Chester, Vermont, is a charming little town known for its beautiful scenery and friendly atmosphere. Whether you’re a local or just visiting, there are plenty of fun activities to enjoy. From hiking scenic trails to checking out unique shops, Chester has something for everyone. This quaint town is a fantastic place to make special memories and enjoy the great outdoors.
In this guide, we will be looking at some of the best things to do in Chester, VT. You can find exciting spots for families, tasty restaurants to try, and peaceful places to relax. Let’s get started on how to make the most of your time in this lovely town!
Things to Do in Chester VT
1. Visit the Stone House Antique Center
The Stone House Antique Center is a treasure trove for antique lovers. As the largest antique shop in Southern Vermont, it features over 95 unique dealers. Each stall is filled with interesting finds, from vintage furniture to quirky collectibles.
Walking through the center, you’ll discover pieces that tell stories of the past. Spend time exploring the expansive collection. You might find the perfect addition to your home or a gift for someone special.
The staff is friendly and knowledgeable. They are happy to share insights about the items on display. Whether you are a seasoned collector or just browsing, you will feel welcomed.
Plan your visit during special events for greater excitement. Often, they host themed sales or local artisan showcases. It’s a great way to engage with the community.
A visit to the Stone House Antique Center is more than shopping; it’s an experience. You’ll leave with memories and possibly a unique piece of history to cherish.
Address: 498 VT-103, Chester, VT 05143.
2. Ride the Green Mountain Flyer
Hop aboard the Green Mountain Flyer for an unforgettable journey. This scenic train ride takes you through the breathtaking landscapes of the Green Mountains. It’s perfect for family outings or a romantic adventure.
The journey features stunning views of lush forests, serene rivers, and beautiful mountains. You’ll have plenty of opportunities to take pictures and enjoy the fresh air. Trains are equipped with comfortable seating, ensuring a cozy ride.
Kids and adults alike will marvel at the sights along the way. Friendly staff provides fun facts about the areas you pass through, enriching your experience. It’s a learning journey everyone can appreciate.
Consider the seasonal rides, especially during fall when the leaves change colors. This creates a spectacular visual treat as the train winds through vivid landscapes.
Riding the Green Mountain Flyer is not just about the destination; it’s about enjoying the journey. Create lasting memories aboard this charming train ride.
Address: 72 Depot Street, Chester, VT 05143.
3. Hike the Lost Mine Trail
Discover the beauty of Vermont by tackling the Lost Mine Trail. This moderate 8-mile round-trip hike offers breathtaking views and unique rock formations. It’s a perfect adventure for both seasoned hikers and families.
The trail takes you through diverse terrains, allowing you to experience nature up close. You’ll encounter towering trees, flowing streams, and captivating wildlife. Keep your eyes peeled for local birds and deer along the way.
Don’t rush; take time to enjoy the stunning vistas. At the top, you’ll be rewarded with panoramic views of the surrounding mountains. It’s the perfect spot for photos and to soak in the beauty of nature.
Make sure to wear comfortable hiking shoes and carry enough water. An early morning start will help you avoid crowds, allowing for a more peaceful experience.
Hiking the Lost Mine Trail is a fantastic way to connect with nature and enjoy the fresh air. It’s an adventure you won’t soon forget!
Address: Lost Mine Trailhead, Chester, VT 05143.
4. Shop at DaVallia Art & Interiors
DaVallia Art & Interiors is a must-visit for art lovers and home decorators. Set in a historic building, this shop offers handcrafted furniture, unique art pieces, and charming garden decor. You’ll find items that reflect the spirit of Vermont.
The atmosphere is warm and inviting, encouraging you to wander and explore. Each piece in the store tells a story, showcasing the artistry and craftsmanship of local artisans. Get inspired while browsing through their beautiful selection.
From modern designs to rustic finds, there’s something for every taste. The knowledgeable staff is ready to help you find the perfect item for your home or gift for a loved one.
