Rutland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Killington Resort

Top hotels in Rutland

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is 2.652.659 ₫ per night from 18 Aug to 19 Aug
2.652.659 ₫
2.917.924 ₫ total
18 Aug - 19 Aug
includes taxes & fees
6.2/10 (1,001 reviews)
"Staff was friendly and helpful. Nice breakfast. Comfortable bed. The bathroom needed some maintenance such as new calking around the tub. A little mildew. Ok for one night."

Reviewed on 10 Aug 2025

Days Inn by Wyndham Rutland/Killington Area
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 3.280.748 ₫ per night from 24 Aug to 25 Aug
3.280.748 ₫
3.608.823 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Nice place"

Reviewed on 7 Aug 2025

Comfort Inn Rutland - Killington
Cortina Inn

Cortina Inn

3 out of 5
476 Holiday Drive, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is 2.808.697 ₫ per night from 14 Aug to 15 Aug
2.808.697 ₫
3.089.567 ₫ total
14 Aug - 15 Aug
includes taxes & fees
6.6/10 (587 reviews)
"So much potential. The parking lot is unkempt, many facilities are shut down, there only seems to be a single staff member on site. The carpets are beaten down, the whole hotel smelled of cleaning agents, and our room smelled of cigarettes. Putting that aside, rooms were actually clean. No bugs, ..."

Reviewed on 8 Aug 2025

Cortina Inn
See all 2,673 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.

Popular places to visit

Vermont State Fairgrounds

Enjoy an outing to Vermont State Fairgrounds during your stay in Rutland. Discover the area's mountain views or seek out its ski slopes.

Vermont State Fairgrounds

Paramount Theater

You can enjoy a show at Paramount Theater on your trip to Rutland. Discover the area's mountain views or seek out its ski slopes.

Paramount Theater

Rutland Regional Medical Center

If Rutland Regional Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Rutland.

Rutland Regional Medical Center

Frequently asked questions

How much does a Rutland holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Rutland costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Rutland?
May, June and November are great times to search for cheap Rutland holiday packages. Opting to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Rutland?
The ideal duration of your Rutland holiday depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden gems along the way.
Is it worth booking a holiday package to Rutland?
Rutland is a good holiday destination with attractions like Diamond Run Mall among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Rutland holiday promises a good time for everyone.
How to find the best Rutland package deals?
Start your search for a Rutland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Rutland package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Rutland adventure underway.
Is it cheaper to book a Rutland holiday as a package?
You can enjoy significant savings on your next Rutland escape by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Rutland?
If you have your Rutland holiday dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Rutland?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to escape to Rutland.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Rutland.
  3. Decide how long to go for: Now that you know more about Rutland, you can work out the perfect length of your holiday. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodation: Once you've settled on your dates and duration, book the ideal Rutland holiday package for you.