If you’re dreaming of a coastal getaway where every step comes with ocean breezes, fresh-shucked oysters, and historic New England charm, Portland, Maine might be your next weekend escape.
The vibrant coastal destination—just about five hours from NYC—was just named the most walkable town in America in EatingWell’s 2026 Best Wellness Towns report. Beating out dozens of idyllic towns nationwide, Portland earned top honors for its cobblestone streets, 19th-century brick architecture, and an endless array of shops, seafood spots, and harbor views packed tightly into an effortlessly strollable peninsula.
It’s the ultimate escape for New Yorkers looking to trade the subway for sea air—especially since you don’t need a car to experience the best of it.
To curate the list, the outlet analyzed fresh data and consulted with top travel experts, evaluating everything from local produce markets to outdoor recreation and high-density walkability. Portland shattered expectations, claiming the #1 spot with a walkability score of 100.7—a massive 28.7 points above the national list average.
Travel advisor Whitney Shindelar noted why the coastal city stood out so clearly:
Walkability is not only supportive of getting some fresh air and exercise, but it’s also truly the best way to explore a new city. While walking around Portland, you can feel the energy of the city and the vibe of the locals as you discover shops, restaurants and historic points of interest.
What to do in Portland, Maine
Nestled on a scenic peninsula overlooking Casco Bay, this small city of 70,000 residents strikes the ideal balance between laid-back maritime charm and dynamic urban energy. With over five miles of continuous coastal walkways and a friendly, community-first feel, it’s built entirely for foot traffic.
These are the can’t-miss experiences along the water:
- 🦞 Wander the historic Old Port: Stroll authentic cobblestone streets lined with 19th-century brick buildings, independent boutiques, local art galleries, and cozy cafés
- 🦪 Eat your way through “America’s Foodiest Small Town”: From overflowing lobster rolls and raw bar oysters to James Beard Award-winning bakeries and inventive chef-driven bistros, Portland’s culinary footprint rivals cities ten times its size
- ⛴️ Hop the ferry to Peaks Island: Board a quick 15-minute ferry right from downtown for scenic island bike rides, quiet beaches, and unbeatable skyline views across Casco Bay
- 🌊 Walk the Eastern Promenade: Take in 68 acres of waterfront parkland featuring sweeping, panoramic ocean views, shaded picnic spots, and miles of uninterrupted walking trails
- 🍺 Explore the craft brewery scene: Known as one of the craft beer capitals of the U.S., Portland packs dozens of world-class microbreweries and tasting rooms into compact, walkable pockets
- ⚓ Watch the working waterfront: Walk the historic wooden piers where active fishing boats, lobster traps, and salt air offer a direct connection to one of New England’s classic maritime hubs
How to get there from NYC
Portland is an easy 5-hour drive from Manhattan, taking I-95 North straight through Connecticut, Massachusetts, and New Hampshire into southern Maine. Once you arrive, park the car—you won’t need it again all weekend
If you’d rather skip the drive, you can also take Amtrak from Penn Station to Boston, then transfer to the Downeaster, which arrives at Portland’s Transportation Center in about 2.5 hours. Several bus companies, including Concord Coach Lines and Greyhound, also offer service between New York City and Portland.
Whether you’re visiting for the world-class food scene or simply craving a picturesque coastal stroll, you’ll quickly see why it took the top spot in the country—you can easily spend three full days exploring without ever touching a steering wheel.