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Things to Do in Simsbury Connecticut

Discover the charm of Simsbury, Connecticut, from scenic outdoor adventures to quaint local shops and historic landmarks. This guide highlights must-visit spots and activities that showcase the unique character of this New England gem.

An idyllic and peaceful scene in the town of Simsbury, Connecticut devoid of any human presence. The foreground is dominated by the gently flowing Farmington River, reflecting the blue sky and occasional fluffy cloud. Surrounding the river are lush green deciduous trees that give a hint of the area's stunning fall foliage. In the background, the distinct silhouette of Heublein Tower, a well-known local landmark, can be seen atop Talcott Mountain. Narrow paths meander through the scene, hinting at hiking possibilities. No text, brands or logos are seen anywhere.

Explore the Scenic Talcott Mountain State Park

Talcott Mountain State Park is one of the most famous natural attractions in Simsbury, Connecticut.

The park offers a range of outdoor activities that cater to different interests.

Hiking enthusiasts will love the trails that wind through this park, especially the climb to Heublein Tower.

The Heublein Tower offers panoramic views of the Farmington River Valley, which are simply breathtaking.

It’s best to visit during the fall when the foliage is at its peak for a truly picturesque experience.

Discover Simsbury Meadows Performing Arts Center

If you are a fan of live music and entertainment, Simsbury Meadows Performing Arts Center is a must-visit.

This outdoor venue hosts a variety of concerts, theater productions, and community events throughout the year.

Summertime sees the most activity, including performances by the Hartford Symphony Orchestra.

It’s advisable to check their schedule ahead of time, as tickets for popular events can sell out quickly.

Explore the History at The Phelps Tavern Museum

The Phelps Tavern Museum, located in downtown Simsbury, offers a fascinating look into the town’s history.

The museum is a well-preserved 18th-century tavern that operated as a family home, tavern, and inn.

Visitors can learn about colonial life and the role the tavern played in the local community.

Guided tours provide a comprehensive insight, and the knowledgeable staff are always eager to answer any questions.

Visit the Belden Forest for a Relaxing Hike

Belden Forest is a hidden gem in Simsbury that’s perfect for a serene hike or a leisurely walk.

This forest features well-maintained trails and a diverse ecosystem that nature lovers will appreciate.

It’s also a great spot for bird watching, so make sure to bring binoculars if you’re interested.

While it’s less crowded than other parks, it’s still wise to visit during the weekdays for a more private experience.

Enjoy Local Brews at the Thomas Hooker Brewery

For beer enthusiasts, a visit to the Thomas Hooker Brewery is a must while in Simsbury.

Known for their variety of craft beers, this brewery offers tours and tastings that provide an enjoyable outing.

Don’t miss their flagship Hooker IPA or seasonal brews like Oktoberfest.

On weekends, special events such as live music or food truck festivals make the visit even more delightful.

Sample Delicious Eats at Millwright’s Restaurant

Millwright’s Restaurant is an iconic spot in Simsbury, renowned for its fine dining and picturesque setting.

Set inside an old mill, the restaurant offers panoramic views of a waterfall, adding a unique touch to your dining experience.

The menu features farm-to-table cuisine with an emphasis on local ingredients.

Reservations are recommended, especially on weekends when it can get quite busy.

Take a Canoe Trip on the Farmington River

The Farmington River provides an excellent opportunity for some water-based fun.

Local companies offer canoe and kayak rentals, making it easy to enjoy a paddle down the scenic river.

This activity is perfect for families, offering both relaxation and a gentle workout.

Be sure to check water levels and flow rates for the best experience, especially after heavy rains.

Spend a Day at the Simsbury Farmers Market

If you love fresh produce and supporting local farmers, then Simsbury Farmers Market is a spot you should not miss.

The market is held every Thursday from May to October and features a variety of vendors.

You can find everything from organic vegetables and fruits to handmade crafts and artisanal goods.