Plan your visit to attend special events or workshops. These experiences often feature local creators sharing their talents, making your visit even more special.
Shopping at DaVallia is more than just buying; it’s about finding a piece of Vermont to take home with you.
Address: 12 Chester Street, Chester, VT 05143.
5. Explore Fischer Arts
Fischer Arts invites you to enjoy nature-inspired artwork and antique prints. This charming local gallery showcases the talent of regional artists. Each piece reflects the beauty of Vermont’s landscapes and wildlife.
As you walk through Fischer Arts, you can appreciate the dedication and creativity of local artisans. The gallery features a diverse collection, from paintings to pottery. It’s a great place to discover new favorites!
The atmosphere is serene and welcoming, allowing you to take your time. Chat with the artists about their work and inspiration; they often enjoy sharing their stories. This adds a personal touch to your visit.
Whether you’re an art enthusiast or a casual visitor, you’re bound to find something that catches your eye. Be sure to check out their special exhibitions that occur throughout the year.
Exploring Fischer Arts is a delightful way to appreciate local art and support the community.
Address: 12 Main St, Chester, VT 05143.
6. Play at Tater Hill Golf Course
Tater Hill Golf Course is a gem for golf enthusiasts visiting Chester. Nestled in the Green Mountains, this 18-hole course offers stunning views and a challenging layout. It’s perfect for players of all skill levels.
The course is well-maintained and features beautiful scenery. As you play, you’ll enjoy views of rolling hills and lush greenery. It’s not just a game; it’s an experience amidst nature’s beauty.
Whether you’re a seasoned golfer or just starting, you can enjoy a round. Friendly staff members are available to assist with rentals and give tips on the course. They strive to make your visit enjoyable.
After your game, relax with a meal at the on-site restaurant. They serve delicious food and refreshing drinks, making it a great way to unwind post-round.
Tater Hill Golf Course combines relaxation and challenge, making it a highlight of your time in Chester.
Address: 735 Tater Hill Rd, Chester, VT 05143.
7. Discover the Whiting Library
The Whiting Library is a charming destination for book lovers. This historic building features beautiful oak-paneled interiors and a warm atmosphere. It’s a great spot to immerse yourself in a good book.
The library offers a delightful collection of books, magazines, and local history resources. Whether you’re seeking fiction or non-fiction, there’s something for everyone. You’ll find a cozy reading nook just waiting for you!
In addition to books, the library hosts community events and programs. Check their schedule for activities, such as book clubs or author events. It’s a fantastic way to connect with locals.
The staff is friendly and eager to help you find what you need. Don’t hesitate to ask for recommendations; they love to share their favorites.
A visit to Whiting Library is a peaceful retreat for anyone looking to enjoy literature in a serene setting.
Address: 117 Main St, Chester, VT 05143.
8. Check out Sage Jewelry and Gifts
Sage Jewelry and Gifts offers a wonderful selection of unique handcrafted items. It’s a charming shop located near the town green, perfect for finding special treasures. You’ll discover beautiful jewelry, fair-trade gifts, and local artisan pieces.
The atmosphere is inviting and friendly, making it a joy to browse the shop. Each item is carefully selected, and many pieces reflect the spirit of Vermont. It’s the perfect place to find that unique gift for someone special.
The staff is knowledgeable and can help you find that perfect piece. They love to share the stories behind crafted items, connecting you with the creators.
Sage Jewelry and Gifts often features local events, such as showcases or craft fairs. Check their calendar to see what’s happening during your visit.
Shopping here is about more than just purchases; it’s about supporting local artists and finding something meaningful.
Address: 12 Main St, Chester, VT 05143.
9. Browse at Blair Books
Blair Books is a delightful independent bookstore in Chester. It’s an ideal place to spend a cozy afternoon among shelves filled with books. You’ll find everything from bestsellers to local authors, providing a diverse reading selection.
