A Romantic Weekend Getaway Itinerary in Stamford, CT: The Perfect Fall Escape
Attention, lovebirds. If you’re looking to spice up your fall with the perfect romantic getaway, look no further than Stamford, CT. This gem of a city mixes culture, nature, and fun activities all within a stone’s throw from DIG’s location.
Whether you’re dreaming of a cozy day surrounded by art and antique hunting or craving some outdoor adventures with killer scenic views, Stamford, CT has got you covered. Check out this weekend itinerary to make your time in this charming city absolutely unforgettable:
Day 1: Art, Antiques, and Relaxation
Morning: Antiquing and Vintage Shopping
Kick off your romantic weekend in Stamford, CT with a fabulous morning of antiquing and vintage shopping. Start your spree at Avery & Dash Collections—trust me, their curated, unique finds will make your home feel extra special. Next up, swing by Stamford Modern to dive into some sleek contemporary art and design consignment pieces that scream modern elegance.
And for all you mid-century and Scandinavian style enthusiasts, Object Refinery is your paradise for stylish home decor. Each spot in Stamford, CT offers something unique, making your morning filled with charm and delightful discoveries.
Lunch: Cozy Up at DIG Stamford
After your shopping marathon, it’s time to refuel at DIG Stamford. Picture this: fresh, seasonal dishes served in a warm, inviting atmosphere.
It’s the perfect spot to relax and recharge before your afternoon adventures.
Afternoon: Antique Galleries and Scenic Strolls
Continue your antique hunt at The Antique and Artisan Gallery. Here, you’re not just shopping—you’re supporting local artisans and finding one-of-a-kind treasures. It’s a win-win situation.
Then, take a romantic stroll to Greenwich Point Park. Whether you’re wandering the beach, hiking scenic trails, or just soaking in those stunning ocean views, Stamford, CT’s parks are the ideal backdrop to unwind and enjoy some vibrant fall foliage.
Evening: Craft Beer and Relaxation
Wrap up your first day in Stamford, CT with a visit to Half Full Brewery. Sip on some locally brewed craft beer in a cozy setting—it’s the perfect way to end your day on a high note.
Greenwich Point Park Stamford CT
Day 2: Nature, Culture, and Fun
Morning: Historic Lighthouse and Nature Trails
Start your second day in Stamford, CT with a fantastic mix of history and nature. Hop on the Sheffield Island Lighthouse Boat Tour to soak in incredible views and dive into the city’s rich maritime history.
After your lighthouse adventure, head over to Cove Island. With its beautiful nature trails and picturesque beaches, it’s perfect for a bit of outdoor fun and exploration. Whether you’re hiking or just chilling by the water, Stamford, CT offers a charming setting to connect with nature and each other.
Afternoon: Museums and Green Spaces
Dig into Stamford, CT’s rich heritage at the Stamford Museum & Nature Center. After soaking up some local history, pack a picnic and make your way to Mianus River Park. Enjoy a leisurely afternoon surrounded by lush greenery—the perfect spot to relax and unwind.
Then, take a peaceful stroll throughBartlett Arboretum and Gardens. With serene paths and beautiful plant species, it’s the ultimate place for a little extra tranquility and reflection in Stamford, CT.
Evening: Modern Architecture and Fun Activities
Cap off your day with a visit to The Glass House, Philip Johnson’s iconic modern architecture masterpiece. It’s a unique cultural experience you won’t want to miss in Stamford, CT. Then, indulge in a romantic dinner at one of Stamford’s charming local restaurants—delicious food and intimate vibes guaranteed.
After dinner, get your adrenaline pumping at RPM Raceway with some go-kart racing and bowling. It’s a fun way to bond and create those lasting memories.
The Glass House
Day 3: Leisurely Morning and Farewell
Morning: Relaxed Breakfast and Cultural Browsing
After two action-packed days, take it easy on your final morning in the city. Start with a hearty breakfast at either Elm Street Diner or Coco Cafe—both are local favorites and totally worth the TikTok hype.
Once you’re fueled up, head to The Ferguson Library. Browse books or catch a cultural event for a nice, mellow start to your day.
Last-Minute Shopping
Before you say goodbye, you could totally squeeze in some last-minute shopping at the Stamford Town Center Mall. It’s the perfect spot for any shopping needs with a wide variety of stores and boutiques.
Then, swing by House of Humbled, one of Stamford, CT’s top boutiques of 2024, to discover unique finds and stylish pieces that’ll add a special touch to your wardrobe.
Afternoon: Farewell Lunch
End your romantic getaway with a farewell lunch at your favorite spot from the weekend. Maybe revisit DIG Stamford to savor their flavors one last time before you head home. It’s the perfect way to wrap up your dreamy fall escape in Stamford, CT.
DIG Stamford CT
