While the Wayside Inn has the feel of a special-occasion place, the Warren Tavern is a completely different animal, instead being a rather small watering hole located in one of the most congested neighborhoods in Boston, though also one of its most beautiful.
Rocky Neck is the “thumb” of the baseball glove, and it’s mostly separate from the rest of World’s End, not only geographically, but as just mentioned, in overall feel as well. Doing a little clockwise loop along the water here, you’ll feel like you’ve entered the aforementioned Acadia National Park, with dark and pointy coniferous trees giving a distinct Northwoods vibe to the area.
Sure, the Greater Boston area is a great place to be in October, but sometimes it’s nice to get out of town and experience what the rest of the region has to offer. Since there are so many options, the burning question is, where to go?
Accessible retreats to hit before blizzard season
A less-beachy beachside option south of Boston