Rutland Vacations from $665

Paramount Theater

Rating: 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.

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Vermont State Fairgrounds

Rating: 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.

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Pine Hill Park

Rating: 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.

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Hathaway Farm

Rating: 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.

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McLaughlin Falls

Rating: 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.

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Spartan Arena

This collegiate ice hockey hub hosts Vermont State University Castleton teams and community events. Enjoy public skating sessions or watch local tournaments in the arena's upgraded seating area.

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Rutland Country Club

Rating: 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.

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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.

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Find out more about Rutland

Things to do in and around Rutland

Rutland, Vermont, is an ideal destination for ski enthusiasts and adventure seekers, offering a range of thrilling activities. Visitors can enjoy the local ski resorts, explore nature trails, and partake in various outdoor sports. Don't miss a stop at Gallagher for a unique experience. Whether you're planning trips to Rutland or looking for the best activities, this charming city has something for everyone to enjoy year-round.

Shopping

In Rutland, you can shop at Diamond Run Mall, which offers a variety of stores and entertainment options. If you're up for a drive, check out Black Dog Sports, located 9 miles away, or visit the West River Farmers Market, 28 miles from Rutland, for local goods.

Recreation

At the Paramount Theater, immerse yourself in vibrant cultural performances that uplift the spirit. Enjoy a round of golf at Rutland Country Club, where fresh air and stunning views enhance your outdoor experience. For relaxation, Pine Hill Park offers serene trails and peaceful spots for rejuvenation amidst nature.

Adventure

Experience the thrill of skiing at Pico Mountain, located 8 miles from Rutland, where you can enjoy pristine slopes and a vibrant ski atmosphere. Additionally, challenge yourself at the Green Mountain Rock Climbing Center in Rutland, perfect for family fun and adventure seekers alike.

For outdoor enthusiasts, Pico Peak, also located 8 miles from Rutland, offers breathtaking ski experiences amid stunning natural beauty, making it an ideal destination for adventure lovers.

Nightlife

Rutland's nightlife features cozy pubs and vibrant bars. Visit the Downtown Rutland for craft beers at the Hop 'n' Barley and enjoy live music at the Paramount Theatre. For a laid-back vibe, check out The Barrows for great cocktails and a relaxed atmosphere.

Find the best attractions in and around Rutland

Rutland, Vermont, is an ideal destination for ski enthusiasts and adventure seekers. With its stunning ski resorts, nearby state parks, and serene lakes, the area offers a wealth of outdoor activities for families and thrill-seekers alike. Visitors can explore popular attractions and enjoy a variety of experiences that highlight Rutland's natural beauty and recreational opportunities, making it a perfect getaway for anyone looking to immerse themselves in the great outdoors.

• Killington Resort: Experience the thrill of skiing at one of the East Coast's largest ski resorts, located just 9 miles from Rutland. With diverse trails for all skill levels, as well as year-round outdoor adventures, Killington offers breathtaking mountain views and a vibrant atmosphere.
• Vermont State Fairgrounds: Situated in Rutland, this fairground is perfect for family-friendly fun. Enjoy seasonal events, fairs, and festivals that bring the community together, offering a lively outdoor vibe for visitors of all ages.
• Wilson Castle: Just 2 miles from Rutland, this historic castle boasts stunning architecture and rich cultural heritage. Take a guided tour to explore its enchanting rooms and learn about its fascinating history, making it a unique cultural experience.

Best time to go to Rutland

The best time to visit Rutland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Rutland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Rutland falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

Tips to save on your trip to Rutland

• Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Rutland.
• 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.

Frequently Asked Questions

What's included in a Rutland vacation package?

A Rutland vacation package typically bundles round-trip flights, your hotel stay, and often a rental car, which is convenient for exploring this ski destination outside the city. Nearly all package hotels offer free WiFi, and most also feature an indoor pool. About half of the hotels include a restaurant on-site, providing dining options without needing to venture far.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Rutland vacation package?

When you bundle, you can save up to 30%*. To save money on a Rutland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Rutland?

For families seeking the best vacation packages in Rutland, a stay at The Vermont Inn is a strong choice. Located about 6 miles from central Rutland, this property offers family rooms, a game room, a playground, and a hot tub, with travelers often praising the great breakfast and nice rooms.


If you prefer a comfortable stay closer to the city, a Rutland vacation package with a stay at Hampton Inn Rutland, rated 8.7 out of 10, is ideal. It's about 2 miles from central Rutland and features an indoor pool and free breakfast, with travelers frequently highlighting the amazing staff and great breakfast.


For a more budget-friendly option, consider a package with Days Inn by Wyndham Rutland/Killington Area. Rated 7.9 out of 10, it's about 33 miles from Stratton Mountain Resort and includes an indoor pool and free breakfast, with travelers often pleasantly surprised by the staff and rooms.

What are the top things to do in Rutland?

Rutland, a ski destination, offers a mix of outdoor adventure and local culture for your Rutland vacation.


Browse and book things to do in Rutland on Expedia.

Do you need to rent a car in Rutland, or is public transport enough?

For a Rutland vacation package, a rental car offers the most flexibility for exploring the wider ski destination and its surrounding natural attractions. While downtown Rutland is walkable, many points of interest are spread out.


Local bus services operate within the city and also provide routes to nearby ski resorts like Killington Ski Resort. For air travel, Rutland–Southern Vermont Regional Airport (RUT) is located south of the city center, offering flights to and from Logan International Airport (BOS). However, for reaching attractions such as Stratton Mountain Resort or Emerald Lake State Park, which are about 18 miles and 11 miles from central Rutland respectively, a car provides convenient access.

Are Rutland vacation package hotels conveniently located?

Rutland vacation package hotels offer convenient access to both the city center and nearby attractions, though distances vary.


Comfort Inn Rutland - Killington is located about 1 mile from central Rutland, making it a close option for exploring the city. Hampton Inn Rutland is about 2 miles from central Rutland, offering amenities like an indoor pool and free breakfast, with travelers often praising its spacious rooms. For those looking for a slightly more secluded stay, The Vermont Inn is about 6 miles from central Rutland and features family rooms and a playground, with guests highlighting its sweet overall atmosphere.


Choosing a hotel closer to central Rutland provides easier access to local shops and dining, while properties further out offer a quieter base for exploring the surrounding ski areas and natural landscapes.

Can I change or cancel my Rutland vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Rutland vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Rutland vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Rutland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Rutland?

To find last-minute vacation packages to Rutland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Rutland vacation packages?

Free cancellation on a Rutland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Rutland vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Rutland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Rutland vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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