Rutland Vacations
Book a Hotel + Flight or Car together to unlock savings
Find the Best Rutland Vacation Packages
Rutland Hotel Deals
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
￥19,533
￥21,486 total
Aug 16 - Aug 17
includes taxes & fees
Days Inn by Wyndham Rutland/Killington Area
401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
￥18,818
￥20,699 total
Aug 30 - Aug 31
includes taxes & fees
6.8/10 (1,012 reviews)
"The toilet didn’t flush properly, we had to do it many times before it worked."
Reviewed on Aug 10, 2026
Hampton Inn Rutland
47 Farrell Rd Rutland VT
Fully refundableReserve now, pay when you stay
￥20,766
￥22,841 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.
Stay near popular Rutland attractions
Paramount Theater
8.6/10 (46 reviews)
This 1914 Victorian-style opera house features gold leaf details and a grand proscenium arch in an intimate setting. Experience live performances from concerts to theater in this beautifully restored historic venue.
Vermont State Fairgrounds
8.2/10 (39 reviews)
Home to one of America's oldest agricultural fairs since 1846, the Vermont State Fairgrounds showcases rural heritage. Visitors enjoy livestock exhibitions, carnival rides, and attractions during the mid-August fair.
Pine Hill Park
8.4/10 (16 reviews)
This 325-acre outdoor haven features over 19 miles of single-track trails through Vermont's forests and meadows. Explore by mountain bike, foot, or snowshoes across terrain suited for all skill levels.
Rutland Country Club
8.4/10 (15 reviews)
This historic golf course combines challenging play with scenic Vermont countryside views since 1902. Enjoy undulating fairways and fast greens, then unwind at Baxter's Restaurant overlooking the course.
Green Mountain Shopping Plaza
You can do some window-shopping at Green Mountain Shopping Plaza during your trip to Rutland. Make time for the shops and ski slopes in this family-friendly area.
Hathaway Farm
8.4/10 (7 reviews)
Navigate Hathaway Farm's 12-acre corn maze with interactive clue stations and smartphone challenges. After conquering the maze, meet friendly animals in the petting zoo or enjoy seasonal wagon rides to the pumpkin patch.
McLaughlin Falls
8.8/10 (9 reviews)
McLaughlin Falls cascades through Vermont's woodland, creating a serene natural retreat. Capture the tranquil beauty after rainfall when the waters of Eddy Brook flow most dramatically.
Bucklin Trailhead
9.0/10 (2 reviews)
The Bucklin Trailhead begins a challenging hike to Vermont's second-highest peak through lush forests. Autumn hikers enjoy spectacular fall foliage and sweeping views of three mountain ranges from the summit.
Frequently asked questions
How much does a Rutland vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Rutland costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Rutland?
May, June and November are great times to search for cheap Rutland vacation 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 vacation 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 vacation package to Rutland?
Rutland is a good vacation 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 vacation 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 vacation as a package?
You can enjoy significant savings on your next Rutland escape by booking a tailored vacation 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 vacation package to Rutland?
If you have your Rutland vacation 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?
- Choose when to go: Check your schedule and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to escape to Rutland.
- Plan your budget wisely: In addition to the cost of your accommodations, 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.
- Decide how long to go for: Now that you know more about Rutland, you can work out the perfect length of your vacation. Pull together a rough itinerary and allocate enough time for all the things you want to do.
- Combine your airfare and accommodations: Once you've settled on your dates and duration, book the ideal Rutland vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
