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15 Things to Do in Rutland, Vermont(VT)

Rutland, Vermont, is a charming city located in the southwestern part of the state. Known for its vibrant history and natural beauty, Rutland is often overlooked as a prime travel destination. However, this hidden gem offers visitors a unique blend of outdoor adventure, cultural attractions, and rich heritage.

Whether you’re seeking a relaxing getaway or an active outdoor escape, Rutland has something for everyone. The city’s combination of scenic landscapes, historic sites, and small-town charm make it a must-visit destination for tourists looking to explore Vermont’s heart, and just a short drive away, you'll find plenty of things to do in Killington, Vermont (VT) for those looking for more adventure.

Infographic - 15 Things to Do in Rutland, Vermont

15 Things to Do in Rutland, Vermont

Rutland, Vermont, is a charming town surrounded by beautiful natural landscapes, rich history, and plenty of exciting activities for every traveler. Whether you're an outdoor enthusiast, art lover, or history buff, Rutland offers something for everyone, with numerous things to do in Southern Vermont just a short drive away. In this guide, we’ll explore 15 must-do activities in Rutland to ensure you have a memorable visit!


1. Explore Downtown Rutland Murals

Short description of activity:
Take a stroll through downtown Rutland and explore its vibrant murals that capture the town's history, culture, and local artistry. These public works of art are scattered throughout the area, offering both locals and visitors an eye-catching experience.

Pros:

  • Free to explore

  • Perfect for photography

  • Supports local artists

Cons:

  • Limited to specific areas downtown

  • Not all murals are easy to find

Key attractions and events:

  • Annual Mural Festival

  • Local art gallery exhibitions


2. Visit the Norman Rockwell Museum of Vermont

Short description of activity:
The Norman Rockwell Museum of Vermont is dedicated to the famous American artist and illustrator. The museum houses an impressive collection of Rockwell’s iconic works, with a focus on his ties to Vermont and the surrounding region.

Pros:

  • A must-see for art and history lovers

  • Insight into Rockwell’s life and artistic journey

  • Offers guided tours

Cons:

  • Small in size

  • Limited hours during off-seasons

Key attractions and events:

  • Rockwell’s exhibit changes seasonally

  • Special art events for families


3. Hike Pine Hill Park Trails

Short description of activity:
For nature lovers, Pine Hill Park offers numerous hiking trails through dense forests with stunning views of the surrounding mountains and Rutland city. It’s the ideal spot for a peaceful outdoor adventure.

Pros:

  • Trails for all levels of hikers

  • Scenic views of Rutland and the mountains

  • Pet-friendly trails

Cons:

  • Some trails can be steep

  • Limited accessibility for those with mobility issues

Key attractions and events:

  • Snowshoeing and cross-country skiing in winter

  • Guided hikes during summer months


4. Tour Wilson Castle

Short description of activity:
Wilson Castle is a historic mansion located just outside Rutland, offering guided tours through its gothic architecture and extensive collections. Learn about its unique history and the eccentricities of its former residents.

Pros:

  • Rich history and unique architecture

  • Well-preserved antique furnishings

  • Seasonal events such as ghost tours

Cons:

  • Limited hours during off-peak seasons

  • Not wheelchair accessible

Key attractions and events:

  • Ghost tours

  • Victorian-style holiday events


5. Catch a Show at Paramount Theatre

Short description of activity:
The Paramount Theatre in Rutland is a historic venue offering a wide variety of performances, including plays, concerts, and films. It’s an excellent place to enjoy local and touring acts in an intimate setting.

Pros:

  • Historic venue with a great atmosphere

  • Diverse range of performances

  • Easy access in downtown Rutland

Cons:

  • Limited seating for popular shows

  • Tickets can sell out quickly

Key attractions and events:

  • Broadway-style plays

  • Live music performances


6. Stroll Through the Vermont Farmers Market

Short description of activity:
The Vermont Farmers Market in Rutland is a lively space where local farmers and artisans gather to sell fresh produce, homemade goods, and crafts. It’s a perfect way to experience the flavors and culture of Vermont.

