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Espresso and Explore: Fuel Up Before Your Next Adventure

Connecticut is a treasure trove of small towns where you can kick-start your day with a great cup of coffee before heading out to discover some of the state's most beautiful hiking spots. This trail guide pairs 15 Connecticut towns with local coffee shops and nearby hikes. Whether you're chasing waterfalls or woodland trails, these thoughtfully selected pairings offer the perfect way to sip, stroll, and savor the best of the state.

This article was created in collaboration with students of the University of New Haven’s Hospitality & Tourism Management program, and features the runner-up winner of a competitive capstone project pitching CT's next trail. 

East Haddam

A charming riverside town rich with history and scenic views.

Coffee Stop: Higher Grounds at 32 Main

🥾 Trail Time: Devil's Hopyard State Park – Famous for its waterfalls and mysterious pothole rock formations.

 

East Hampton

A peaceful town known for its lakes and relaxed vibe.

Coffee Stop: Eco Coffee House

🥾 Trail Time: Air Line South State Park – A flat, scenic rail trail that’s perfect for an easy hike or bike ride.

 

Hamden

Just outside New Haven, Hamden is full of natural beauty and university-town charm.

Coffee Stop: Latte Soul

🥾 Trail Time: Sleeping Giant State Park – Named for its iconic ridgeline, this park offers miles of trails and incredible views.

 

Kent

Tucked in the Litchfield Hills, Kent is a haven for artists and nature lovers.

Coffee Stop: 45 on Main

🥾 Trail Time: Macedonia Brook – Explore rugged hills and quiet forests with sweeping views of the countryside.

 

Manchester

A bustling town with historic roots and outdoor access.

Coffee Stop: The Firestone Art Studio + Café

🥾 Trail Time: Case Mountain – Climb to the lookout for panoramic views of the Hartford skyline.

 

Milford

A coastal town known for its beaches and boardwalks.

Coffee Stop: Walnut Beach Coffee House

🥾 Trail Time: Silver Sands State Park – Walk the boardwalk and spot wildlife along the beach and salt marshes.

 

New Haven

This cultural hub is home to Yale and a thriving coffee scene.

Coffee Stop: Pistachio Café

🥾 Trail Time: West Rock Ridge State Park – A dramatic ridge hike with historical significance and breathtaking views.

 

Niantic

A seaside village perfect for a day of coastal exploring.

Coffee Stop: Sift Bake Shop Niantic

🥾 Trail Time: Oswegatchie Hills Nature Preserve – Serene forest paths with occasional peeks at the Niantic River.

 

Putnam

A small town with a big personality and a creative spirit.

Coffee Stop: Chubby Dog Café Co.

🥾 Trail Time: Natchaug State Forest – A sprawling woodland with riverside trails and peaceful picnic spots.

 

Redding

Quiet and wooded, Redding is a nature lover’s paradise.

Coffee Stop: Redding Roasters Coffee Company

🥾 Trail Time: Collis P. Huntington State Park – Rolling hills, ponds, and sculptures greet you along these scenic trails.

 

Simsbury

A blend of colonial charm and outdoor recreation in the Farmington Valley.

Coffee Stop: Bounom Café and Bakery

🥾 Trail Time: Heublein Tower Trail – A short, steep hike to a historic tower with panoramic valley views.

 

Southington

A friendly community nestled between mountain ridges.

Coffee Stop: Southington Coffee House

🥾 Trail Time: Crescent Lake – Wooded paths and lake views make this an easy but scenic option.

 

Stafford Springs

This quiet town is a great jumping-off point for outdoor adventures.

Coffee Stop: Stafford Coffee House

🥾 Trail Time: Woodlawn Trail – A lesser-known gem for those seeking solitude and a gentle walk in the woods.

 

Trumbull

Family-friendly with lots of green space to explore.

Coffee Stop: Plasko's Farm Creamery and Café

🥾 Trail Time: Indian Ledge Park – A mix of fields and forest with well-kept trails and open space.

 

Washington Depot

A storybook town tucked in the Litchfield Hills, filled with New England charm.

Coffee Stop: Marty's Café

🥾 Trail Time: Steep Rock Preserve – Classic Connecticut hiking along the Shepaug River with rocky overlooks and tunnels.

 

Adventure Awaits

There’s something special about pairing a great local coffee with a scenic hike. Whether you're chasing waterfalls, coastal breezes, or quiet forest trails, this guide is your invitation to sip and explore all over Connecticut.

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