The shop has a warm and inviting atmosphere, perfect for leisurely browsing. Often, the owner shares great recommendations and organizes book signings with local authors, making each visit unique.
Don’t forget to check out their special sections, which include rare and antique books. You might stumble upon a hidden gem that’s perfect for your collection.
Blair Books also hosts a variety of community events. From reading groups to writing workshops, there are many opportunities to connect with fellow book lovers.
Visiting Blair Books is not just about shopping. It’s an experience that celebrates literature and local culture.
Address: 2 The Common, Chester, VT 05143.
10. Visit Chester Bookworm
Chester Bookworm is a charming bookstore that beckons book lovers with its cozy ambiance. Nestled in a quaint location, it features a wide selection of books across different genres. The friendly staff is always ready to assist you in finding your next great read.
The inviting layout encourages browsing. You’ll find comfortable seating areas perfect for getting lost in a new book. There’s a lovely selection of children’s books too, making it family-friendly.
Chester Bookworm hosts various events, including author readings and book clubs. These gatherings create a sense of community and give you a chance to engage with other readers.
They also offer unique gift ideas, including book-themed items and local crafts. You may find the perfect present for a fellow book lover.
Visiting Chester Bookworm is an enriching experience, perfect for anyone looking to dive into a good story.
Address: 576 VT-103, Chester, VT 05143.
11. Enjoy artisan products at Meditrina Wine & Cheese
At Meditrina Wine & Cheese, you can indulge in a delightful selection of artisan products. The shop features exquisite wines and gourmet cheeses made from local ingredients. It’s a great spot to sample and purchase unique flavors.
The warm and inviting atmosphere makes it an enjoyable experience for everyone. Whether you are a food enthusiast or just exploring, there’s something delicious awaiting you.
Knowledgeable staff members are ready to guide you through pairings and recommendations. With their expertise, you can find the perfect wine to complement your meal or occasion.
Don’t forget to check out their seasonal offerings and events. Often, they host tastings where you can try new products and learn from experts.
Visiting Meditrina Wine & Cheese is a fantastic way to treat your taste buds and discover local flavors in Chester.
Address: 18 Chester St, Chester, VT 05143.
12. Relax at The Vermont Tea House
The Vermont Tea House is a serene spot to unwind and enjoy a fantastic cup of tea. With an extensive menu of different brews, it caters to all taste preferences. Whether you enjoy black tea, herbal blends, or specialty infusions, you’ll find something perfect for your palate.
The cozy setting is perfect for relaxing, whether by yourself or with friends. Sip your tea while enjoying conversation or simply taking in the peaceful ambiance. It’s a delightful escape from daily life.
They often host tea-tasting events and educational workshops. You can learn about different tea types and brewing techniques, making your visit more enriching.
Light snacks and pastries are available, creating the perfect tea-and-treat combination. Indulging in these delights alongside your tea is a must.
For tea lovers or anyone seeking tranquility, The Vermont Tea House is a lovely destination.
Address: 56 Main St, Chester, VT 05143.
13. Grab a bite at Southern Pie Cafe
Southern Pie Cafe is a charming eatery famous for its delicious homemade pies and comfort food. The inviting atmosphere welcomes you as soon as you step inside. You’ll feel right at home as you explore their mouthwatering menu offerings.
Indulge in a slice of their famous pie – each one made fresh daily! Whether you prefer fruit pies, cream pies, or traditional southern favorites, there’s something guaranteed to satisfy your sweet tooth.
In addition to desserts, their menu features hearty meals, sandwiches, and salads. Quality ingredients and homemade style make every dish enjoyable. Make sure to try their daily specials; they are always worth it!
The friendly staff is eager to serve and share recommendations, making your dining experience even better. They are known for their hospitable service.
Southern Pie Cafe offers a delightful blend of tasty food and welcoming ambiance, making it a must-visit in Chester.
Address: 16 Main St, Chester, VT 05143.
