If you are all about cultural exchange, Rutland may be one of the best places to visit. Being the third-largest city in the state of Vermont, it offers various activities that will keep you entertained during your stay. Its downtown, which is dotted with museums and libraries, is also considered a historic area. There are also parks, theaters, and restaurants that you can go to. If you are lucky, Rutland also hosts interesting events that you can participate in. This lively city is culturally open so if you’re a foreign visitor, you are very much welcome. Check out our list of the 10 best things to do in Rutland, Vermont.
Why Trust Trip101?
✅ Over 50,000 articles reviewed and published by our experienced team
✅ Over 50 years of combined experience researching, writing and reviewing travel articles
✅ Over 40,000 hours spent on research and fact-checking from credible sources (last year’s data)
✅ Optimizing content from data-driven insights collected directly from users on our platform
✅ Focus on authentic and up-to-date information by collaborating with local guides, global travelers and other industry experts
✅ Long-standing partnerships with credible brands like Airbnb, Booking.com, Agoda, Expedia, GetYourGuide, Viator, RVShare and more
✅ Full disclosure on any partnerships or sponsored content
Trip101’s team of writers, editors, and content managers oversees the publication of all travel content, including destination guides, accommodation recommendations, and travel tips. They have extensive experience in the travel industry and no content, written or visual, gets published without a review. Many of our team’s work has also been featured in Travel+Leisure, National Today, The Indian Express, The Telegraph (India), Robb Report, The Adventure Handbook, Tripoto, Korea Tourism Organization, and Korean Ministry of Culture, Sports and Tourism. Some of them are also members of professional organizations like the Society of American Travel Writers and the International Travel Writers and Photographers Alliance.
Each member of the team follows Trip101's methodology and strict editorial guidelines to ensure accuracy, authenticity, and relevance.
1. Be up for challenge and hike the Carriage Trail at Pine Hill Park
If you are into something more active, you may want to hike the Carriage Trail at Pine Hill Park. The trail has guide marks so it’s safe for you to navigate the area. The trail is classified as moderate to difficult, so make sure you are fit enough to hike the 5.1-mi (8.2 km) trail. Dress appropriately and bring your hiking essentials. While hiking, keep in mind that there are also private properties in the area so be respectful and just follow the marked trail.
Carriage Trail at Pine Hill Park
Address: 2 Oak St Ext, Rutland, VT 05701, United States
Website: Pine Hill Park
Opening hours: 9am - 5pm (daily)
2. Enjoy fun and interactive activities at Wonderfeet Kid's Museum
If you are visiting Rutland with the whole family, visiting Wonderfeet Kid’s Museum will be a wonderful experience for kids. Rutland wants children as young as one year old to play here and at the same time, learn more about the state’s culture. Children get to socialize with others while having fun in the exhibits, play areas, and classes.
Wonderfeet Kid's Museum
Address: 11 Center St, Rutland, VT 05701, United States
Website: Wonderfeet Kid’s Museum
Opening hours: Fri - Sat: 10am - 2pm; Sun: 12pm - 4pm (closed from Mon - Thu)
Price: 5 USD
3. Catch a live show at Paramount Theatre
Previously called The Playhouse Theatre of Rutland and considered to be one of the finest theaters in America back in the days, be prepared for awe when you visit Paramount Theater. Since its restoration in 2000, this theater has been the classic venue for performing arts and various events. You may check their schedule and purchase tickets online before your visit.
Paramount Theatre
Address: 30 Center St, Rutland, VT 05701, United States
Website: Paramount Theatre
You might be interested in these Airbnbs!
4. Show off your bowling skills at Rutland Bowlerama
Bonding is great, especially when visiting a new place. While you’re in this city, head over to Rutland Bowlerama with your family or a group of friends. This place is equipped with modern technology that will make your bowling experience even better. It has 32 bowling lanes with automatic scoring and a bumper system. After bowling, you may want to play pool, darts or even video games. You can eat and have some drinks while taking a break in between games.