Arrive early to get the best selection and enjoy a leisurely morning of shopping and sampling local delicacies.

The farmers market in Simsbury can be compared to some of the top farmers markets in Rhode Island which also offer an array of fresh and organic selections.

Bike the Farmington Canal Heritage Trail

Cyclists will find the Farmington Canal Heritage Trail a fantastic route to explore.

This trail runs through several towns and offers miles of scenic, paved pathways perfect for biking or walking.

Rest stops along the way allow for breaks and the chance to enjoy the natural surroundings.

It’s a fun activity that the whole family can enjoy, and it’s safe for all ages and skill levels.

For those who are particularly interested in biking, the finest cycling trails in Rhode Island are also worth a visit.

Take a Stroll Through Simsbury Town Center

Simsbury Town Center is the heart of the town, offering a mix of quaint shops, restaurants, and historic landmarks.

A walk through the center provides visitors with a sense of the town’s charm and hospitality.

One of the local favorites is Little City Pizza, known for its gourmet pizzas and casual atmosphere.

Another must-visit spot in the town center is the Simsbury Library, which not only offers a vast selection of books but also hosts various community events.

It’s a fantastic place to relax and enjoy a quiet evening or afternoon.

Visit Flamig Farm for Family Fun

Flamig Farm is an iconic location in Simsbury, widely recognized for its backward “EGG” sign.

The farm is a wonderful destination for families, offering petting zoos, hayrides, and seasonal events like pumpkin picking.

Children particularly enjoy feeding the animals and exploring the farm’s many attractions.

Visiting during the spring or fall offers the best experience, as the weather is perfect for outdoor activities.

The Beauty of Simsbury’s Flower Bridge

The Old Drake Hill Flower Bridge is another beautiful spot in Simsbury that’s perfect for a leisurely visit.

This historic bridge is adorned with vibrant flower displays during warmer months, creating a picturesque backdrop.

It’s a popular spot for photography, whether you’re capturing the scenic views or taking selfies with friends and family.

Take a stroll across the bridge in the late afternoon for the best lighting for photos.

Wine Tasting at Rosedale Farms & Vineyards

If you’re a wine enthusiast, then a visit to Rosedale Farms & Vineyards should be on your list.

This family-owned farm offers wine tastings that feature their locally produced wines, as well as scenic views of the vineyards.

Rosedale also hosts various events throughout the year, including dinners and live music nights.

During the summer, the farm operates a market where you can purchase fresh produce alongside your favorite wines.

Relax at the Simsbury Inn

For those looking for accommodation options, the Simsbury Inn provides a luxurious and comfortable stay.

This elegant inn combines modern amenities with classic New England charm, offering guests a memorable experience.

The inn features an on-site restaurant, pool, and fitness facilities, making it a great choice for both short stays and extended vacations.

Book your stay well in advance during peak seasons to secure the best rooms.

Participate in the Simsbury ArtWalk

The Simsbury ArtWalk is an annual event that transforms the town center into an outdoor art gallery.

This event features works from local artists and offers live demonstrations, making it a vibrant and engaging experience.

Visitors can stroll through the town center, view the art, and even purchase pieces directly from the artists.

Check the town’s event calendar to plan your visit during ArtWalk for a cultural delight.

Afternoon Tea at Abigail’s Grille and Wine Bar

Located in a historic building that dates back to the 18th century, Abigail’s Grille and Wine Bar offers a charming dining experience.

Their menu features a fantastic selection of American and European dishes, along with an extensive wine list.

Afternoon tea at Abigail’s is a delightful experience, complete with an assortment of teas and pastries.

Make a reservation, especially on weekends, to ensure a spot at this popular eatery.

Catch a Show at the Westminster School’s Werner Centennial Center

The Werner Centennial Center at Westminster School is a hub for performing arts in Simsbury.

This venue hosts a variety of events, including theater productions, musical performances, and guest speakers.

It’s an excellent place to catch a show and support local talent.

