Things to Do in Roxbury Connecticut

Explore the Historic Town Center

Walking through the heart of Roxbury, Connecticut, is like stepping back in time.

The quaint town center is dotted with historical buildings that date back to the 18th and 19th centuries, offering a glimpse into the area’s rich history.

You might want to start your journey at the Roxbury Congregational Church, which is a picturesque example of 19th-century architecture.

Its iconic white facade and towering steeple are simply charming and make for great photo opportunities.

The Hodge Memorial Library and Museum is another must-visit spot in the town center.

Opened in the early 20th century, the library holds a treasure trove of local history artifacts and hosts various community events year-round.

If you have a passion for history, this is an ideal place to spend a quiet afternoon learning about the past of Roxbury.

Everyone talks about how friendly the staff is and how willing they are to answer questions.

Hike the Mine Hill Preserve

Nature enthusiasts will find the Mine Hill Preserve a paradise for hiking and outdoor activities.

This 360-acre park is well-known for its scenic trails that weave through lush forests and fascinating rock formations.

The Quarry Trail is quite popular, offering a moderate hike with rewarding views of the historic iron ore quarry.

In addition to hiking, the preserve allows for birdwatching, picnicking, and even photography.

Most people visiting Mine Hill Preserve rave about its well-maintained trails and the historical markers that tell the story of Roxbury’s mining past.

If you’re looking for more hiking adventures, why not explore some of the amazing trails nearby.

Enjoy the Arts at Roxbury Land Trust

The Roxbury Land Trust is not just a protected natural area, but also a hub for local art and culture.

It manages over 3,700 acres of land, ensuring that Roxbury’s natural beauty is preserved for future generations.

Throughout the year, the Roxbury Land Trust organizes art exhibits, workshops, and events that highlight local talent.

You can often find outdoor sculpture installations along the trails, blending art seamlessly with nature.

Visitors often appreciate the peaceful atmosphere of the trust’s properties, which provide a quiet retreat from the hustle and bustle of daily life.

It’s said that frequent visitors recommend attending their seasonal events for unique local experiences.

Visit the Minor Memorial Library

The Minor Memorial Library is a valuable resource for both locals and visitors alike.

Beyond its vast collection of books and digital media, the library plays host to a variety of programs and workshops.

From book clubs and author talks to crafting sessions and tech tutorials, there’s something for everyone here.

The space is particularly well-loved for its cozy reading nooks and friendly staff.

If you’re visiting Roxbury with kids, check out their storytime sessions and educational activities designed for younger audiences.

People often say that the Minor Memorial Library is a cornerstone of the Roxbury community, providing a welcoming space for people of all ages.

For more bookish getaways, you can discover the leading yoga retreats around which often feature well-stocked libraries and reading corners.

Wine Tasting at Hopkins Vineyard

For those who enjoy a fine glass of wine, a visit to Hopkins Vineyard is a must.

Located on the beautiful shoreline of Lake Waramaug, this family-owned vineyard offers wine tastings, tours, and special events.

The vineyard produces a variety of red, white, and sparkling wines, with something to suit every palate.

Consider trying their signature wines, such as the Estate Bottled Cabernet Sauvignon or the Barrel Fermented Chardonnay.

The scenic views and relaxing atmosphere make it a perfect destination for a romantic outing or a casual afternoon with friends.

Many guests rave about the informative and engaging staff, who provide insights into the winemaking process.

They also frequently receive praise for their well-organized events and pristine location.

If you relish discovering local flavors, Hopkins Vineyard is a must-visit spot.

Relax at the Shepaug Dam and Eagle Observatory

If you’re into wildlife, the Shepaug Dam and Eagle Observatory is an extraordinary place to visit.

During the winter months, this spot offers some of the best eagle-watching in the area.

The Shepaug Dam’s release of water into the Housatonic River keeps the water from freezing, providing an excellent feeding ground for eagles.

Visitors can observe these majestic birds from a safe distance, using the binoculars and scopes provided at the observatory.

Spring and summer bring opportunities for fishing and picnicking along the riverbank.

The site’s serene environment makes it a favorite among nature lovers seeking a peaceful retreat.

It’s often mentioned that early mornings provide the best chances for eagle sightings.

Those who’ve visited recommend bringing a camera for some stunning wildlife photography.

Unique Local Shopping at Priscillas Place

If you love shopping for unique local crafts, Priscillas Place is a gem you can’t miss.

This charming shop features a variety of handcrafted items, including pottery, jewelry, and home decor.

Many of the products are made by local artisans, making it a wonderful place to find special gifts and souvenirs.

The shop is known for its friendly atmosphere and high-quality merchandise.

