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Rupert

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Rupert Flights as Low as $353

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

JetBlue Airways
Wed, Sep 10 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$353 Roundtrip, found 4 days ago
$353
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $353 found 4 days ago
JetBlue Airways
Sun, Sep 14 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Sep 14 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $363 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $372 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$374 Roundtrip, found 4 days ago
$374
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $374 found 4 days ago
JetBlue Airways
Sun, Sep 7 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $374 found 1 day ago
JetBlue Airways
Wed, Sep 10 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $377 found 1 day ago
JetBlue Airways
Fri, Sep 12 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $387 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Sat, Sep 13
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 13, priced at $393 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Sat, Sep 13
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$394 Roundtrip, found 1 day ago
$394
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 13, priced at $394 found 1 day ago
JetBlue Airways
Thu, Sep 11 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 11 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $397 found 1 day ago
JetBlue Airways
Sat, Sep 13 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$398 Roundtrip, found 4 days ago
$398
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $398 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Mon, Sep 15
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 15, priced at $403 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Mon, Sep 15
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 1 day ago
$404
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 15, priced at $404 found 1 day ago
JetBlue Airways
Sun, Sep 7 - Sun, Sep 14
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$408 Roundtrip, found 1 day ago
$408
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sun, Sep 14, priced at $408 found 1 day ago
JetBlue Airways
Fri, Sep 12 - Thu, Sep 18
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$415 Roundtrip, found 4 days ago
$415
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 18, priced at $415 found 4 days ago
JetBlue Airways
Mon, Sep 8 - Thu, Sep 18
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$417 Roundtrip, found 1 day ago
$417
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 18, priced at $417 found 1 day 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 $353, 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 $353 right now, why wait?

Rupert Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$353

Last Minute Hotel Deals in Rupert

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
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! (508 reviews)
"Beautiful hotel in Manchester with gorgeous mountain views and large property. Our room had a comfortable bed but bathroom shower curtain needed to be replaced. Hotels.com had outdoor pool listed as an amenity but there was only an indoor pool. The resort fee was $45 a person and pickle ball was ..."

Reviewed on Aug 9, 2025

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The Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
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! (783 reviews)
"Great location, nice front porch. Nice bar. There is no gym, breakfast, snacks, or gift shop, however, a clothing boutique is available. As a pet-friendly hotel, oftentimes I was interrupted by dogs barking and growling at each other - I felt I was at a kennel. Value for the room rate was ..."

Reviewed on Jul 24, 2025

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Kimpton Taconic Hotel by IHG
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! (1,004 reviews)
"Great location. So walkable except for construction project. Excellent staff all around!"

Reviewed on Aug 9, 2025

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Hampton Inn and Suites Manchester
Schuyler Yacht Basin

Schuyler Yacht Basin

3 out of 5
1 Ferry St, Schuylerville, NY
Stay at this 3-star cabin in Schuylerville. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Saratoga Battlefield Monument and Christ ...
8.2/10 Very Good! (15 reviews)
"We stayed in a tiny houss that was well equipped. Upon checking in we met Henry who works on the property. He was great, helped us get settled and answered all our questions. The site is on the Hudson and has nice views. The onsite restaurant was great too! Shout out to Rachel behind the bar and ..."

Reviewed on Jun 7, 2025

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Schuyler Yacht Basin
The Palmer House Resort, Ascend Hotel Collection

The Palmer House Resort, Ascend Hotel Collection

3 out of 5
5383 Main St, Manchester Center, VT
Stay at this 3-star golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (809 reviews)
"It wat great!!!"

Reviewed on Jul 30, 2025

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The Palmer House Resort, Ascend Hotel Collection
Weathervane Motel

Weathervane Motel

2 out of 5
2212 Main Street, Manchester Center, VT
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (678 reviews)
Nice country motel
"Very nice motel. A bit dated, but I did not care! Although decor was old, that was the charm. Should give warning that no staff on premise all the time. Was it luck that someone was in the office waiting for me? Great location and very quiet."

Reviewed on Aug 11, 2025

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Weathervane Motel
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
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! (907 reviews)
"Nice area"

Reviewed on Aug 6, 2025

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The Black Bear Lodge at Stratton Mountain Resort
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. ...
8.6/10 Excellent! (576 reviews)
"Nicely maintained and obviously newly renovated! Clean, quiet, and just outside of the traffic in Manchester Center! The only thing I could improve was to possibly have a full length mirror out of the way…the bathroom mirror is the only one, and if two are getting ready it’s a bit of a hassle! Otherwise ..."

Reviewed on Aug 6, 2025

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Aspen At Manchester
See all 1,108 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.