Check their schedule online and book your tickets in advance for the best seats.

Explore Flamig Farm’s Country Store

In addition to their outdoor attractions, Flamig Farm has a charming country store that offers a variety of goods.

You can find local cheeses, homemade jams, and even farm-fresh eggs.

This is a great place to pick up unique souvenirs and support local farmers.

Make sure to visit during the holiday seasons for special items like handcrafted gifts and decor.

Attend the Simsbury Fly-In, Car Show & Food Truck Festival

One of the most anticipated events in Simsbury is the annual Fly-In, Car Show & Food Truck Festival.

This event attracts car enthusiasts, aviation fans, and food lovers from all around the region.

Visitors can enjoy viewing vintage aircraft, classic cars, and indulging in food from a variety of local food trucks.

It’s held every September, so mark your calendar and arrive early for the best experience.

Make Memories at Simsbury Celebrates

Simsbury Celebrates is a free, community-wide event held every November to kick off the holiday season.

The festivities include musical performances, artisan crafts, and a stunning fireworks display.

It’s a great way for families to ring in the holiday spirit and create lasting memories.

Bundle up and take part in this local tradition, enjoying the warm and welcoming atmosphere Simsbury has to offer.

Simsbury’s Cultural Hotspots: Performing Arts and Local Shows

Simsbury offers a variety of cultural experiences that cater to diverse tastes.

If you are a fan of performing arts, you will appreciate the local shows and theater productions hosted throughout the town.

These venues not only bring the community together but also showcase local talent and foster a love for the arts.

One of the key cultural hotspots in Simsbury is the Simsbury Light Opera Company (SLOCO).

SLOCO hosts several performances each year, often featuring opera and musical theater.

It’s a unique experience that brings a touch of elegance and history to the town’s cultural offerings.

Unwind at Hop Meadow Country Club

If you enjoy playing golf, the Hop Meadow Country Club is a destination worth visiting.

This country club features a beautifully maintained 18-hole golf course, suitable for players of all skill levels.

In addition to golf, the club offers tennis courts, swimming pools, and dining facilities.

The club often hosts events and tournaments, making it a social hub for members and their guests.

Consider participating in the range of activities offered for a full day of leisure and sport.

Family Fun at the Simsbury Adventure Park

For families looking for an exciting outdoor activity, the Simsbury Adventure Park is a thrilling option.

This park offers a variety of zip lines and aerial bridge courses that cater to different skill levels.

It’s an excellent way to challenge yourself and enjoy a day of adventure amidst the natural beauty of Simsbury.

Make sure to wear comfortable clothing and closed-toe shoes for the best experience.

You can purchase tickets online in advance to reserve your spot, especially during peak seasons.

Feast at Metro Bis Restaurant

Metro Bis Restaurant in Simsbury is celebrated for its innovative cuisine and outstanding service.

The restaurant offers a farm-to-table menu, highlighting fresh, local ingredients.

Popular dishes include their creative take on American classics and seasonal specialties.

Metro Bis is also known for hosting cooking classes with Chef Christopher Prosperi, an excellent opportunity to learn from a master.

Make a reservation to ensure you get a taste of this culinary gem.

Get Active at Iron Horse Boulevard

Iron Horse Boulevard is a popular location for outdoor activities such as walking, jogging, and biking.

This scenic boulevard is lined with mature trees, making it a picturesque route.

On weekends, the boulevard becomes a hive of activity with locals and visitors alike enjoying the outdoors.

The area also hosts special events and markets, offering a pleasant mix of leisure and community engagement.

If you are a fan of cycling, you might also be interested in some of the finest cycling trails that Rhode Island has to offer.

Explore Simsbury’s Art Trail

Art lovers will find the Simsbury Art Trail to be a delightful experience.

This self-guided tour features sculptures and artworks installed throughout the town.

It’s a fantastic way to enjoy public art while exploring Simsbury’s streets and parks.