People often talk about how the staff is very helpful and knowledgeable about the items they sell.

If you’re looking to support local artists and pick up something one-of-a-kind, Priscillas Place is the spot to go.

It’s a delightful experience and a great way to remember your trip to Roxbury.

Dine at Our Farm Table

If you’re looking for a memorable dining experience, Our Farm Table is a must-visit.

This farm-to-table restaurant emphasizes locally sourced ingredients and sustainable practices.

The menu changes seasonally to highlight the freshest produce and meats, ensuring a unique dining experience every time you visit.

Dishes like their succulent roasted chicken and seasonal vegetable risotto frequently receive rave reviews.

The relaxed, rustic atmosphere adds to the charm, making it perfect for a cozy dinner date or a casual meal with family.

Many visitors recommend trying their brunch offerings, which include a variety of delectable options like homemade pastries and artisanal cheeses.

It’s said that you should make a reservation in advance, especially on weekends, as the place can get quite busy.

For more dining inspirations, explore our guide on exceptional brunch spots.

Family Fun at Maple Bank Farm

If you’re visiting Roxbury with kids, Maple Bank Farm offers a delightful day out for the entire family.

This farm has been family-owned and operated for generations, providing fresh produce, flowers, and nursery plants to the community.

During the autumn months, the farm transforms into a pumpkin patch, and offers hayrides and corn mazes that kids absolutely love.

The farm stand is stocked with seasonal fruits, vegetables, and homemade jams and jellies.

They also have a variety of cut-your-own flowers, which makes for a fun and interactive activity with the little ones.

Maple Bank Farm frequently hosts events like harvest festivals and farm-to-table dinners, so keep an eye on their calendar to see what’s happening during your visit.

Visitors often mention the welcoming and friendly staff, and the high quality of the produce.

It’s said that the fresh apple cider in the fall is a must-try.

Experience Local Festivities

Roxbury hosts several local events and festivals throughout the year, which offer great opportunities to immerse yourself in the community.

The Roxbury Pickin n Fiddlin Contest is a unique event that brings together talented musicians from all around.

It’s an exciting day filled with live music, good food, and fun activities for all ages.

Another popular event is the annual Roxbury Memorial Day Parade, which features local bands, vintage cars, and a festive atmosphere.

The Roxbury Farmers Market is held weekly during the summer months, providing a great place to shop for fresh local produce, baked goods, and artisanal products.

Many people enjoy the sense of community these events foster and appreciate the opportunity to meet and support local vendors and artisans.

If you’re planning a visit, check the town’s event calendar to see what special events might be taking place during your stay.

Explore the Roxbury Land Trust Trails

If you are a lover of the great outdoors, you can’t go wrong with a visit to the Roxbury Land Trust.

With over 3,700 acres of preserved land, the trust offers numerous trails that weave through stunning landscapes and diverse ecosystems.

One of the most popular trails is the Lily Pond Trail, known for its serene water views and opportunities to spot local wildlife.

Trail indicators often provide information about the flora and fauna you might encounter, making it both an educational and enjoyable hike.

Another favorite is the River Road Preserve, which features a scenic trail along the Shepaug River and is especially picturesque during the fall foliage season.

Most visitors rave about the tranquility and natural beauty of these trails, and it’s common to hear that they are well-maintained and enjoyable for hikers of all skill levels.

Whether you’re a seasoned hiker looking for a challenging trek or a family in search of a leisurely walk, the Roxbury Land Trust has something for everyone.

Step Back in Time at the Roxbury Historical Society

Roxbury has a rich history, and one of the best places to delve into it is at the Roxbury Historical Society.

The society manages several historic sites and offers a variety of programs and events that bring the past to life.

A must-visit is the historic Mine Hill Quarry, where you can learn about the town’s mining history through guided tours and informative displays.

You might also want to explore the Minor Memorial Library’s archives, which hold a wealth of documents, photographs, and artifacts that tell the story of Roxbury’s development over the centuries.

Visitors often speak highly of the knowledgeable guides and the immersive experience provided by the historical society.

They host seasonal events and educational programs that are perfect for history buffs and curious minds alike.

For those who love to discover hidden gems in towns, you can also check out the unique and unexplored spots in nearby areas.

Outdoor Adventures at Roxbury Falls

Roxbury Falls is a lesser-known spot that offers a fantastic outdoor experience for nature lovers.

This beautiful waterfall is tucked away in a peaceful setting, surrounded by lush greenery and offering a great spot for picnicking and relaxation.

The falls are accessible via a short hike that winds through scenic woodland, making it a perfect half-day outing.

