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18 Best & Fun Things To Do In Simsbury, CT

Are you looking for exciting activities in Simsbury, Connecticut? Whether you’re a local or a visitor, this guide highlights the top 18 best and most enjoyable things to do to ensure you experience the charm of this quintessential New England town.

Nestled in the Farmington Valley, Simsbury is known for its scenic beauty, rich history, and vibrant community spirit. It’s a place where colonial heritage meets modern-day adventure, offering a perfect blend of historical landmarks, outdoor recreation, and cultural experiences.

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As one of Connecticut’s oldest towns, Simsbury boasts an array of attractions, from the historic Old Drake Hill Flower Bridge to the picturesque Talcott Mountain State Park. With its charming downtown, award-winning restaurants, and numerous festivals throughout the year, this town provides an unforgettable experience for all who visit.


18 Best And Fun Things To Do In Simsbury, CT (2024)


1. Talcott Mountain State Parkthings to do in Simsbury, CT

Families can start exploring Simsbury by visiting Talcott Mountain State Park, an outdoor beehive with spectacular sights of the surrounding area to explore family-friendly things to do in Simsbury, CT, for all ages.

The park boasts hiking trails, picnic areas, playgrounds, and historic sites, making it a superb destination for families and outdoor lovers.

Visiting Talcott Mountain State Park allows families with kids to enjoy nature’s beauty, exercise, and learn about the area’s past.

Address: Summit Ridge Drive, Simsbury, CT 06070, United States

2. Heublein Tower

things to do in Simsbury, CT

Gracing the Simsbury surroundings from Heublein Tower, a monumental landmark in Talcott Mountain State Park is one of the most exciting things to do in Simsbury, CT, today.

The tower offers astonishing scenic sights of the Hartford skyline, the Farmington River Valley, and surrounding areas, making it a perfect terminus for hikers and sightseers.

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Appreciate the spectacular panorama, learn about the tower’s history and its affinity to the Heublein family, and take a leisurely hike through the beautiful Talcott Mountain State Park.

Address: 1 Summit Drive, Simsbury, CT 06070, United States.

3. Old Drake Hill Flower Bridge

things to do in Simsbury, CT

Old Drake Hill Flower Bridge is a memorable milestone with stunning floral exhibitions and relaxing things to do in Simsbury, CT, this evening.

The bridge has multicolor hanging baskets and flower boxes that line the bridge, making a lively and panoramic scene as it travels through the Farmington River, giving a picturesque setting for visitors.

Take a soothing walk, absorb the area’s natural beauty, and admire the craftsmanship of the age-long bridge.

Address: Old Bridge Road, Simsbury, CT 06070, United States.

4. Rosedale Farms & Vineyards

things to do in Simsbury, CT

Exploring Rosedale Farms & Vineyards, a panoramic vineyard featuring exquisite gardens, a tasting room, and wines should be added to your list of nice things to do in Simsbury, CT, with friends.

Visiting Rosedale Farms & Vineyards lets friends relish a comforting day outdoors, learn about the winemaking operation, and test delectable local wines.

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Address: 25 E Weatogue Street, Simsbury, CT 06070, United States.

5. Phelps Tavern Museum

things to do in Simsbury, CT

Experience unique things to do in Simsbury, CT, for visitors at Phelps Tavern Museum, a famed treasure trove offering a glimpse into the town’s rich past.

The museum houses period rooms, interactive exhibits, and artifacts that tell accounts of the Phelps family and the tavern’s position in local history.

Visitors can also inspect the museum’s environments, which include a replication of a 1683 meetinghouse and a Victorian carriage house.

Address: 800 Hopmeadow Street, Simsbury, CT 06070-1825, United States.


Exploring other attractions near Simsbury, Connecticut? Why not check out some fun things to do in Kent, CT, and fun things to do in Bloomfield, CT?