Make sure to have your camera on hand to capture the unique pieces you encounter on your journey.

The Art Trail is an excellent activity for a sunny afternoon or a weekend outing.

Pamper Yourself at Richard Penna Salon

If you’re in need of some pampering, Richard Penna Salon is the go-to location in Simsbury.

This upscale salon offers a range of services, including haircuts, coloring, and spa treatments.

People rave about the professionalism and expertise of the staff, ensuring you leave looking and feeling your best.

It’s advisable to book an appointment in advance, especially during busy seasons.

The salon also offers gift certificates, making it a great gift option for friends and family.

Experience Historic Simsbury with the Walking Tour

Simsbury’s rich history can be explored through a guided walking tour of the town.

The tour highlights significant landmarks and buildings, each with its own story to tell.

Guides provide fascinating insights into the town’s past, including stories of notable residents and historical events.

The walking tour is an excellent way to appreciate the heritage and culture that make Simsbury unique.

You can often find brochures and maps at the town’s visitor center for a self-guided experience as well.

Shop Local at Simsbury’s Specialty Stores

Simsbury is home to several specialty stores that offer unique shopping experiences.

One such store is the Riverview Gallery, which features works by local artists and artisans.

It’s the perfect place to find a one-of-a-kind piece of art to take home.

Another must-visit shop is Simsbury’s Eno Memorial Hall, home to a variety of boutique shops and antique stores.

Shopping local not only supports the community but also ensures you take home something special and uniquely Simsbury.

Learn and Play at the Simsbury Public Library

The Simsbury Public Library offers more than just books; it’s a hub for community activities and learning.

The library hosts a wide range of events, from children’s story hours to adult education classes.

It’s an excellent resource for both locals and visitors looking to enrich their knowledge or simply spend a relaxing afternoon.

The library also offers free Wi-Fi and comfortable reading areas, making it a perfect spot to unwind.

Check their event calendar to see what’s happening during your visit.

Savor the Flavors at Harvest Café and Bakery

Harvest Café and Bakery is a beloved spot in Simsbury for delicious pastries and hearty breakfasts.

The café offers a welcoming atmosphere and a menu filled with locally sourced ingredients.

Favorites include their homemade bread, muffins, and specialty coffee drinks.

It’s an ideal place to start your day or enjoy a leisurely brunch.

Arrive early on weekends to avoid the rush and secure a cozy spot.

For more about local bakeries, you can also explore choice local bakeries in Rhode Island.

Self-Care at Greater Hartford YMCA

Staying active and healthy is easy with a visit to the Greater Hartford YMCA in Simsbury.

This facility offers a range of services, including fitness classes, swimming, and wellness programs.

The YMCA is a family-friendly venue, providing activities and classes suitable for all ages.

Members particularly enjoy the variety of group fitness classes, from yoga to high-intensity interval training.

It’s a great place to continue your fitness routine or start a new one while visiting Simsbury.

Visit the Gifford Pinchot Sycamore Tree

Nature enthusiasts will find the Gifford Pinchot Sycamore Tree to be a fascinating site.

This enormous sycamore is one of the largest trees in Connecticut and is a local landmark.

It’s over 200 years old and provides a beautiful shady spot to relax and appreciate nature.

The tree is located on a scenic route along the Farmington River, making it an ideal stop on a day of exploration.

Don’t forget your camera, as the tree offers some impressive photo opportunities.

Explore More of Connecticut

While Simsbury offers a wide range of attractions and activities, exploring other nearby areas in Connecticut can add to your adventure.

Rhode Island, for example, has many hidden coastal retreats that provide serene escapes and beautiful landscapes.

Whether you’re into hiking, dining, or cultural experiences, there’s always more to discover in this charming region.

Plan your itinerary to make the most of your visit and enjoy all that Simsbury and its surroundings have to offer.

Avery Ingram

Avery Ingram

Contributor

Read more articles by Avery Ingram