Many visitors enjoy the sense of discovery when they stumble upon this hidden gem, and it’s a popular spot for photography enthusiasts.

It’s said that early mornings are the best time to visit if you want to enjoy the tranquility and perhaps catch some lovely mist rising from the falls.

Planning a visit to Roxbury Falls can be the perfect way to unwind and enjoy the natural beauty of the area.

Attend a Workshop at Brookfield Craft Center

Just a short drive from Roxbury is the Brookfield Craft Center, a fantastic place for those interested in learning new skills and exploring their creative side.

The center offers a wide array of workshops and classes in various crafts, including pottery, glasswork, woodworking, and fiber arts.

It is a wonderful opportunity to immerse yourself in a hands-on activity and create something unique.

Instructors are often praised for their expertise and passion, making the learning experience both enjoyable and enriching.

Whether you’re a beginner looking to try a new hobby or an experienced crafter wanting to hone your skills, the Brookfield Craft Center has something to offer.

It’s a great way to spend a day, meet new people, and perhaps return home with a handmade souvenir from your trip.

Craft enthusiasts frequently recommend checking out their schedule in advance, as some classes can fill up quickly.

Treat Yourself at Arethusa Farm Dairy

If you’re a fan of artisanal ice cream, you absolutely need to visit Arethusa Farm Dairy.

This local dairy farm produces some of the finest ice cream in the region, made from the milk of their own award-winning herd of cows.

Flavors like Sweet Cream, Almond Butter Crunch, and Chocolate Chocolate Chip are crowd favorites and sure to delight your taste buds.

In addition to ice cream, Arethusa Farm offers a range of delicious dairy products, including milk, cheese, and yogurt, all made on-site and renowned for their quality and flavor.

The farm itself is picturesque, and visitors often enjoy the pastoral setting while indulging in their sweet treats.

It’s said that you can’t leave without trying their rich, creamy milk, which many consider the best they’ve ever tasted.

Arethusa Farm Dairy is a delightful stop for anyone with a sweet tooth and an appreciation for farm-fresh products.

Experience Local Theatre at the TheatreWorks New Milford

For an evening of entertainment, head to TheatreWorks New Milford, a nearby community theater that offers high-quality productions throughout the year.

From classic plays and contemporary dramas to musicals and comedies, there’s something for everyone to enjoy.

The intimate setting of the theater allows for a close-up experience, making you feel truly immersed in the performance.

Patrons often speak highly of the talented cast and crew, as well as the welcoming atmosphere of the venue.

Many performances receive rave reviews, with special mention of the excellent direction and production values.

If you love the arts, catching a show at TheatreWorks New Milford is a must-do activity in the Roxbury area.

It’s recommended to book tickets in advance, as popular shows can sell out quickly.

Seasonal Fun at the Roxbury Pickin n Fiddlin Contest

One of the most anticipated events on the Roxbury calendar is the Roxbury Pickin n Fiddlin Contest.

This annual event is a celebration of bluegrass and folk music, attracting musicians and spectators from all around the region.

Held each summer, the contest features live performances, jam sessions, and a variety of family-friendly activities.

Participants of all ages showcase their talents on stage, creating a lively and festive atmosphere.

Visitors enjoy the sense of community and the opportunity to listen to some fantastic live music.

It’s a day filled with fun, food, and foot-tapping tunes, making it a highlight of the Roxbury summer.

Whether you’re a musician looking to join in or simply a fan of good music, the Roxbury Pickin n Fiddlin Contest is an event not to be missed.

Discover Local Flavors at the Roxbury Farmers Market

The Roxbury Farmers Market is a weekly event during the summer months that offers a wonderful selection of local produce and artisanal goods.

Held on the town green, the market features vendors selling fresh fruits, vegetables, baked goods, crafts, and more.

It’s a fantastic place to stock up on farm-fresh ingredients and support local farmers and artisans.

Many people find it a great way to spend a Saturday morning, browsing the stalls and chatting with the vendors.

Popular items include heirloom tomatoes, fresh berries, homemade jams, and artisan bread.

Others speak highly of the market’s friendly atmosphere and the high quality of the goods on offer.

Whether you’re looking to buy groceries for the week or just enjoy a pleasant outing, the Roxbury Farmers Market is worth a visit.

Relax at the Roxbury Conservation Area

The Roxbury Conservation Area offers another excellent spot for outdoor enthusiasts to explore.

With its extensive network of trails, the conservation area is perfect for hiking, birdwatching, and enjoying the natural beauty of Roxbury.

The trails vary in difficulty, making them suitable for both casual walkers and more experienced hikers.

Many visitors appreciate the well-maintained paths and the peaceful ambiance of the area.

