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Rutland

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Rutland Flights as Low as $421

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

United
Tue, Jul 7 - Sat, Aug 29
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$421 Roundtrip, found 2 days ago
$421
Roundtrip
found 2 days ago
Select United flight, departing Tue, Jul 7 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Sat, Aug 29, priced at $421 found 2 days ago
United
Tue, Jul 7 - Sat, Aug 29
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$430 Roundtrip, found 4 days ago
$430
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 7 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Sat, Aug 29, priced at $430 found 4 days ago
United
Tue, Jul 7 - Sat, Aug 29
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$448 Roundtrip, found 2 days ago
$448
Roundtrip
found 2 days ago
Select United flight, departing Tue, Jul 7 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Sat, Aug 29, priced at $448 found 2 days ago
United
Tue, Jul 7 - Sat, Aug 29
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$453 Roundtrip, found 4 days ago
$453
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 7 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Sat, Aug 29, priced at $453 found 4 days ago
JetBlue Airways
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$463 Roundtrip, found 4 days ago
$463
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $463 found 4 days ago
United
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$463 Roundtrip, found 4 days ago
$463
Roundtrip
found 4 days ago
Select United flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $463 found 4 days ago
JetBlue Airways
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$473 Roundtrip, found 4 days ago
$473
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $473 found 4 days ago
United
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$478 Roundtrip, found 3 days ago
$478
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $478 found 3 days ago
JetBlue Airways
Tue, Jul 7 - Sat, Aug 29
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$479 Roundtrip, found 2 days ago
$479
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jul 7 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Sat, Aug 29, priced at $479 found 2 days ago
American Airlines
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $480 found 3 days ago
United
Sat, Jul 11 - Fri, Aug 28
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$484 Roundtrip, found 4 hours ago
$484
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Jul 11 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Fri, Aug 28, priced at $484 found 4 hours ago
United
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$489 Roundtrip, found 3 days ago
$489
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $489 found 3 days ago
JetBlue Airways
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$489 Roundtrip, found 3 days ago
$489
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $489 found 3 days ago
American Airlines
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$491 Roundtrip, found 3 days ago
$491
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $491 found 3 days ago
American Airlines
Wed, Jul 8 - Mon, Aug 31
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$491 Roundtrip, found 1 day ago
$491
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 8 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Mon, Aug 31, priced at $491 found 1 day ago
United
Sat, Jul 11 - Wed, Sep 2
DTW
Detroit Metropolitan Wayne County
LEB
Lebanon Municipal
$494 Roundtrip, found 4 hours ago
$494
Roundtrip
found 4 hours ago
Select United flight, departing Sat, Jul 11 from Detroit Metropolitan Wayne County to Lebanon Municipal, returning Wed, Sep 2, priced at $494 found 4 hours ago

Cheap Flights to Rutland

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

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

Frequently Asked Questions About flights to Rutland

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

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 Rutland are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Rutland?

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 Rutland.

What airport is best to fly into Rutland?

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

How much are flights to Rutland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rutland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $421, 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 Rutland?

The trick to saving a stack of cash on your flight to Rutland? 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 $421 right now, why wait?

Rutland Flight Information
Destination airport
Lebanon Municipal
Destination airport IATA code
LEB
Roundtrip price
$420

Last Minute Hotel Deals in Rutland

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 ...
8.2/10 Very Good! (1,001 reviews)
"Parking"

Reviewed on Jun 25, 2026

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Comfort Inn Rutland - Killington
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! (1,000 reviews)
"Great stay for our business trip!"

Reviewed on Jun 23, 2026

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Hampton Inn Rutland
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)
"We ended up staying here unexpectedly while moving across the country. It was a stressful situation with a lot of unknowns, and Paven was incredibly helpful and kind throughout our stay. His willingness to help and positive attitude made a difficult day much easier. We are very grateful for his hospitality ..."

Reviewed on Jun 24, 2026

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Days Inn by Wyndham Rutland/Killington Area
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"The BW seems a bit tired and outdated. The AC didn’t work in our room. They moved us but strange that they put us in the room in the first place."

Reviewed on Jun 22, 2026

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Best Western Inn & Suites Rutland-Killington
The Vermont Inn

The Vermont Inn

3 out of 5
78 Cream Hill Road Rutland VT
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Golden Express ...
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The Vermont Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
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. ...
9.4/10 Exceptional! (588 reviews)
"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on Jun 25, 2026

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Woodstock Inn & Resort
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! (1,001 reviews)
"We loved the large beautiful hot tub outside and the firepit. We spent a lot of time there. Staff was amazing food was good."

Reviewed on Jun 23, 2026

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Killington Mountain Lodge, Tapestry Collection by Hilton
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,006 reviews)
"It was beautiful, well designed with plenty of public gathering and relaxing places. The restaurant was excellent for both dinner and breakfast. We loved the coffee bars open all day. Great staff who were very professional and friendly!"

Reviewed on Jun 24, 2026

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On The River Inn
See all 2,729 properties in Rutland
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.

Top Hotels With Free Airport Shuttle

Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.4/10 (720 reviews)
"Expedia should be ashamed to even have this hotel on their site and have it offerd to customers. This place was soo dirty and run down. I did not stay and booked at another hotel. T"

Reviewed on May 31, 2026

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Cortina Inn
See all 2,729 properties in Rutland
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.