Pros:

  • Fresh, locally grown produce

  • Handmade crafts and local products

  • Great for a leisurely stroll

Cons:

  • Open only on weekends during peak seasons

  • Limited selection during off-seasons

Key attractions and events:

  • Seasonal events such as apple festivals

  • Local chef demonstrations


7. Ski or Snowboard at Pico Mountain

Short description of activity:
For those who enjoy winter sports, Pico Mountain is an excellent destination for skiing and snowboarding. Located just a short drive from Rutland, it’s perfect for both beginners and seasoned snow sports enthusiasts.

Pros:

  • Wide variety of slopes

  • Less crowded than nearby resorts

  • Affordable lift tickets

Cons:

  • Limited snowmaking capabilities

  • Shorter ski season compared to larger resorts

Key attractions and events:

  • Annual ski competitions

  • Winter music festivals


8. Explore the Chaffee Art Center

Short description of activity:
The Chaffee Art Center is a local gem showcasing art exhibitions from Vermont’s best artists. This nonprofit art space offers a rotating schedule of displays, art classes, and special events.

Pros:

  • Features local and regional artists

  • Free admission

  • Educational workshops and art classes

Cons:

  • Small gallery space

  • Limited parking in busy seasons

Key attractions and events:

  • Art walks and openings

  • Community art events


9. Take a Scenic Drive on Route 4 Through the Green Mountains

Short description of activity:
Route 4 offers one of the most picturesque drives in Vermont, winding through the stunning Green Mountains. Along the way, you’ll be treated to breathtaking views, charming small towns, and plenty of places to stop for photos, with plenty of things to do in Manchester, Vermont (VT) just a short detour away.

Pros:

  • Scenic views throughout the drive

  • Easy to access from Rutland

  • Perfect for a relaxing road trip

Cons:

  • Limited services along some stretches

  • Can get crowded during peak leaf-peeping season

Key attractions and events:

  • Fall foliage tours

  • Stops at local eateries and shops


10. Enjoy Wine Tasting at the Rutland Country Club Wine Bar

Short description of activity:
Relax and unwind with a wine-tasting experience at the Rutland Country Club Wine Bar. Offering a selection of local Vermont wines and fine international selections, this is a great spot to enjoy a leisurely afternoon.

Pros:

  • Beautiful country club setting

  • Knowledgeable staff for wine pairings

  • Special events and tastings

Cons:

  • Membership may be required for some events

  • Prices can be on the higher side

Key attractions and events:

  • Special tasting events and themed nights

  • Wine pairing dinners


11. Visit Hathaway Farm & Corn Maze (seasonal)

Short description of activity:
Hathaway Farm is home to one of the largest corn mazes in Vermont. Perfect for families, this seasonal attraction includes a maze, hayrides, and farm animals.

Pros:

  • Great for families and kids

  • Fun and interactive activities

  • Excellent for fall visits

Cons:

  • Only open during the fall season

  • Can be crowded on weekends

Key attractions and events:

  • Pumpkin patch

  • Fall festivals and events


12. Go Apple Picking at Mendon Mountain Orchards (in fall)

Short description of activity:
Apple picking at Mendon Mountain Orchards is a beloved autumn tradition in Vermont. Pick your own apples while enjoying stunning mountain views, and make sure to sample their homemade cider donuts!

Pros:

  • Fresh, organic apples

  • Scenic orchard views

  • Family-friendly experience

Cons:

  • Seasonal (only in fall)

  • Can be busy during peak weekends

Key attractions and events:

  • Apple cider tastings

  • Fall harvest festivals


13. Check Out Giorgetti Park and Skate Park

Short description of activity:
Giorgetti Park is a popular outdoor space in Rutland, featuring walking trails, playgrounds, and a skate park. If you're exploring nearby areas, such as Bennington, Vermont (VT), there are also plenty of things to do in Bennington, Vermont (VT), like hiking and visiting local museums.

Pros:

  • Family-friendly park

  • Skate park for skateboarding and BMX

  • Beautiful natural surroundings

Cons:

  • Can be busy in summer

  • Limited shaded areas

Key attractions and events:

  • Summer outdoor concerts

  • Fitness programs and community events


14. Discover History at the Rutland Historical Society Museum

Short description of activity:
The Rutland Historical Society Museum offers a deep dive into the town’s rich past. Explore exhibits showcasing Rutland's history, from its founding to its role in Vermont’s industrial development.

