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Family Day Trip Itinerary from Stamford, CT

Viewed by 133 travelers

Day 1: Outdoor Adventure & Relaxation

Morning

Start your day with a scenic drive to Devil's Hopyard State Park. Enjoy a peaceful hike along the Tylers Hollow Loop Trail, taking in the lush forests and waterfalls. Perfect for bonding and outdoor exploration.

Afternoon

Head to Old Lyme Beach for some chill time by the water. Relax on the sandy shores, cap off your outdoor adventure with a picnic lunch, and let the kids enjoy building sandcastles or swimming.

Evening

Drive to Essex Steam Train & Riverboat for a scenic ride that offers beautiful river views. Conclude your day with dinner at The Blue Hound in Essex, serving delicious regional cuisine.

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Day 2: Nature & Downtown Fun

Morning

Visit Harkness Memorial State Park in Waterford for more outdoor relaxing. Walk the gardens, enjoy the ocean views, and breathe in the fresh sea air.

Afternoon

Stroll the charming Old Saybrook Downtown for boutique shopping and local cafes. Grab lunch at Fresh Salt, known for fresh seafood and a cozy atmosphere.

Evening

Return to Stamford and unwind with a casual dinner at The Capital Grille. Reflect on the day's adventures and relax after an active day.

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Time and Cost Estimates

  • Devil's Hopyard State Park – 2 hours – Free
  • Old Lyme Beach – 2 hours – Free
  • Essex Steam Train & Riverboat – 2 hours – $30 per person
  • Harkness Memorial State Park – 1.5 hours – Free
  • Downtown Old Saybrook – 1.5 hours – Free (shopping/ strolling)
  • Meals (Lunch & Dinner) – $60 per person approx.
  • Total Estimated Cost: $240

Tips

To extend your trip, consider adding a visit to nearby attractions like Mystic Seaport, or renting bikes for outdoor trails. For a shorter day, focus on one or two outdoor spots and enjoy relaxed meals without rushing.

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