25 Best Things to do in Rutland!

Located in the heart of Vermont, Rutland is a charming town known for its rich history, vibrant arts scene, and close proximity to outdoor adventures. It’s the perfect destination for travelers who enjoy small-town charm mixed with natural beauty. The town is surrounded by the Green Mountains, making it an excellent spot for nature lovers and those seeking a peaceful getaway. In this guide, we’ll showcase the best things to do in Rutland during your made for visit to Vermont.

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1. Must-See Attractions

Wilson Castle

Built in 1885, the Wilson Castle blends several architectural styles, including Romanesque Revival, Scottish baronial, and Queen Anne. The estate covers 115 acres and features a grand house with 32 rooms, 84 stained glass windows, and 13 fireplaces. The original owner, Dr. John Johnson, spent years planning and constructing the castle, but financial troubles forced him to leave. Over time, the property changed hands many times until it was purchased in 1939 by Herbert Wilson, a radio engineer. The castle hosts events, weddings, and paranormal investigations, as many believe it is haunted.

Killington Resort

The Killington Resort is the largest ski and snowboard resort in the East, offering a mix of winter sports and summer activities. Known as the “Beast of the East,” it has over 1,500 acres of skiable terrain, with 155 trails and 21 lifts, including two gondolas. Snowfall averages around 250 inches per year, and snowmaking covers 71% of the terrain, ensuring good conditions throughout the season. The resort hosts events like the Audi FIS Ski World Cup, bringing visitors from across the country. Beyond winter activities, the resort also offers mountain biking, golf, and scenic lift rides in warmer months.

Rutland County Farmers Market

The Rutland County Farmers Market is a great place to find fresh local produce, handmade crafts, and specialty foods, located in Depot Park and held every Saturday from 9 a.m. to 2 p.m. during the summer season. Vendors sell a variety of goods, including vegetables, fruits, dairy products, maple syrup, baked goods, and flowers, with many items grown or made by local farmers and artisans. The market also features prepared foods, offering fresh bread, specialty drinks, and homemade meals ready to eat. Live music making it a fun place to spend a morning while browsing the different stalls.

Rutland Regional Medical Center

The Rutland Regional Medical Center is the largest hospital in the state and the second-largest hospital overall. Located near the intersection of Route 7 and Route 4, it sits close to major ski areas like Killington and Okemo. It has been serving the community since 1896 and has grown to include a wide range of medical services. It offers emergency care, cancer treatment, heart and vascular services, orthopedics, surgery, and women’s health. The facility has 144 beds and provides care for thousands of patients each year. The hospital is open 24 hours a day, with visiting hours from 9 a.m. to 9 p.m.

Historic Kingsley Covered Bridge

Built around 1870, the Historic Kingsley Covered Bridge is the only surviving 19th century covered bridge in Clarendon. The bridge spans the Mill River and is located on East Street, just west of Vermont Route 103. It is a single-lane bridge with a Town lattice truss design, measuring 121 feet long and 17.5 feet wide. The bridge was added to the National Register of Historic Places in 1974, recognizing its importance to Vermont’s history. The area around the bridge includes the Kingsley Grist Mill Historic District, and visitors stop to take photos and admire the craftsmanship of the covered bridge.

Mendon Mountainview Lodge

Located along US Route 4, Mendon Mountainview Lodge is an affordable place to stay near Killington Resort, with easy access to outdoor activities. It’s location making it a comfortable option for travelers exploring the area. The lodge is close to attractions like Pico Mountain and Gifford Woods State Park, making it ideal for skiers and hikers. Though not a luxury destination, the lodge provides a comfortable setting for those looking for budget-friendly accommodations. The lodge’s location allows easy access to both Rutland and Killington, giving guests variety of options for dining and exploring.

2. Outdoor Adventures

Hiking and Nature Trails

Rutland has a variety of hiking and nature trails that offer great outdoor experiences. Pine Hill Park is one of the most popular spots, with 18 miles of trails spread over 325 acres. The park is great for hiking, biking, and walking, with well-marked paths through forests and hills. Another good option is Bald Mountain Trail, a moderate 3.1 miles hike with an elevation gain of 846 feet. For a longer hike, Salamander, Stegosaurus, Underdog, and Dewey Wood Road Trail stretches 6.1 miles and has 715 feet of elevation gain.

