Rutland County Vacation Packages

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Your Rutland County Vacation

Make planning your next big adventure easy with a Rutland County vacation package. Whether it's the cuisine, nature or something else entirely that lures you to this destination, our packages will help you experience the best of it. Your trip to Rutland County wouldn't be complete without exploring some of its most well-known cities, starting with Rutland. Some of the most popular attractions here include Killington Peak and Killington Adventure Centre. Leicester is another favourite city with Rutland County travellers. Visitors to this exciting destination love Lake Dunmore and Robert Frost Wayside Trail. Whether you're planning to travel for a week or a month, Expedia are here to help you tailor-make your next Rutland County vacation.

Top vacation destinations in Rutland County

Killington Ski Resort featuring snow skiing and snow as well as an individual male
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Killington

Killington
Winter at the Falls Along Otter Creek in Brandon, Vermont
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Brandon

Brandon

Top Rutland County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,730, price is now CA $1,576 per person
CA $1,576
per person
Mar 16 - Mar 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (941 reviews)
The staff could not have been more accommodating. From the front desk to the shuttle drivers, to the wait staff in the restaurant, they were all friendly, helpful and pleasant.

Reviewed on Feb 7, 2026

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was CA $2,611, price is now CA $2,197 per person
CA $2,197
per person
Mar 16 - Mar 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
No reviews
Clean room, elevator broken and not enough bathroom towels.

Reviewed on Dec 28, 2025

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
Price was CA $1,903, price is now CA $1,630 per person
CA $1,630
per person
Mar 16 - Mar 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (93 reviews)
Location is excellent. Room is dated.

Reviewed on Jan 26, 2026

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was CA $2,029, price is now CA $1,791 per person
CA $1,791
per person
Mar 16 - Mar 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
No reviews
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was CA $2,311, price is now CA $2,120 per person
CA $2,120
per person
Mar 16 - Mar 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

Rutland County Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
The price is CA $214 per night from Mar 1 to Mar 2
CA $214
CA $235 total
Mar 1 - Mar 2
includes taxes & fees
7.2/10 Good! (1,000 reviews)
Close to the resort, nice hot tub, decent room with a modern tv software for easy connections. Good price to hotel quality ratio.

Reviewed on Jan 26, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Mar 1 to Mar 2
CA $202
CA $222 total
Mar 1 - Mar 2
includes taxes & fees
8.6/10 Excellent! (999 reviews)
Staff was very attentive and helpful, rooms very clean and comfortable with well organized setting, breakfast was pretty good and it is included with your stay.

Reviewed on Feb 6, 2026

Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Feb 10 to Feb 11
CA $208
CA $229 total
Feb 10 - Feb 11
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Everything was great! The staff were very nice and the free breakfast is legit!

Reviewed on Feb 3, 2026

Comfort Inn Rutland - Killington
See all 1,523 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.
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Frequently asked questions

How much does a Rutland County vacation package cost?
The most affordable Rutland County package is CA $1,576, 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 vacation 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 1,000,000 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 vacation?
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 traveling 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 vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation package?
Your situation can change without warning, so yes. You may be able to amend or cancel your Rutland County vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.