Rutland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Killington Resort

Top hotels in Rutland

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 3.264.485 ₫ per night from 30 Jun to 1 Jul
3.264.485 ₫
3.590.934 ₫ total
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."

Reviewed on 26 Jun 2025

Comfort Inn Rutland - Killington
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 2.639.509 ₫ per night from 30 Jun to 1 Jul
2.639.509 ₫
2.903.460 ₫ total
30 Jun - 1 Jul
includes taxes & fees
6.2/10 (1,003 reviews)
"We love the new renovations. Good job!"

Reviewed on 20 Jun 2025

Days Inn by Wyndham Rutland/Killington Area
Cortina Inn
Cortina Inn
3 out of 5
476 Holiday Drive, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is 2.325.064 ₫ per night from 12 Jul to 13 Jul
2.325.064 ₫
2.557.571 ₫ total
12 Jul - 13 Jul
includes taxes & fees
6.8/10 (561 reviews)
"Staff were extremely helpful all during my stay."

Reviewed on 16 Jun 2025

Cortina Inn
See all 2,683 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.

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.

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