Rutland Bowlerama
Address: 158 S Main St #2, Rutland, VT 05701, United States
Website: Rutland Bowlerama
Opening hours: Mon - Fri: 9am - 11pm; Sat: 10am - 11pm; Sun: 11am - 10pm
5. Admire the art masterpieces at Chaffee Art Center
Rutland has a big love and support for its people—and Chaffee Art Center is one proof. The art center is nestled in a Queen Anne mansion that was built by a businessman in Rutland named George Thrall Chaffee. Here, you can see art exhibits that feature a collection of artworks created by local artists. Aside from the gallery, you may also want to take art classes if you want to develop your artistic skills.
Chaffee Art Center
Address: 16 S Main St, Rutland, VT 05701, United States
Website: Chaffee Art Center
6. Find your way out through the maze at Hathaway Farm and Corn Maze
This farm has been passed on from one generation to another since 1942. Today, it serves as a livestock farm and a maple syrup production area. The highlight of this site is its corn maze, a 13 ac-plantation (5.3 ha) that is a perfect place for a very unique vacation experience. If you are coming with the young ones and elderly, there is a mini-maze designed for them. For your own safety, make sure you follow the rules set in place.
Hathaway Farm and Corn Maze
Address: 741 Prospect Hill Rd, Rutland, VT 05701, United States
Website: Hathaway Farm and Corn Maze
Opening hours: Sun - Fri: 10am - 5pm; Sat: 10am - 9pm (closed on Tue)
7. Create your own sandwich at The Yellow Deli
The Yellow Deli is a restaurant that houses a hostel on its second floor. Located near the common hiking sites such as Appalachian Trail and Long Trail, you may consider staying at this place if you are planning to go hiking. This restaurant serves good food prepared with organic ingredients. Famous for their create-your-own sandwiches, you have the options to choose from their list of meats, bread, and cheese.
The Yellow Deli
Address: 23 Center St, Rutland, VT 05701, United States
Website: The Yellow Deli
Opening hours: Mon - Thu: 9am - 8pm; Fri: 9am - 3pm; Sun: 12pm - 9pm (closed on Sat)
8. Taste a variety of beers at Rutland Beer Works
An ice-cold beer is nice to have but being able to choose from an array of freshly brewed beers is the real deal. If you are at least 21 years old, you can go to Rutland Beer Works and have a taste of a variety of beers there. If you like their beers and would like to have another round, you can head over to Hop’n Moose Pub. Along with beers, they also serve pizza, sandwiches, and burgers. Drink moderately!
Rutland Beer Works
Address: 41 Center St, Rutland, VT 05701, United States
Website: Rutland Beer Works
Opening hours: Tue: 4pm - 10pm; Wed: 4pm - 10am; Thu: 4pm - 10pm; Fri - Sat: 12pm - 11pm; Sun: 12pm - 9am (closed on Mon)
9. Go snowshoeing along Redfield Trail at Pine Hill Park
If you want a more nature-centric vacation, you can go to Redfield Trail at Pine Hill Park for a mountain bike ride. During winter, this trail turns into ski heaven so get your gears ready and play in the slope. The area is privately owned so make sure to behave well even when you are having too much fun.
Redfield Trail at Pine Hill Park
Address: 2 Oak St Ext, Rutland, VT 05701, United States
Website: Pine Hill Park
Opening hours: 9am - 5pm (daily)
10. Browse awesome artworks at Norman Rockwell Museum of Vermont
Another attraction for art lovers is Norman Rockwell Museum in Rutland, Vermont. Dedicated to honoring the works of the famous painter and illustrator Norman Rockwell, this museum displays more than 2,500 items related to the artist’s themes such as race and social justice. While inside, you get to see magazine covers, paintings, and a lot of his published works during his career from 1911-1978. This place is perfect for you if you like vintage arts and aesthetics.
Norman Rockwell Museum of Vermont
Address: 654 US-4, Rutland, VT 05701, United States
Opening hours: 9am - 4pm (daily)
Meet new people in Rutland
Rutland’s culture is well preserved and everybody in this city is expected to be respectful of one another. When you visit this place, you will surely have fun whether traveling solo or with a group. This city holds regular events that visitors participate in so be ready to meet a lot of new people. Have a worry-free journey while trying the 10 best things to do in Rutland, Vermont.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to