Sightings of local wildlife are common, adding to the appeal for nature lovers.

The conservation area also features picnic spots, providing a lovely setting for a family day out.

Spring and fall are particularly beautiful times to visit, with blooming wildflowers and vibrant foliage enhancing the landscape.

Explore the Stone Walls of Roxbury

Roxbury is renowned for its historic stone walls, which crisscross the town and countryside.

These walls, built by early settlers, are a significant part of the town’s heritage and add to its unique charm.

Taking a walk along these stone walls is like stepping back in time and offers a glimpse into the area’s agricultural past.

Many of the walls are remarkably well-preserved and can be found along the town’s roads and trails.

Photographers and history buffs will find the stone walls particularly fascinating, with many picturesque spots to capture.

It’s said that locals and visitors alike appreciate the beauty and historical significance of these stone structures.

Exploring the stone walls is a great way to experience Roxbury’s heritage and connect with its history on a deeper level.

Visit the Roxbury Market and Deli

If you’re looking for a quick bite or some local delicacies, the Roxbury Market and Deli is the perfect stop.

This small yet well-stocked market offers a variety of fresh produce, gourmet snacks, and prepared foods that are perfect for a picnic or casual meal.

The deli section is particularly popular for its hearty sandwiches, fresh salads, and homemade soups.

Many locals and visitors alike rave about the quality and taste of the food, making it a go-to spot for a delicious meal on the go.

The friendly staff adds to the welcoming atmosphere, and people often commend their helpfulness and recommendations.

It’s said that the market’s breakfast options, such as their egg sandwiches and freshly baked pastries, are a delightful way to start the day.

Whether you need some groceries, a quick snack, or a tasty lunch, the Roxbury Market and Deli has got you covered.

Tour the Judd’s Bridge Road Covered Bridge

No visit to Roxbury is complete without a tour of the Judd’s Bridge Road Covered Bridge.

This charming wooden bridge is a picturesque spot that’s perfect for a leisurely stroll or a scenic photo opportunity.

Dating back to the 19th century, the covered bridge is a beautiful example of historical architecture and craftsmanship.

Visitors often appreciate the serene surroundings and the feeling of stepping back in time as they cross the bridge.

The area around the bridge is equally lovely, with lush greenery and tranquil waters providing a perfect backdrop for photography enthusiasts.

It’s often mentioned that it’s a favorite spot for both locals and tourists to pause and enjoy the peaceful view.

Exploring Judd’s Bridge Road Covered Bridge is a delightful way to experience a piece of Roxbury’s history and natural beauty.

Unwind at Good Hill Farm

Good Hill Farm is a family-owned farm that offers a wonderful opportunity to unwind and experience the agricultural charm of Roxbury.

The farm produces a wide range of organic vegetables, fruits, and flowers, all cultivated with great care and attention to quality.

Visitors can purchase fresh produce directly from the farm stand, ensuring that they get the very best seasonal offerings.

Many people talk about the vibrant and flavorful vegetables and the beautiful assortment of fresh flowers available for purchase.

The farm also offers educational tours and activities, making it an engaging outing for families and those interested in sustainable farming practices.

It’s said that the owners and staff are incredibly knowledgeable and passionate about what they do, which makes the experience all the more enriching.

Spending a day at Good Hill Farm is a refreshing and enjoyable way to connect with the local agricultural community and enjoy the bounty of the land.

Savor a Meal at The White Horse Country Pub

The White Horse Country Pub is a beloved dining spot in the Roxbury area, known for its cozy atmosphere and delicious cuisine.

Housed in a beautifully restored building, the pub offers a warm and inviting setting that’s perfect for a relaxed meal.

The menu features a variety of classic and contemporary dishes, with many ingredients sourced locally to ensure freshness and quality.

Popular dishes include their flavorful shepherd’s pie, succulent burgers, and fresh seafood specials.

Guests frequently commend the attentive service and the excellent selection of fine wines and craft beers that complement the food perfectly.

It’s often mentioned that the outdoor seating area provides a lovely view of the surrounding countryside, making it a delightful spot for an al fresco meal.

The White Horse Country Pub is a fantastic place to enjoy a meal with friends or family and experience the hospitality of the Roxbury area.

Attend the Roxbury Art Show

The annual Roxbury Art Show is a vibrant celebration of local art and culture that draws artists and art enthusiasts from all around.

Held each fall, the show features a diverse array of artworks, including paintings, sculptures, photography, and mixed media pieces.

Visitors can enjoy browsing the exhibits, meeting the artists, and even purchasing unique pieces to take home.

The art show is known for its high-quality displays and the warm, community-focused atmosphere that makes it a joy to attend.

