Travel
5 Last-Minute Summer Trips Near Woodbury And Middlebury
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 Woodbury and Middlebury, 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. The Berkshires, Massachusetts (1 hr 30 min)
Experience a mix of outdoor adventure and arts by hiking the scenic trails or visiting renowned cultural spots like the Norman Rockwell Museum. The Berkshires is a year-round destination with picturesque small towns, live theaters and farm-to-table dining.
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2. New Haven, Connecticut (50 min)
Enjoy the vibrant college town atmosphere with visits to Yale University’s art galleries and museums, including the Yale University Art Gallery. The city is also famous for its pizza culture, perfect for food lovers wanting to sample some of the best pies in the region.
3. East Haddam, Connecticut (1 hr 10 min)
Wander through a unique medieval-style stone castle built by actor William Gillette, set on scenic cliffs overlooking the Connecticut River. The park’s trails and picnic spots provide a wonderful outdoor escape with great views and plenty of history.
Find out what's happening in Woodbury-Middleburyfor free with the latest updates from Patch.
4. Hartford, Connecticut (1 hr)
Discover the capital city’s rich culture by visiting the Wadsworth Atheneum Museum of Art, the oldest public art museum in the country, or touring the historic Mark Twain House and Museum. Hartford also offers beautiful parks and a growing culinary scene to enjoy after your sightseeing.
5. Mystic, Connecticut (1 hr 30 min)
Explore the vibrant seaport village where you can visit the Mystic Aquarium to see marine life up close or wander through the historic Mystic Seaport Museum, which brings maritime history to life. The charming downtown offers plenty of shops, seafood eateries and scenic waterfront views perfect for a relaxing day.
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