Rutland County Holidays 2026

Photo by Holly Warren Norman

Top destinations in Rutland County

A skier in a red jacket and helmet on a snowy slope with trees in the background.

A road sign with 'WELCOME TO VERMONT' and 'THE GREEN MOUNTAIN STATE' against a sky with clouds.

A lake with trees and mountains in the background.

A calm lake reflecting colorful autumn trees and a clear blue sky.

A lake with a tree in the foreground, a forested shoreline, and distant mountains under a partly cloudy sky.

A wooden fence with a sign reading "Mt Holly Overlook Oremo State Forest."

Top hotels in Rutland County

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Fully refundableReserve now, pay when you stay

3.269.614 ₫

3.776.652 ₫ total

16 Aug - 17 Aug

includes taxes & fees

9.2/10 Wonderful! (1,013 reviews)

"Great view and clean."

Reviewed on 9 Aug 2026

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Fully refundable

3.202.967 ₫

3.523.263 ₫ total

16 Aug - 17 Aug

includes taxes & fees

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Fully refundableReserve now, pay when you stay

3.621.927 ₫

3.984.120 ₫ total

30 Aug - 31 Aug

includes taxes & fees

See all 1,480 properties in Rutland County

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.

Frequently asked questions

How much does a Rutland County holiday package cost?

The most affordable Rutland County package is , so the trip of your dreams can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to tailor a package that fits you.

How do I get a cheap travel package to Rutland County?

Imagine all the awesome things you could do in Rutland County with extra cash in your pocket. Watch your savings stack up when you bundle your hotel and flights into a Rutland County holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can select from more than 550 air carriers and 1null000null000 properties around the globe. Whether you're taking a break with the whole family or flying solo, planning a trip to Rutland County is better with a package.

What are the top hotels in Rutland County?

When it comes to hotels in Killington, Comfort Inn Trolley Square and Days Inn by Wyndham Rutland/Killington Area are two great options. If you're heading to Rutland, The Mountain Inn at Killington and Killington Mountain Lodge, Tapestry Collection by Hilton will make you feel right at home.

How far in advance should I book my Rutland County holiday?

It all depends on the air carrier, but you can generally look up international fares on Expedia nearly a year in advance. While it's advisable to book ahead of time, lucky customers will sometimes find a cheaper ticket just weeks before their intended journey.

What does an Expedia Rutland County travel package include?

It comes down to what you're after. If you're travelling solo, you might decide to bundle flights and hotels. Taking the whole family to Rutland County? A travel package that includes rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility to tailor your travel package.

What should I know before booking a Rutland County travel package?

When you book your hotels, flights and car rentals together, you'll enjoy incredible discounts. Whether you're planning an island getaway in a villa or would rather stay in a fancy hotel in the city, Expedia will make it happen for less.

Can I choose my airline with a Rutland County Expedia holiday package?

Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines globally, so you have loads of choice when planning your Rutland County escape.

If I'm not able to travel, can I cancel my Rutland County holiday package?

Your situation can change without warning, so yes. You may be able to amend or cancel your Rutland County holiday package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your hotel, car rental company or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Stay near popular Rutland County attractions

A red and yellow cable car moving along a cable against a backdrop of autumn-colored trees and distant mountains.

Killington Resort

9.4/10 (1,216 reviews)

Hit the slopes in Killington with a visit to Killington Resort. Discover the mountain views while you're in the area.

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A mountain range with a clear sky, dense forests, and a winding trail.

Pico Mountain at Killington Ski Resort

9.2/10 (274 reviews)

Hit the slopes in Killington with a visit to Pico Mountain at Killington Ski Resort. Discover the mountain views while you're in the area.

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A snow-covered ski slope with trees and a clear blue sky.

Killington Peak

9.6/10 (731 reviews)

Explore the great outdoors at Killington Peak and enjoy the mountain views during your trip to Killington. You can seek out the ski slopes while in the area.

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