Pros:

  • Educational and informative exhibits

  • Ideal for history enthusiasts

  • Affordable admission

Cons:

  • Limited hours during off-peak seasons

  • Small museum space

Key attractions and events:

  • Annual heritage festivals

  • History-focused lectures and talks

15. Relax with a Local Brew at Hop’n Moose Brewing Company

Short Description of Activity:
Hop’n Moose Brewing Company is a must-visit for craft beer lovers in Rutland. Located in the downtown area, this brewery offers a great selection of locally brewed beers in a relaxed, friendly environment. With a laid-back atmosphere and delicious flavors, it's the perfect spot to unwind after a day of exploring.

Pros:

  • Local Craft Beer Selection: Offers a wide range of unique, flavorful beers brewed on-site.

  • Friendly Atmosphere: The staff is welcoming, making it a great place to relax with friends or meet new people.

  • Great Location: Situated in downtown Rutland, it's easy to access from other attractions in the area.

  • Pet-Friendly: Enjoy your brew with your furry friend by your side on their outdoor patio.

Cons:

  • Limited Food Options: While the brewery serves snacks, there is no full kitchen, which may limit food choices for visitors.

  • Limited Seating on Busy Days: It can get crowded, especially during weekends and special events, which may make seating difficult.

Key Attractions and Events:

  • Craft Beer Tasting Events: The brewery regularly hosts beer tastings and special events, providing a unique opportunity to sample new brews.

  • Live Music Nights: Enjoy live entertainment on certain evenings, with local bands playing a variety of genres.

  • Outdoor Patio: During warmer months, the outdoor patio provides a perfect setting to enjoy your drink while taking in the scenic downtown views.


Conclusion

Rutland, Vermont, is a delightful destination offering a mix of outdoor activities, art, culture, and history. Whether you’re looking for an adventure on the trails, a day at the museum, or a scenic drive through the mountains, Rutland has something to offer everyone. Plan your visit today and enjoy all that this charming town has to offer!

Unique Facts About Rutland, VT

Historical Background of Rutland

Rutland is one of Vermont's oldest cities, dating back to 1761. Originally settled as a small agricultural town, Rutland became a key transportation hub in the 19th century thanks to the arrival of the railroad. The city's economy flourished during the industrial revolution, with mining, marble production, and manufacturing playing pivotal roles. Today, Rutland is proud of its history, with several landmarks and historic buildings that give a nod to its past.

Fun Facts That Make Rutland a Hidden Gem in Vermont

  • Rutland is often referred to as the " Marble Capital of the World" due to the high-quality marble produced here in the 19th century. The city is home to the Vermont Marble Museum, which celebrates the region’s marble industry.

  • The city is also famous for its beautiful surrounding landscapes, including the Green Mountains and the nearby lakes.

  • Rutland is known for its vibrant arts community, with galleries, music festivals, and local crafts that showcase the creativity of its residents.

Points of Interest That Set Rutland Apart

Rutland boasts several unique attractions that make it stand out. The Paramount Theatre, a historic venue offering Broadway shows and musical performances, draws large crowds. Another must-see is the Rutland County Historical Society, which provides a fascinating look at the city's past. For nature lovers, the nearby Green Mountain National Forest and the vibrant Chittenden Reservoir offer exceptional outdoor recreation options.

Best Time to Visit Rutland, VT

Table: Best Times to Visit Rutland, VT

Month/Season Weather Conditions Activities to Enjoy
Spring Mild and refreshing Hiking, Outdoor Festivals
Summer Warm and sunny Lakes, Farmers' Markets
Fall Crisp and cool Scenic Drives, Fall Foliage
Winter Snowy and cold Skiing, Snowboarding

Rutland’s climate varies throughout the year, so the best time to visit largely depends on what you’re hoping to do. Spring and summer offer mild weather and a wide range of outdoor activities, while fall draws visitors for its breathtaking foliage. Winter transforms Rutland into a winter wonderland, perfect for skiing and snowboarding enthusiasts.

Unique Gems in Rutland, VT

Hidden Gems That Make Rutland a Unique Place to Explore

Rutland is home to several lesser-known attractions that are off the beaten path. One such gem is the Pine Hill Park, a hidden oasis for hiking, mountain biking, and wildlife watching. For those interested in history, the Hathaway Farm offers an authentic Vermont farm experience, where visitors can enjoy hayrides and see farm animals up close.