This trail is a mix of wooded paths and open spaces, making it a good choice for those who want a full-day adventure. Lower Giorgetti Loop is a short and easy 0.8 mile trail, perfect for a quick walk. Killington Peak via Bucklin Trail is another great hike, covering 7.2 miles with 710 meters of elevation gain. It leads to one of the highest points in the area, offering wide views of the surrounding mountains. Pico Peak from Sherburne Trailhead is a 5.8 miles hike with 550 meters of elevation gain, making it a good challenge for those looking for a steep climb.

Skiing and Snowboarding

Rutland is a great place for skiing and snowboarding, with easy access to some of the best slopes in the region, making it a popular winter destination. Killington Resort, known as the “Beast of the East,” is the largest ski area in the East, offering 213 trails across seven mountain areas, with terrain suited for all skill levels. Pico Mountain, located nearby, is a smaller resort with 18 miles of trails and a more relaxed atmosphere, providing an alternative for those looking for a quieter skiing experience.

Both resorts have rental shops, lessons, and dining options, making them convenient for visitors seeking a well-rounded ski trip. Snowfall in the area averages around 250 inches per year, and snowmaking covers a large portion of the terrain, ensuring good conditions throughout the season. High Altitude Ski & Snowboard provides rental equipment for Killington and Pico, making it easy to get gear before hitting the slopes. Après-ski activities, including live music and restaurants, give visitors a chance to relax after a day on the snow.

Kayaking and Canoeing

Rutland offers great spots for kayaking and canoeing, with peaceful lakes and scenic waterways. Chittenden Reservoir is a popular place for paddling, surrounded by forests and quiet shores. Blue Ridge Outfitters rents kayaks, paddleboards, and canoes, making it a good spot for beginners and those looking for a relaxing trip. Another option is Kayak King Paddle Sports in Killington, which provides rentals and guided trips with access to several lakes and rivers. Rentals are available for both short and long trips, offer visitors to explore small islands and hidden coves, making each trip unique.

Golfing Courses

Rutland has several golf courses that offer a mix of challenges and scenic views. Rutland Country Club is a semi-private 18-hole course that has been around since 1901. It has a putting green, a full-service restaurant, and great views of the Green Mountains. Northwood Park Disc Golf Course providing a fun and casual way to enjoy the sport. Beyond Rutland, there are more courses within a short drive, including Proctor-Pittsford Country Club and Green Mountain National Golf Course. Each course has its own style, with some offering mountain views and others featuring rolling fairways.

Scenic Drives

Rutland has some beautiful scenic drives that take visitors through rolling hills, quiet valleys, and historic towns. One of the best routes is the Crossroad of Vermont Byway, which runs east to west from Rutland to the New Hampshire border. This drive passes through Woodstock and Killington, offering views of forests, rivers, and mountain landscapes. Another great option is the Stone Valley Byway, stretching from Manchester to Hubbardton. This route takes you through farmland and historic sites, making it an interesting drive.

Route 100, known as the “Skier’s Highway,” is a well-known scenic road that runs through Vermont, passing by ski resorts, lakes, and charming towns. The Green Mountain Byway is another good choice, traveling through Waterbury, Stowe, and other small communities, with views of open meadows and mountain backdrops. Many of these drives are especially beautiful in the fall when the leaves change color, creating a stunning landscape. Some routes have small roadside stops where visitors can take photos or enjoy a short walk.

3. Iconic Landmarks

Paramount Theatre, VT

The Paramount Theatre is a historic venue in Rutland, that has been a part of the community for over a century, originally built in 1913 as The Playhouse before being renamed in 1931. The theatre features Colonial Revival and Victorian-era design, with a grand interior that reflects the style of old opera houses. After closing in 1977, it underwent restoration and reopened in 2000, bringing back its original charm while updating its facilities for unique performances. Today, the theatre hosts several concerts, plays, comedy shows, film screenings, and educational programs, serving as a cultural hub.

