri, Nov 6, priced at $587 found 6 days ago

Cheap Flights to Rupert

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

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

Frequently Asked Questions About flights to Rupert

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

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

How many airlines fly to Rupert?

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 Rupert.

What airport is best to fly into Rupert?

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

How much are flights to Rupert?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rupert on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $444, 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 Rupert?

The trick to saving a stack of cash on your flight to Rupert? 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 $444 right now, why wait?

Rupert Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$444

Last Minute Hotel Deals in Rupert

Aspen At Manchester

Aspen At Manchester

2.5 out of 5
5669 Main Street Manchester Center VT
Stay at this hotel in Manchester Center. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (705 reviews)
"Great location, simple room--minimalist but nice with microwave, fridge. Was a great place to set up headquarters for our trip to Vermont. Beautiful view behind the motel with firepits. It is a self-serve kind of property, which suited us well. We stayed 4 days and they didn't come to clean throughout. ..."

Reviewed on Oct 14, 2026

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Aspen At Manchester
The Manchester View

The Manchester View

2.5 out of 5
77 High Meadow Way & VT-7A Manchester Center VT
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (929 reviews)
"Staff was so sweet and accommodating and we really enjoyed the delicious breakfast in the morning. We will definitely return!"

Reviewed on Oct 15, 2026

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The Manchester View
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
3567 Main Street Manchester VT
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American ...
7.4/10 Good! (672 reviews)
"Good"

Reviewed on Oct 13, 2026

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The Equinox Golf Resort And Spa
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
Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
7.6/10 Good! (1,006 reviews)
"If you are looking for a somewhat inexpensive place to stay then this is your place. It feels somewhat like a college dorm. There are no elevators and for the 3 days we were there only once did anyone say good morning or acknowledge anyone entering or leaving."

Reviewed on Oct 13, 2026

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The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
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 ...
Get rates
Hampton Inn and Suites Manchester
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,012 reviews)
"The check-in process took 30 minutes due to slow desk staff, and the rooms/bathroom were below expectations"

Reviewed on Oct 14, 2026

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The Palmer House Resort, an Ascend Collection Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
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Kimpton Taconic Hotel by IHG
Brittany Motel

Brittany Motel

2 out of 5
1056 Main Street/Historic Route 7A Manchester Center VT
Stay at this motel in Manchester Center. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
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Brittany Motel
See all 1,211 properties in Rupert
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.