Rutland County Holidays

Photo by Holly Warren Norman

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Top destinations in Rutland County

Aerial view, forest trees, woodland, deciduous temperate fog, lowland, Britain, UK, England, sunset Sunrise. Aerial views of woodland and forested deciduous alpine trees during early Autumn. Farmer
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The Annual Holiday Sale

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Top hotels in Rutland County

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
The price is S$185 per night from 24 Mar to 25 Mar
S$185
24 Mar - 25 Mar
includes taxes & fees
8/10 Very Good! (1,011 reviews)
Deanna at the check-in desk was superior both very knowledgeable and helpful buit also kind and professional. Many thanks to her. Also the breakfast was better than expected. On both accounts I will consider coming back.

Reviewed on 9 Mar, 2026

Comfort Inn Rutland - Killington
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 S$184 per night from 24 Mar to 25 Mar
S$184
24 Mar - 25 Mar
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
Room was clean and staff was friendly

Reviewed on 8 Mar, 2026

Best Western Inn & Suites Rutland-Killington
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,007 reviews)
Clean rooms.

Reviewed on 8 Mar, 2026

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North Star Lodge and Resort
See all 1,515 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 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 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.