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
Brandon
Top Rutland County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast
CA $1,653
per person
Nov 1 - Nov 7
found 3 hours ago
Roundtrip flight included
Winnipeg (YWG) to Springfield (VSF)
10/10 Exceptional! (119 reviews)
Everything about Sinclair Inn Bed and Breakfast was exceptional. Holly and Kyle were welcoming hosts the property is very well maintained and the gardens are beautiful with areas to sit and relax. Breakfast was delicious with a variety of options with fresh berries, yogurt and granola to build your own parfait, delicious quiche, fresh baked goods. And delicious cookies for Night time snack.
I would highly recommend this establishment for your next trip to the area.
Reviewed on Aug 10, 2026
Rutland County Hotel Deals
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
CA $174
CA $201 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (1,014 reviews)
"A little older type hotel but was well maintained and very clean. Continental Breakfast was good with several options. Pool area was nice but did not use the pool. Ac was a little noisy. Would stay here again ."
Reviewed on Aug 12, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
CA $171
CA $188 total
Aug 16 - Aug 17
includes taxes & fees
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
CA $193
CA $212 total
Aug 30 - Aug 31
includes taxes & fees
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 vacation package cost?
The most affordable Rutland County package is CA $1,157, 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.
Stay near popular Rutland County attractions
Photo by Killington Resort
Killington Resort
9.4/10 (1,216 reviews)
You're going to love coming in from the cold to sit beside a warm fire at a cozy Killington ski resort. Are you looking for great prices on accommodations on Vermont ski tours?
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.
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.
Paramount Theater
8.6/10 (46 reviews)
You can enjoy a show at Paramount Theater during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
K-1 Express Gondola
9.6/10 (355 reviews)
Enjoy a trip to K-1 Express Gondola and popular activities like skiing in Killington. Discover the mountain views while you're in the area.
Vermont State Fairgrounds
8.2/10 (39 reviews)
Enjoy an outing to Vermont State Fairgrounds during your stay in Rutland. Discover the area's mountain views, or seek out its ski slopes.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
