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Chester, VT Community Guide

Chester is a charming town that exudes Vermont's quintessential charm. Known for its historic downtown, beautiful stone village, and thriving arts scene, Chester offers an unparalleled blend of tranquility, cultural richness, and natural beauty. Notable landmarks include the Chester Depot, one of the oldest railroad stations in Vermont, and the Stone Village, a row of unique stone houses built in the 1830s.

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Dining & Shopping in Chester, VT

Chester provides a delightful array of dining and shopping experiences. The Country Girl Diner, housed in a classic Silk City Diner car, serves up hearty meals that will take you back in time, while MacLaomainn’s Scottish Pub provides classic Scottish dishes and spirits. Or enjoy burritos and tacos at Maria’s Mexican Food and stone-baked, thin-crust pizzas at The Pizza Stone VT. And don’t forget to stop by Heritage Deli and Bakery for some sweet pastries or a custom sandwich! 

Shopping in Chester is equally rewarding, with a variety of boutique shops and antique stores to explore. The Stone House Antique Center, Vermont Picker Antiques, and Smokeshire Design are among the many places to find unique items and support local businesses.

Things To Do in Chester, VT

Chester has something for everyone whether you're an outdoor enthusiast or a culture buff. Enjoy time outside at the Pinnacle, the local park, with a pool, skatepark, playground, tennis courts, and a disc golf course. In the winter, Chester becomes a snow lover's paradise, with many nearby ski resorts and easy access for snowmobiling, with the VAST trails running right through town.

Chester's vibrant arts scene is another major draw. The town has multiple art galleries as well as the Community Art Garden, which is a community art studio and school that provides a space for artists of all ages to come together for camps, classes, and events. 

Special Events in Chester, VT

Chester is a town that knows how to celebrate. From the annual Winter Carnival, complete with ice skating, snowmobile rides, sleigh rides, and more, to the Summer Music Series at the Academy Building lawn, there's always something happening in Chester. These events provide a fantastic opportunity to immerse yourself in the local culture, meet friendly residents, and experience the unique spirit of this charming Vermont town.

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Thinking about calling Chester home? Contact Vermont Properties for expert advice and assistance in finding the perfect property. View the current listings in Chester, VT and create an account to save your favorite properties. We look forward to helping you make Chester your new home.