Many people appreciate the opportunity to support local artists and discover new talent in a welcoming and inspiring setting.

It’s said that the event also includes live music, food vendors, and family-friendly activities, making it a fun outing for all ages.

Attending the Roxbury Art Show is a wonderful way to immerse yourself in the local art scene and enjoy a day of creativity and culture.

Explore Offield House

Offield House is a historic home in Roxbury that offers a fascinating glimpse into the area’s past.

The house, meticulously preserved and maintained, provides a window into the lifestyle and architecture of the 19th century.

Guided tours allow visitors to explore the beautifully furnished rooms and learn about the history of the house and its former inhabitants.

Many guests find the tour educational and engaging, with knowledgeable guides providing detailed and interesting stories.

The surrounding gardens are equally captivating, offering a peaceful setting to wander and enjoy the meticulously landscaped grounds.

It’s often mentioned that Offield House is a hidden gem in Roxbury, offering a rich cultural experience that shouldn’t be missed.

Exploring Offield House is a delightful way to connect with Roxbury’s history and appreciate the beauty of its heritage architecture.

Relax at Walker Brook

Walker Brook is a serene natural area in Roxbury that’s perfect for a relaxing day outdoors.

The brook winds through picturesque landscapes, offering a tranquil setting for picnicking, fishing, or simply unwinding by the water.

Many visitors enjoy the peaceful ambiance and the opportunity to connect with nature in a quiet and secluded spot.

The area around Walker Brook is also excellent for birdwatching, with a variety of bird species frequently spotted in the lush surroundings.

It’s said that the best time to visit is in the early morning or late afternoon, when the light creates a magical atmosphere and wildlife is most active.

Whether you’re looking to escape the hustle and bustle or enjoy some quiet time in nature, Walker Brook is a perfect destination in Roxbury.

Stay at the Roxbury Suites Bed and Breakfast

For a comfortable and welcoming place to stay, consider the Roxbury Suites Bed and Breakfast.

This charming B&B offers a cozy home-away-from-home experience, with beautifully appointed rooms and personalized service.

Guests often comment on the delightful décor and the attention to detail that makes their stay so special.

The B&B is known for its delicious homemade breakfasts, featuring fresh local ingredients and a variety of options to suit all tastes.

Many people also appreciate the convenient location, which provides easy access to all the attractions and activities in Roxbury and the surrounding areas.

It’s said that the hosts are incredibly hospitable and go out of their way to make sure guests have a wonderful stay.

Staying at the Roxbury Suites Bed and Breakfast is a delightful way to enjoy the charm and hospitality of Roxbury while enjoying all the comforts of home.

Take a Scenic Drive Along Route 317

If you enjoy scenic drives, be sure to take a leisurely trip along Route 317 in Roxbury.

This picturesque route winds through beautiful countryside, offering stunning views of rolling hills, farmlands, and historic homes.

Many drivers find the route to be a relaxing and enjoyable way to experience the natural beauty of the area.

Along the way, you’ll pass various points of interest, including charming farmstands, historical landmarks, and breathtaking lookouts.

It’s often mentioned that the drive is especially lovely in the fall, when the foliage creates a spectacular display of colors.

Whether you’re a local or a visitor, a scenic drive along Route 317 is a delightful way to experience Roxbury’s countryside beauty.

Join a Wine and Paint Night at Roots & Wings

Roots & Wings, located near Roxbury, offers a unique and entertaining activity with their Wine and Paint Nights.

These events provide a fun and relaxed atmosphere where participants can enjoy a glass of wine while creating their own masterpiece.

Instructors guide you through the painting process, making it easy for everyone, regardless of skill level, to create something beautiful.

Many attendees find the experience incredibly enjoyable and appreciate the opportunity to socialize and unleash their creativity.

It’s said that these events are perfect for a night out with friends, a date night, or even a solo adventure to try something new.

Joining a Wine and Paint Night at Roots & Wings is a fantastic way to unwind, have fun, and create a memorable souvenir from your time in Roxbury.

Attend a Concert at the Infinite Audio Listening Room

Music lovers should not miss the chance to attend a concert at the Infinite Audio Listening Room.

This intimate venue offers high-quality sound and a cozy atmosphere, perfect for enjoying live music performances.

The concert lineup features a variety of genres, including jazz, classical, folk, and contemporary music.

Many attendees praise the excellent acoustics and the immersive experience provided by the venue.

It’s often mentioned that the intimate setting allows for a close connection with the performers, making each concert a unique and memorable experience.

For an evening of exceptional music in a welcoming environment, attending a concert at the Infinite Audio Listening Room is a must in Roxbury.