6. Simsbury Farms Golf Course

things to do in Simsbury, CT

Booking a tee time at Simsbury Farms Golf Course, an admired golf course should make your bucket list of fun things to do in Simsbury, CT, this weekend.

With 18 holes, 6,509 yards, 129 slopes, and par 72, the meticulous public course has challenging settings, picturesque sights, and facilities like a pro shop, driving range, and putting greens

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At Simsbury Farms Golf Course, golfers of all skill levels can enjoy a round of golf in a gorgeous setting, hone and put their skills to the test, and have fun with friends, family, and other golfers.

Address: 100 Old Farms Road, Simsbury, CT 06070, United States.

7. Paw Meadow Dog Park

things to do in Simsbury, CT

Pet owners can relish pet-friendly things to do in Simsbury, CT, at Paw Meadow Dog Park, an outdoor destination and a safe and fun space for canines and their owners to mingle and exercise.

The dog park features a fenced-in area, agility equipment, water fountains, and benches for pet owners to unwind.

Relish a chance to spend quality time with your furry friend, meet and mingle with other dog lovers, and appreciate the beautiful natural surroundings.

Address: 22 Iron Horse Blvd, Simsbury, CT 06070, United States.

8. Rotary Park Boundless Playground

things to do in Simsbury, CT

Families seeking fun things to do in Simsbury, CT, with kids can drop by Rotary Park Boundless Playground, a beehive offering a special and all-inclusive play adventure.

The playground boasts technical play equipment created to house children of all abilities, including wheelchair-accessible ramps, swings, and slides.

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Families visiting enjoy a fun and inclusive day out with their children, promoting a feeling of community and acceptance.

Address: Simsbury, CT 06070, United States.

9. Kate Tortland Fine Art

things to do in Simsbury, CT

One of the best things to do in Simsbury, CT, for art lovers is to survey the spectacular works of Kate Tortland, a skilled artist at Kate Tortland Fine Art.

The gallery shelters modern paintings, like terrains, abstracts, and modern frescoes, all distinguished by their definitive brushstrokes and bright hues.

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Submerge yourself in abstract art, admire the beauty and deepness of her designs, and possibly even uncover a new favorite artist.

Address: 246 Farms Village Road, West Simsbury, CT 06092, United States

10. Simsbury Therapeutic Massage & Wellness

things to do in Simsbury, CT

Pampering yourself at Simsbury Therapeutic Massage & Wellness, a premier attraction for respite and regeneration is one of the healthy things to do in Simsbury, CT, for adults.

The spa provides extensive therapeutic massage services customized to meet individual needs, including Swedish, deep tissue, and sports massages.

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Encounter experienced massage therapy, relieve stress, soothe pain, and enhance general well-being when you visit Simsbury Therapeutic Massage & Wellness.

Address: 30 Dorset Crossing Drive Suite 200, Simsbury, CT 06070, United States.

11. Charter Oak Figure Skating

things to do in Simsbury, CT

Charter Oak Figure Skating is a prominent figure skating club with programs, opportunities, and exciting things to do in Simsbury, CT, for skaters of all ages and skill levels.

The arena has a state-of-the-art ice rink, a professional coaching staff, and figure skaters, while it offers lessons, group classes, contests, and ice concerts.

Learn and enhance your figure skating mastery, experience thrilling competitions, and be part of an energetic and devoted neighborhood.

Address: 1375 Hopmeadow Street, Simsbury, CT 06070, United States.

12. The Washburn Tavern

things to do in Simsbury, CT

The Washburn Tavern is an iconic landmark with a lovely and alluring aura to provide couples with romantic things to do in Simsbury, CT, at night.

The tavern prides itself on a relaxing dining room, a comfy bar, and a seasonal outdoor balcony where visitors can enjoy a delectable menu of American cooking.

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A time out at Washburn Tavern lets couples share in a piece of Simsbury’s past, savor tasty food, and appreciate a soothing and pleasant evening.

