Beautiful mountain views and small town feels are a couple of reasons to fall in love with The Green Mountain State, but the celebrations will really have you hooked. There is always a reason to smile when you attend any of these fun Southern Vermont events. They are perfect for families, couples, and friends alike. After discovering 10 of our favorite celebrations, download our free Southern Vermont Vacation Guide to find more recommendations on festivals, entertainment, and things to do in the area. Our guide has everything that you need to plan the perfect getaway!

10 of the Best Events in Southern Vermont

1. The Bennington Farmers Market | Year-Round

The Bennington Farmers Market provides guests with fresh and local produce throughout the entire year. You can expect local farms, baked goods, specialty and prepared foods, and even arts and crafts. Some of our favorite things to pick up at the market are fresh berries in the summer, raw honey, pasture-raised eggs, and homemade jams. The market is at 150 Depot Street and is open on Saturdays from 10:00 a.m. to 1:00 p.m.

2. Vermont Maple Open House Weekend | March

Vermont Maple Open House Weekend takes place at the end of March. It is during this weekend that many of the sugar houses open their doors to visitors. This sweet weekend event celebrates the first crop of the season and is a great time to get a taste of pure, Vermont maple syrup. Some popular treats to enjoy during this celebration include maple cocktails, syrup on snow cones, and even maple fennel sausage pizza. Yum!

3. Manchester Music Festival | July & August

Manchester Music Festival attracts hundreds of visitors from every corner of The Green Mountain State each year. Whether you are a lover of timeless chamber music or beautiful and classic symphony orchestras, you will find them all here. This one-of-a-kind music festival takes place in the heart of Manchester at 4858 Main Street.

4. Peru Fair | September

Peru Fair is one of the most anticipated events of the fall season in Vermont. This beloved, fall fair has something fun for everyone. A fabulous barbecue roast, live music, art exhibits, and a fantastic autumn parade are a few things that visitors can enjoy. The fair takes place at the end of September each year in Peru, Vermont, only a few minutes outside of Manchester.

5. Bennington Oktoberfest | October

Bennington Oktoberfest always draws a crowd. Here, you will find savory Bavarian food, Oktoberfest beer made by Vermont’s local breweries, family activities, arts and craft vendors, and much more. It is one of the largest fundraising events in the area. Supporting your local community has never tasted so good!

More Southern Vermont Events to Enjoy Throughout the Year

6. Holiday Inn Tours | December

7. Mayfest Arts & Crafts Festival | May

8. Vermont Summer Festival | July

9. Bennington Arts Weekend | August

10. The Cheese Tour | September


If you are planning a trip to one of these fun Southern Vermont events, take advantage of everything else that the region offers. Our
seasonal packages and specials are the perfect way to do it. We look forward to hosting you at The Arlington Inn!