Chaffee Art Center

Located in a historic mansion built in the 1890s, the Chaffee Art Center showcases a variety of artwork from Vermont artists. The building looks like Queen Anne Victorian design and inside, visitors can explore exhibits featuring paintings, sculptures, and mixed-media pieces. The center hosts events, workshops for all ages, making it a great place to learn and connect with the local art scene. Art in the Park, one of its biggest events, brings artists and visitors together for a weekend of creativity. Guided tours are available for those interested in learning about the mansion’s history and architecture.

Rutland Historical Society

The Rutland Historical Society features a collection of old photographs, documents, and artifacts that tell the story of Rutland’s development over the years. Visitors can explore records related to genealogy, town history, and early industries that shaped the region. The society also provides research assistance for those looking into family history or specific local events, helping people connect with their roots. Special programs and lectures are held throughout the year, covering topics like early settlers, historic buildings, and key moments in Rutland’s history, making it engaging for all visitors.

Vermont Marble Museum

Founded in 1880, the Vermont Marble Museum showcases the history, geology, and craftsmanship behind marble production. It became one of the largest marble producers in the world, supplying stone for famous landmarks like the United States Supreme Court Building and Arlington National Cemetery. It features exhibits on the company’s history, the process of quarrying and carving marble, and the many ways marble has been used in art and architecture. Visitors can see sculptures, historic photographs, and large slabs of decorative stone, including Vermont’s famous Danby white marble.

4. Family-Friendly Activities

Wonderfeet Kid’s Museum

The Wonderfeet Kid’s Museum focuses on hands-on activities that encourage creativity and curiosity. The exhibits are interactive, allowing kids to engage with different themes, from science and engineering to art and storytelling. One of the popular exhibits is the Casella Recycling Truck, where children can pretend to drive and sort materials for recycling. Another favorite is the GMP Robot, which lets kids experiment with circuits and learn about electricity. It also has a mountain-themed play area, a train station setup, and a farmers market exhibit where kids can role-play buying and selling food.

Pico Mountain Ski Resort

The Pico Mountain Ski Resort has 468 acres of skiable terrain and 58 trails, offering a variety of runs for different skill levels. The vertical drop is 1,967 feet, making it a good challenge for experienced skiers while still being accessible for beginners. The resort is known for fewer crowds compared to larger ski areas, even during peak time, making it a favorite among locals. There are seven lifts total, with the Summit Express providing access to steeper terrain. Snowfall averages around 250 inches per year, and 75% of the terrain is covered by snow, ensuring good conditions throughout the season.

Rutland City Parks

Rutland has several city parks that offer outdoor spaces for relaxation, sports, and community activities. Pine Hill Park is one of the most popular spots, covering 325 acres with 18 miles of trails for hiking, biking, and walking. White Memorial Park is another great option, featuring a city pool, tennis courts, basketball courts, and a baseball field. Giorgetti Athletic Complex is home to an indoor ice arena, ball fields, and fishing access, making it a year-round destination for sports and outdoor fun.

Baxter Street Park is a small but important community space, created through local efforts to bring neighbors together. Justin Thomas Memorial Park is designed with families in mind, offering a play structure, gazebo, and picnic tables. Monsignor Thomas Connor Memorial Park and River Street Park provide additional outdoor areas for relaxation and play. The city’s parks are managed by the Rutland Recreation and Parks Department, which organizes events and maintains facilities.

5. Natural Attractions

Green Mountain National Forest

Covering more than 400,000 acres, Green Mountain National Forest is the biggest public land area in the state and offers hiking, camping, and nature exploration. The forest is home to several trails, including parts of the Appalachian Trail and the Long Trail, making it a great place for both short walks and long hikes. Visitors can see a variety of animals, such as deer, moose, and black bears, along with many birds species. The forest has rivers and lakes where people can fish, kayak, or simply enjoy the outdoors. The forest also has ski areas and snowmobile trails, making it a year-round destination.