Small, Off-the-Beaten-Path Locations Perfect for Tourists

If you’re looking for something different, check out the Wilson Castle, a Victorian-style mansion nestled in the woods. While it’s not widely advertised, this fascinating property is rich in history and provides a one-of-a-kind tour experience. Another hidden gem is the Red Clover Inn, a cozy bed-and-breakfast where you can escape the crowds and enjoy the Vermont countryside in peace.

Local Attractions Not Typically Found in Guidebooks

Rutland is known for its quirky and lesser-visited attractions. The Rutland Railroad Museum, for example, showcases the city’s railroad history and provides interactive exhibits for visitors of all ages. Meanwhile, the Killington Arts Guild offers workshops and art exhibitions, giving visitors a chance to explore the creative side of the city.

Shopping Experience in Rutland, VT

Overview of Local Shopping Centers, Boutiques, and Markets

Rutland offers a delightful shopping experience for those seeking unique Vermont-made goods. The downtown area is home to several charming boutiques where you can purchase locally crafted items, such as pottery, woolen goods, and handmade jewelry. For those seeking a more traditional shopping experience, the Diamond Run Mall offers a variety of retail stores.

Unique Shops to Visit for Vermont-Made Goods

For a truly Vermont-centric shopping experience, make sure to visit the Vermont Farmers’ Market, where you can find fresh produce, artisanal cheeses, handmade soaps, and local crafts. The Rutland Farmers’ Market is held every Saturday and is one of the best places to purchase authentic Vermont products.

Best Places to Buy Souvenirs and Local Art

The Downtown Rutland area is home to several galleries and shops that offer local art and souvenirs. The Vermont Artisans Gallery is a must-visit for anyone looking to bring home a piece of Vermont’s artistic heritage. The gallery showcases a wide range of artworks, from paintings and pottery to woodwork and textiles.

How to Reach Rutland, VT

Transportation Options to Get to Rutland, VT

Rutland is easily accessible by car, bus, and train. If you're traveling by car, it’s located about two and a half hours from both Albany, New York, and Burlington, Vermont. For those traveling by train, Amtrak offers service to Rutland, with the station located conveniently near the city center.

Best Ways to Travel by Car, Train, or Bus

Driving to Rutland is the most convenient way to reach the city, especially for visitors exploring Vermont's rural areas. The drive through the Green Mountains offers scenic views that will make the journey enjoyable. Alternatively, bus services from nearby cities like Albany and Boston can bring you directly to Rutland. If you're coming from New York or Montreal, the train is a comfortable and scenic option.

Nearby Airports and Travel Tips

Rutland does have a small regional airport, the Rutland Southern Vermont Regional Airport (RUT), which offers seasonal flights to major hubs. However, most travelers fly into Burlington International Airport (BTV) and drive the remaining 90 minutes to Rutland.

Conclusion

Rutland, VT, may not be the most famous city in Vermont, but it is certainly one of the most charming and diverse. Whether you’re visiting to hike the beautiful Green Mountains, enjoy local art, or simply explore the city's unique history, Rutland is a fantastic destination. Its hidden gems, excellent shopping, and array of outdoor activities ensure there’s something for everyone. Don't miss out on the opportunity to explore this picturesque town — a true hidden treasure of Vermont.

FAQs about Things to Do in Rutland, VT

What are the best outdoor activities in Rutland?

Rutland is a haven for outdoor lovers. You can enjoy hiking in Pine Hill Park, skiing and snowboarding at Killington Resort, or fishing in the nearby lakes and rivers.

When is the best time to visit Rutland, VT?

The best time to visit Rutland is during the fall, when the foliage is at its peak, but it also offers great outdoor activities in summer and winter for different interests.

Are there any kid-friendly attractions in Rutland?

Yes, Rutland has several family-friendly attractions, including the Hathaway Farm, Pine Hill Park, and the Rutland Railroad Museum.

Can you visit Rutland year-round?

Absolutely! Rutland is a great destination throughout the year, offering outdoor adventures, scenic beauty, and cultural activities in every season.

What are some of the top restaurants in Rutland, VT?

Some popular restaurants in Rutland include the KJ's New York Deli, Table 24, and the Marble Street Grill, which offer great local cuisine and welcoming atmospheres.