Rutland Vacations from $800

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Photo by Killington Resort

Your Rutland Vacation

Pick a Rutland vacation package and focus on what counts — having fun. This means no more planning headaches, just lots more time to immerse yourself in the delights of this interesting city, such as its laid-back lifestyle and spectacular views. A trip to Rutland is a great opportunity to take in the sights. Be sure to stop by big-name attractions such as Paramount Theater, Vermont State Fairgrounds and Rutland Country Club. Don't put off your visit to this destination any longer. Your ultimate Rutland vacation is only a few clicks away with Expedia.

The Latest Rutland vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area
North Star Lodge and Resort
The Mountain Inn at Killington
The Vermont Inn
Greenbrier Inn
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Rutland Hotel Deals

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
$101 nightly
The price is $111 total per night from Aug 24 to Aug 25
$111 total
Aug 24 - Aug 25
Total includes taxes and fees
6.2/10 (1,005 reviews)
"Clean and comfortable. Good value for what you get. Would stay again."

Reviewed on Aug 18, 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
$125 nightly
The price is $138 total per night from Aug 24 to Aug 25
$138 total
Aug 24 - Aug 25
Total includes taxes and fees
8/10 Very Good! (1,007 reviews)
"Staff was very friendly and very helpful we had a pleasant stay."

Reviewed on Aug 16, 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
$88 nightly
The price is $97 total per night from Aug 31 to Sep 1
$97 total
Aug 31 - Sep 1
Total includes taxes and fees
6.6/10 (593 reviews)
"The room was very clean and quite and comfortable bed. The interior was very clean. My door to the courtyard had a broken handle and an exterior entrance had a broken lock. Grass in courtyard and around the exterior of the hotel needed trimming. Very reasonable price."

Reviewed on Aug 18, 2025

Cortina Inn
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.

Things to do in and around Rutland

Rutland, Vermont, is a fantastic destination for skiing and adventure sports enthusiasts. Visitors can enjoy a variety of ski resorts and explore scenic nature trails. Don't miss the chance to take a trip to Gallagher for a unique experience. Whether you're hitting the slopes or discovering the area's outdoor beauty, Rutland offers plenty of exciting activities to make your vacation memorable.

Shopping

In Rutland, the Diamond Run Mall offers a variety of shops and entertainment options right in the city. If you're up for a drive, Black Dog Sports is 9 miles away, while the West River Farmers Market, located 28 miles from Rutland, features local goods and a vibrant atmosphere.

Recreation

Experience the charm of the Paramount Theater, where you can enjoy captivating performances in a romantic atmosphere. For outdoor enthusiasts, the Rutland Country Club offers a refreshing golf experience amidst scenic views. Unwind at Pine Hill Park, a serene retreat perfect for relaxation and wellness activities.

Adventure

Experience the thrill of skiing at Pico Mountain at Killington Ski Resort, located 8 miles from Rutland, where you can enjoy a vibrant ski atmosphere. For climbing enthusiasts, the Green Mountain Rock Climbing Center offers a family-friendly adventure zone right in Rutland, perfect for all ages.

At Pico Peak, also 8 miles away, immerse yourself in outdoor skiing adventures amidst stunning mountain scenery, where adrenaline and breathtaking views combine for an unforgettable experience.

Nightlife

In Rutland, Vermont, explore lively bars like The Bar at the Red Clover Inn and The Paramount Theatre for live shows. Enjoy craft brews at The Dog House and dance the night away at local hot spots. The atmosphere is friendly and inviting, perfect for a memorable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Rutland

Rutland, Vermont, is perfect for a ski and adventure vacation, offering attractions like ski resorts, national parks, and beautiful lakes. Whether you're seeking outdoor thrills, family-friendly activities, or unique local experiences, Rutland has something for everyone. Explore popular attractions and enjoy the stunning natural landscapes that make this region a favorite for sports and adventure enthusiasts.

  • Killington Resort: Located 9 miles from Rutland, Killington Resort is a premier ski destination renowned for its expansive slopes and thrilling outdoor adventures. Whether you're skiing, snowboarding, or exploring summer hiking trails, the resort offers a vibrant atmosphere for all outdoor enthusiasts.
  • Vermont State Fairgrounds: Situated within Rutland, the Vermont State Fairgrounds hosts a variety of family-friendly events throughout the year. With its lively outdoor setting, it's a perfect spot for enjoying local fairs, concerts, and community gatherings that highlight Vermont’s rich culture.
  • Wilson Castle: Just 2 miles from Rutland, Wilson Castle is a stunning historic site that captivates visitors with its unique architecture and cultural significance. Explore beautifully decorated rooms and learn about the fascinating history that surrounds this remarkable landmark.

Tips to save on your trip to Rutland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Rutland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Rutland vacation package cost?
Offering great value package deals from $800 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?
If you're looking to book a cheap Rutland vacation package, consider traveling in April, May and June. You're likely to find better prices on hotels and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Rutland?
With a well-planned schedule, you can easily hit the most popular Rutland attractions in a few days. But if you'd like to discover hidden spots or go on day tours, consider booking your Rutland vacation for longer.
Is it worth booking a vacation package to Rutland?
Rutland is a good vacation destination with attractions like Paramount Theater among the many things to keep you entertained. Whether you're heading away with the family or getting away 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.
Does Expedia offer Book Now, Pay Later Rutland vacation packages?
Secure your dream getaway to Rutland with help from our Book Now, Pay Later vacations. No need to save up or hold off until payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.