Bomoseen State Park

The Bomoseen State Park is a great place for outdoor activities, located on the western shore of Lake Bomoseen, the largest lake entirely within Vermont’s borders. The park covers 3,576 acres and has a mix of forests, trails, and waterfront areas. Visitors can enjoy swimming at the sandy beach, rent boats for paddling, or go fishing in the lake, which is home to trout, perch, and bass. There are 55 tent/RV sites and 10 lean-to sites, making it a good spot for camping in outdoors. The Slate History Trail takes visitors through old quarry sites, showing the area’s connection to Vermont’s slate industry.

Chittenden Reservoir

Covering 750 acres, the Chittenden Reservoir was created in 1909 by damming East Creek for power generation. The area remains mostly undeveloped, with only a few cottages near the dam, keeping the shoreline natural and quiet. The reservoir is a great place for kayaking, canoeing, and fishing, with species like yellow perch, walleye, largemouth bass, and sunfish found in the waters. Motorized boats are allowed but limited to 15 horsepower, keeping the lake calm for paddlers. The reservoir has a boat launch site managed by Vermont Fish and Wildlife Service, making access easy for visitors.

West Rutland Marsh

Located on Water Street, the West Rutland Marsh is a designated Important Bird Area, meaning it provides a key habitat for many bird species. Visitors can walk along the boardwalk, which stretches into the marsh, offering a close-up view of the wetlands. More than 136 bird species have been spotted here, including Virginia Rail, Marsh Wren, and American Bittern. The Whipple Hollow Trail runs through a cedar swamp, giving visitors a chance to see unique plants and trees. The marsh is surrounded by dirt roads, which are used by walkers, cyclists, and birdwatchers looking for a quiet escape.

Gifford Woods State Park

Located near Route 100, the Gifford Woods State Park sits at the base of Killington and Pico peaks, making it a perfect for hikers exploring the area. The park covers 285 acres and is known for its old-growth forest, which includes large maple, beech, and birch trees that have been standing for centuries. The Appalachian Trail and Long Trail pass through the park, giving visitors easy access to well-known hiking routes. The Kent Brook Trail is a 1.1 mile loop that offers a walk through the woods. For those looking to stay overnight, there are 21 tent/RV campsites, 19 lean-to sites, and 4 cabins for rent.

How to Reach Rutland

Rutland is easy to reach by road, rail, or air, offering several options for travelers. Rutland Southern Vermont Regional Airport (RUT), located just 5 miles from town, provides limited but regular flights. Travelers from farther locations may need to first fly into a major hub like Boston or New York City before connecting to Rutland. For those driving, Route 7 runs through Rutland, linking it to Burlington in the north and Massachusetts in the south, while Route 4 connects the town to New York and New Hampshire, making it accessible from nearby states.

Train travelers can take Amtrak’s Ethan Allen Express, which offers a comfortable ride from New York City to Rutland with stops along the way. Bus services like Vermont Translines provide routes connecting Rutland to Burlington and Albany, giving visitors another public transit option. Once in Rutland, taxis and ride-sharing services make local travel simple, while the downtown area is easy to explore on foot, with restaurants, shops, and attractions close together.

Local Transportation

Rutland has simple transportation options that make it easy to get around. Many visitors explore downtown on foot since shops, restaurants, and attractions are close together. For longer trips, taxis and ride-sharing services are available, offering convenient ways to travel within the city and nearby areas. The Marble Valley Regional Transit District (MVRTD) operates public bus routes, including The Bus, which connects different parts of Rutland and surrounding towns.

The bus system is affordable and provides regular service on weekdays, with limited service on weekends. For train travel, Amtrak’s Ethan Allen Express stops in Rutland, linking the city to New York and other destinations. Those arriving by air can use Rutland Southern Vermont Regional Airport, which offers small commercial flights, mostly connecting through Boston. Rental car services are available for visitors looking to explore beyond the city at their own pace.

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FAQ’s (Frequently Asked Questions)

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