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Rupert

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Rupert Flights as Low as $492

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

JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$492 Roundtrip, found 6 hours ago
$492
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $492 found 6 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$502 Roundtrip, found 6 hours ago
$502
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $502 found 6 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$503 Roundtrip, found 6 hours ago
$503
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $503 found 6 hours ago
United
Fri, Sep 25 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$508 Roundtrip, found 2 days ago
$508
Roundtrip
found 2 days ago
Select United flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $508 found 2 days ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$509 Roundtrip, found 19 hours ago
$509
Roundtrip
found 19 hours ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $509 found 19 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$511 Roundtrip, found 4 days ago
$511
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $511 found 4 days ago
JetBlue Airways
Sat, Sep 19 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$512 Roundtrip, found 1 day ago
$512
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 19 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $512 found 1 day ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 6 hours ago
$513
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $513 found 6 hours ago
United
Fri, Sep 25 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 4 days ago
$513
Roundtrip
found 4 days ago
Select United flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $513 found 4 days ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$514 Roundtrip, found 6 hours ago
$514
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $514 found 6 hours ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$519 Roundtrip, found 6 hours ago
$519
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $519 found 6 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$521 Roundtrip, found 4 days ago
$521
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $521 found 4 days ago
Delta
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$522 Roundtrip, found 4 days ago
$522
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $522 found 4 days ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 6 hours ago
$524
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $524 found 6 hours ago
Delta
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 6 hours ago
$524
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $524 found 6 hours ago
United
Wed, Sep 23 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$730 Roundtrip, found 3 hours ago
$730
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Sep 23 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $730 found 3 hours 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 September, 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 $492, 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 $492 right now, why wait?

Rupert Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$491

Last Minute Hotel Deals in Rupert

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. ...
9.4/10 Exceptional! (854 reviews)
"The hotel was beautiful very tranquil. Lots to see and do. The staff were friendly and attentive to the guests. The food in the restaurant was amazing. The staff there were also friendly. It was so peaceful in the mountains and the hotel grounds were beautiful."

Reviewed on Jun 29, 2026

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Kimpton Taconic Hotel by IHG
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! (952 reviews)
"The dock was broken down and unsafe with a sunken row boat with beer cans in it!!! how the hell they charge a resort fee is insulting!!!!! the fake golf coarse and broken masonry is mind boggling!"

Reviewed on Jun 29, 2026

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The Palmer House Resort, an Ascend Collection Hotel
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 ...
9.6/10 Exceptional! (1,000 reviews)
"Great outside space! Breakfast was outstanding! Staff was very helpful and property was very clean!"

Reviewed on Jun 25, 2026

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Hampton Inn and Suites 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! (830 reviews)
"Hotel was nice , pool, jacuzzi staff were great. No alcoholic beverages available a little disappointed with that and no food for snacks etc . Breakfast could have been better. Overall decent nice views ."

Reviewed on Jun 29, 2026

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The Manchester View
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A 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! (642 reviews)
"We had the best time at the Equinox. The staff was exceptional, from the bellman, the front desk staff to the spa personnel. We are looking forward to returning in the future."

Reviewed on Jun 30, 2026

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The Equinox Golf Resort & Spa
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 ...
9.4/10 Exceptional! (379 reviews)
"Nice property, clean and quiet, helpful staff"

Reviewed on Jun 30, 2026

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Brittany Motel
The Inn at Manchester

The Inn at Manchester

3.5 out of 5
3967 Route 7A Manchester VT
Stay at this B&B in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions American ...
10/10 Exceptional! (339 reviews)
"What a wonderful Vermont experience! The staff was so warm and welcoming, the property is gorgeous, the bed comfortable and the buttermilk pancake breakfast was outstanding. I'd go back there in a minute!"

Reviewed on Jun 29, 2026

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The Inn at Manchester
Schuyler Yacht Basin

Schuyler Yacht Basin

3 out of 5
1 Ferry St Schuylerville NY
Stay at this cabin in Schuylerville. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Saratoga Battlefield Monument and Washington ...
8.6/10 Excellent! (20 reviews)
"What a beautiful place it was for an escape weekend! Definitely would recommend this beautiful place!"

Reviewed on Oct 6, 2025

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Schuyler Yacht Basin
See all 1,210 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.