Travel
5 Last-Minute Summer Trips Near East Hampton And Portland
Big summer fun doesn't have to mean big travel — these low-stress ideas are perfect for a spontaneous weekend.
Summer is here, and while there’s plenty to do right in East Hampton and Portland, sometimes a quick change of scenery is just what you need. Fortunately, we’re just a short drive from a variety of fun and affordable destinations perfect for a last-minute escape. Whether you're looking to explore somewhere new or just enjoy a quick weekend away, these five easy summer trips come together without the stress — or the price tag — of major travel plans.
Please note: Drive times are approximate and meant to give a general sense of distance. Actual travel time may vary depending on your exact starting point, destination and traffic conditions.
1. Mystic, Connecticut (40 min)
Explore the bustling waterfront at Mystic Seaport, the nation’s leading maritime museum, where you can board historic ships and watch skilled artisans at work. Afterward, enjoy fresh seafood and quaint boutiques in the charming downtown village.
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2. Newport, Rhode Island (1 hr 30 min)
Discover the stunning Gilded Age mansions lining the Cliff Walk or sail the scenic harbor to see Newport’s rich maritime history up close. The city’s vibrant downtown offers cozy cafes, art galleries and boutique shopping for a well-rounded visit.
3. East Haddam, Connecticut (15 min)
Wander through the unique medieval-style castle at Gillette Castle State Park, built by actor William Gillette, surrounded by beautiful hiking trails with panoramic views of the Connecticut River. The park is perfect for picnics, nature walks and a bit of local history.
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4. Essex, Connecticut (30 min)
Stroll through the historic river town filled with antique shops, charming eateries, and the famous Essex Steam Train offering scenic rides along the Connecticut River Valley. Visitors often enjoy the peaceful village atmosphere combined with outdoor activities like kayaking.
5. Hamden, Connecticut (40 min)
Hike up the giant traprock ridge at Sleeping Giant State Park for spectacular views from the summit, with trails suitable for all levels of experience. The park offers a refreshing outdoor escape with a mix of wooded paths, rocky ledges and open meadows.
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