How much does a Rutland vacation package cost?

Offering great value package deals from $711 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.

Rutland Vacation Packages 2025/2026 from $665

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.

The Vermont Inn

$711

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Rutland (RUT)

9.2/10 Wonderful! (410 reviews)

Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again.

Reviewed on Oct 23, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

$1,037

per person

Jan 2 - Jan 6

found 1 day ago

Roundtrip flight included

Raleigh (RDU) to Rutland (RUT)

7.4/10 Good! (1,000 reviews)

Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

Pointe at Castle Hill Resort

$1,032

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Rutland (RUT)

8.8/10 Excellent! (901 reviews)

Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options.

Reviewed on Nov 5, 2025

Golden Stage Inn B&B

$827

per person

Dec 26 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Rutland (RUT)

10/10 Exceptional! (26 reviews)

If you're looking for a cozy, welcoming, and thoughtfully run bed-and-breakfast, the Golden Stage Inn is a true gem. Julie, Mike, and their sweet dog Maisie have created something special—an atmosphere that feels both homey and quietly luxurious. Every detail is designed for comfort and delight. The breakfasts are consistently amazing, with fresh, hearty options that start your day off right. Our room was not only beautifully kept but also had its own heat adjustment, which made it easy to stay comfortable no matter the weather. The beds? Exceptionally comfortable. We slept soundly every night thanks to the quiet surroundings and the peaceful energy of the inn. The amenities go far beyond the basics. There’s free parking, of course, but also a puzzle table, board games, and a living room that feels like the heart of the house—complete with soft seating and a glowing fireplace that makes it the perfect spot to read or unwind. Throughout the day, you’ll find hot apple cider, coffee, tea, and cookie jars filled with fresh-baked cookies that somehow taste like childhood and comfort all at once. Outside, the charm continues. We loved visiting the chickens and soaking in the views—especially at night. The stargazing here is unmatched. It’s the kind of place where you look up and remember how vast and beautiful the world can be. We had a wonderful time and can’t recommend the Golden Stage Inn enough. It’s not just a place to stay—it’s a place to feel restored.

Reviewed on Oct 18, 2025

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Rutland Hotel Deals

Comfort Inn Rutland - Killington

19 Allen St, Rutland, VT

Fully refundableReserve now, pay when you stay

$110 nightly

$121 total

Nov 9 - Nov 10

Total with taxes and fees

8/10 Very Good! (1,013 reviews)

Quiet and low key.

Reviewed on Nov 2, 2025

Days Inn by Wyndham Rutland/Killington Area

401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT

Fully refundableReserve now, pay when you stay

$110 nightly

$121 total

Nov 9 - Nov 10

Total with taxes and fees

6.4/10 (1,026 reviews)

Pros - Room is large, clean, and recently renovated. Much bigger and nicer than you would expect. Cons - Water pressure in shower is terrible.

Reviewed on Nov 2, 2025

Best Western Inn & Suites Rutland-Killington

5 Best Western Place, Rutland, VT

Fully refundableReserve now, pay when you stay

$161 nightly

$177 total

Nov 16 - Nov 17

Total with taxes and fees

8.6/10 Excellent! (999 reviews)

Good food and selection

Reviewed on Oct 23, 2025

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.

Language	English
Currency	U.S dollars
Closest Airport	Rutland Southern Vermont Regional Airport (RUT)
Population	15,800
Max Temp Winter	30ºF
Max Temp Summer	75ºF
Top Sights	Pico Mountain at Killington Ski Resort, Killington Peak and Killington Adventure Center

Language

English

Currency

U.S dollars

Closest Airport

Rutland Southern Vermont Regional Airport (RUT)

Population

15,800

Max Temp Winter

30ºF

Max Temp Summer

75ºF