Address: 7 Washburn Drive, Simsbury, CT 06070-1929, United States.

13. Apple Cinemas Simsbury 8

things to do in Simsbury, CT

Catching a view of the latest and classic movies at Apple Simsbury Cinema 8, a prevalent movie theater is among the most entertaining things to do in Simsbury, CT, at night.

The theater has eight screens, cutting-edge sound systems, pleasing seating, and a concession stand with snacks and refreshing drinks.

A night at Apple Simsbury Cinema 8 lets you enjoy the most delinquent movies in a cozy and lovely environment, ideal for a night out with friends, family, and spouse.

Address: 530 Bushy Hill Road, Simsbury, CT 06070, United States.


Exploring other attractions near Simsbury, Connecticut? Why not check out some fun things to do in Stamford, CT,


14. Tours of distinction – Connecticut

things to do in Simsbury, CT

Tour Connecticut with Tours of Distinction, a wide-spread tour operator focused on special escorted group outings and fun activities in Simsbury, CT, for travelers aged 55 and over.

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With day trips, multi-day bus tours, and air/cruise package tours, the tour operator covers domestic and international destinations.

Tours of Distinction offers tours that skillfully provide a hassle-free and satisfying travel adventure while focusing on convenience, nicety, and artistic absorption.

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Address: 3 Massaco Street, Simsbury, CT 06070, United States.

15. Simsbury Historical Society

things to do in Simsbury, CT

Are you seeking free things to do in Simsbury, CT, for all ages? Simsbury Historical Society, an artistic establishment committed to keeping and nurturing the rich past of the area has got you covered.

This attraction houses an array of notable buildings, including the Phelps Tavern and the Visitor Center, with exhibits, educational schedules, and a gift shop.

Delve into the town’s history, learn about its people and events, and respect the local legacies that lie therein.

Address: 800 Hopmeadow Street, Simsbury, CT 06070, United States.

16. Tulmeadow Farm Store

things to do in Simsbury, CT

Indoor unique things to do in Simsbury, CT, this weekend await you at Tulmeadow Farm Store, a family-owned farm shop.

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The store boasts fresh, locally sourced commodities, dairy by-products, meats, and baked goods, and a preference for homemade ice cream, jams, and jellies.

Visiting Tulmeadow Farm Store offers the opportunity to support local farmers, savor scrumptious, first-grade food, and share in the allure of a standard farm market.

Address: 255 Farms Village Road, West Simsbury, CT 06092, United States.

17. Simsbury 1820 House

things to do in Simsbury, CT

Unearth adventurous things to do in Simsbury, CT, for families at Simsbury 1820 House, a significant country inn featuring revived rooms, old-fashioned appeal, and tranquil gardens.

To provide a memorable and cozy lodging venture, the inn permits visitors and travelers to immerse in New England’s past, appreciate customized service, and encounter the beautiful area.

Address: 731 Hopmeadow Street, Simsbury, CT 06070, United States.

18. West Mountain Park & Mount Farms Open Space

things to do in Simsbury, CT

West Mountain Park & Mount Farms Open Space is an extensive, picturesque park providing room for free family-friendly things to do in Simsbury. CT, today.

The park makes room for activities such as hiking, biking, fishing, and cross-country skiing while offering stunning sights of the surrounding countryside.

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Enjoying nature’s beauty, getting some exercise, and getting away from the hustle and bustle of city life is made possible when you visit West Mountain Park & Mount Farms Open Space.

Address: West Simsbury, CT 06092, United States.

Plan your visit to Simsbury, CT

Simsbury, Connecticut, offers a plethora of fun and captivating activities and attractions for people of all interests and ages. Whether you’re seeking outdoor adventures, cultural experiences, or simply a relaxing day out, this picturesque city has it all.

Plan your visit to Simsbury, CT, and soak in the beauty and ambiance of this charming town. Safe trip.

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