14. Taste artisanal cheese at Grafton Village Cheese
Grafton Village Cheese is a short drive from Chester and well worth the visit. This renowned cheesemaker produces award-winning cheeses that reflect the best of Vermont’s dairy. You can enjoy tastings and shop for your favorites right on-site.
The charming setting allows you to learn about their artisanal cheese-making processes. Knowledgeable staff members are eager to share insights into each cheese’s flavor profile and pairing suggestions.
Don’t miss the opportunity to sample their famous cheddar, which has won numerous awards. The rich, creamy taste showcases the quality of local milk and craftsmanship.
The experience is not just about cheese; it’s about the stories behind its creation and the dedication to quality. The facility is welcoming, featuring beautiful displays of their cheeses.
Visiting Grafton Village Cheese is a treat for all cheese lovers. You’ll leave with mouthwatering souvenirs and newfound knowledge about gourmet cheeses.
Address: 1225 Grafton Rd, Grafton, VT 05146.
15. Sip craft beer at Long Trail Brewery
Long Trail Brewery is a must-visit for craft beer enthusiasts. Located about 30 minutes from Chester, this popular brewery offers a selection of flavorful beers made from high-quality ingredients. You can tour the facilities and learn about their brewing process.
The brewery’s lively atmosphere enhances your experience. Enjoy tasting different brews in their spacious tasting room. They often offer limited-time seasonal releases too, giving you a chance to try something unique!
Pair your drinks with tasty snacks from their menu. They serve delicious small plates, making it perfect for sharing while enjoying your beer. Consider sitting on the patio for a scenic view of the surrounding landscape.
Long Trail Brewery also hosts events throughout the year, including music and food festivals. Check their calendar to see what’s happening during your visit.
Whether you’re a casual drinker or a beer aficionado, a visit to Long Trail Brewery is sure to be memorable!
Address: 5520 US-4, Bridgewater Corners, VT 05035.
16. Engage in horseback riding
Horseback riding in Chester is a fantastic way to explore the stunning Vermont landscape. Local stables offer guided horseback riding adventures suitable for all skill levels. Whether you are a beginner or an experienced rider, there’s a horse waiting for you!
Riding through scenic trails, you’ll experience the beauty of nature firsthand. Many routes offer breathtaking views of the mountains and the lush countryside. It’s a peaceful way to connect with nature.
Guides are knowledgeable and provide insights into the area’s history and wildlife. They ensure a safe experience while teaching you a bit about riding. This perfect blend of learning and enjoyment makes every ride special.
Consider booking a trail ride during the fall for vibrant foliage views. The changing leaves make for a stunning backdrop on your adventure.
Horseback riding in Chester offers a unique way to explore while enjoying quality time outdoors. Don’t miss this opportunity to create unforgettable memories.
Address: 34 Prospect Hill Rd, Chester, VT 05143.
17. Visit local state parks
Exploring local state parks is a wonderful way to enjoy the great outdoors in Chester. Parks like the nearby Williams River State Park offer beautiful hiking trails and picnic areas. It’s a perfect place for family outings or peaceful retreats.
Each park showcases the natural beauty of Vermont. You’ll find stunning landscapes, flowing rivers, and opportunities for wildlife watching. Bring your camera to capture the beautiful scenery!
Hiking trails vary in difficulty, catering to all skill levels. Whether you’re looking for a leisurely stroll or a challenging hike, you will find it here. Take your time and appreciate the tranquility of nature.
Parks are also great for outdoor activities like fishing, kayaking, or biking. Pack a picnic to enjoy while soaking in the beauty around you.
Visiting local state parks is a fantastic way to connect with nature. It’s perfect for adventurers and families looking to spend quality time outdoors.
Address: 1000-1028 Williams Hill Rd, Chester, VT 05143.
18. Attend a seasonal event at Fullerton Inn
The Fullerton Inn is a charming venue hosting seasonal events throughout the year! From wine-pairing dinners to local craft fairs, there’s always something happening to engage the community. Check their calendar for upcoming events you’ll want to attend.
Dining here is a treat, with a menu featuring local ingredients and unique dishes. You can enjoy a meal while mingling with fellow attendees. The atmosphere is warm and inviting, making it a delightful dining experience.
Seasonal events often highlight local artisans and their crafts. Discover handmade goods from gems of the community while supporting local talent. These gatherings create connections and foster local creativity.
Don’t miss themed events that celebrate the local culture, especially during holidays. They provide unique experiences, including tasting menus that capture the essence of the seasons.
Attending an event at Fullerton Inn is about more than food and festivities; it’s an opportunity to immerse yourself in the community and make lasting memories.
Address: 49 Main St, Chester, VT 05143.
19. Explore Chester’s historic Stone Village
Chester’s historic Stone Village is a must-see for history buffs and architecture lovers. This picturesque area is known for its well-preserved stone buildings dating back to the 1800s. Walking through the village feels like stepping back in time!
The unique stone architecture tells a fascinating story of the town’s history. Take a guided or self-guided tour to learn more about the significance of each building. The rich history adds depth to your visit and enhances the experience.
As you stroll through the village, you’ll find charming shops and local eateries. They provide perfect spots to take a break and enjoy some refreshments while soaking in the atmosphere.
Photographers will appreciate the scenic views and beautifully crafted stone structures. Each angle provides a new perspective of this historical gem.
Exploring Chester’s historic Stone Village is not just a walk; it’s an enriching experience filled with history and charm. Don’t forget to bring your camera!
Address: 103 Main St, Chester, VT 05143.
20. Enjoy a scenic drive around the area
Embarking on a scenic drive around Chester is a delightful way to soak up the gorgeous Vermont landscapes. The winding roads take you through lush forests, rolling hills, and charming villages. Each turn offers stunning views that create a perfect backdrop for a relaxing journey.
During fall, the drive transforms into a colorful paradise. Rich hues of red, orange, and yellow fill the landscape, making it a popular time for photography enthusiasts. Bring your camera to capture the breathtaking sights!
There are many stopping points along the way. Head to local farms for fresh produce or artisan goods. Consider packing a picnic to enjoy at one of the scenic overlooks.
The drive is particularly enchanting in winter, with snow-covered trees creating a magical atmosphere. It’s a peaceful escape and a great way to enjoy the outdoors.
A scenic drive around Chester is a wonderful way to connect with nature and appreciate the beauty of Vermont. Don’t miss this opportunity to experience its charm!
Address: Various routes through Chester, VT 05143.
21. Participate in local art exhibits
Chester offers a vibrant art scene, and participating in local art exhibits is a fantastic way to engage with the community. Throughout the year, various events showcase the talents of local artists. Galleries and public spaces often display their work, creating a feast for the eyes!
Visitors can stroll through exhibits featuring paintings, sculptures, and crafts. Each piece tells a story and reflects the unique spirit of Vermont. Many events encourage interaction, so don’t hesitate to ask artists about their work.
In addition to viewing art, look for workshops and classes. Many local artists offer sessions where you can learn new techniques. It’s a great opportunity to explore your creativity while connecting with others.
Participating in local art exhibits fosters a sense of community. You’ll meet artists, enjoy the works, and even find something special to take home.
Engaging in Chester’s art scene is a delightful way to support local talent and enrich your visit. It’s a celebration of creativity that should not be missed!
Address: Various locations in Chester, VT 05143.
22. Go fishing at nearby lakes and streams
Fishing enthusiasts will find paradise in Chester with its nearby lakes and streams. The region is known for excellent fishing opportunities, whether you prefer tranquil lakes or flowing rivers. Cast your line and enjoy the serenity of Vermont’s natural surroundings.
Local streams are brimming with trout, making them popular spots for anglers. Be sure to check fishing regulations and obtain the necessary permits to ensure a hassle-free experience.
Pack your gear, find a peaceful spot, and unwind. The calming sounds of nature create a perfect atmosphere for fishing, connecting you with the environment. You may even spot local wildlife while you wait for your catch!
Consider planning a family fishing trip. It’s a fantastic way to bond and create lasting memories together. Kids particularly enjoy the thrill of catching their first fish.
Fishing in Chester is a wonderful outdoor activity that brings relaxation and adventure. Reconnect with nature and enjoy the thrill of the catch!
Address: Various lakes and streams around Chester, VT 05143.
23. Take a walk on Chester’s Common
Chester’s Common is a delightful gathering place that invites you to enjoy a leisurely stroll. The common area is beautifully maintained, offering a lovely atmosphere for walking, picnicking, or simply relaxing. It’s an ideal spot to soak up the local community vibe.
As you walk, you’ll appreciate the picturesque landscaping and charming features. The surrounding historic buildings add to the overall charm. Take your time to explore the unique shops and eateries nearby for a complete experience!
Chester’s Common often hosts community events, so be sure to check the schedule. Farmer’s markets, seasonal festivals, and outdoor concerts create a lively ambiance that brings the community together.
Bring your family or friends for a casual outing. There are benches available where you can sit and watch the world go by, enjoying the friendly atmosphere.
A visit to Chester’s Common is a simple pleasure that reflects the warmth of the town and its people. It’s a perfect way to connect with the local spirit!
Address: Chester Common, Chester, VT 05143.
24. Discover local artisans and craftspeople
Chester is home to a thriving community of artisans and craftspeople. Explore the local art scene by visiting workshops and studios to see artisans at work. Many open their doors to the public, inviting you to observe and learn about their craft.
From pottery to woodworking, you’ll find a diverse range of handmade goods that showcase local talent. Stop by during craft fairs or markets to see many artisans presenting their work. It’s perfect for finding unique souvenirs or gifts!
Consider joining a workshop to create your own piece of art. Many artists offer classes where you can learn skills and techniques. It’s a fun way to immerse yourself in the creative process.
Engaging with local artisans enriches your experience in Chester. You’ll not only gain an appreciation for their craft but also connect with the community.
Supporting local artists is essential for sustaining the vibrant culture in Chester. You’ll leave with memorable experiences and possibly a unique piece of art!
Address: Various studios in Chester, VT 05143.
25. Explore the Chester Village Historic District
Immerse yourself in the rich history of Chester by exploring the Village Historic District. This area is known for its beautifully preserved historic buildings that reflect the architectural styles of the past. Walking through the district feels like stepping back in time!
Consider taking a guided tour to gain insights into the town’s history and significant landmarks. Knowledgeable guides share fascinating stories about the buildings and their former residents, highlighting Chester’s unique heritage.
The district is also home to quaint shops, galleries, and eateries, allowing you to combine history with local culture. Take a break and enjoy a coffee or snack at one of the charming cafes.
Don’t miss the chance to appreciate the craftsmanship of historic structures. Their details and charm create stunning backdrops for photography enthusiasts.
Exploring the Chester Village Historic District is a wonderful way to connect with the town’s roots while enjoying modern amenities. It’s a delightful experience for history lovers and casual visitors alike!
Address: Chester Village Historical District, Chester, VT 05143.
Final Thoughts
Chester, Vermont, is a delightful destination that offers a rich blend of history, culture, and natural beauty. From exploring unique shops and local art to enjoying the breathtaking outdoor scenery, there’s something for everyone. Activities like hiking, fishing, and visiting charming eateries provide ample opportunities for relaxation and adventure.
As you leave, the memories of its quaint streets, vibrant community, and picturesque landscapes will linger in your mind. Chester has a way of drawing visitors back to experience its natural charm and warm hospitality once more. While you’re in the area, consider checking out more places to visit in Vermont or planning your next weekend getaway in New England.