I’ve often commented on how much I love Boston and am happy to act as any newcomer’s or visitor’s concierge, answering questions or providing suggestions. While I realize my preferences may not be yours, I thought I’d share ideas on what to see over three days in Boston. I’ve taken care to avoid suggesting places only a trust fund baby can afford. You can read my suggestions from Day 1 Here.
Day 2: Three (Gay) Days in Boston
Leave all the walking for the afternoon today and start your morning at the original The South End Buttery on the corner of Shawmut Ave and Union Park St. Relax and enjoy the morning hub bub, use the free wifi and people watch at this busy corner coffee shop that serves some of the best coffee in town.
In the afternoon head over to Ernesto’s Pizza on Salem Street. It isn’t as famous as some of its neighbors but it is damn good, has no lines and the slices are HUGE. Then go to The Modern Pastry to get something decadently sweet you can enjoy while you stroll down The Rose Kennedy Greenway, which offers views of Boston’s skyline, harbor and public art. When you end your walk near Chinatown, take a left and head over to Boston’s only remaining Gay Bookstore, Calamus Bookstore (at 92b South Street; open 11am – 7pm Tues – Sat and 12-6pm Sun). Peruse the shelves and support this great LGBT bookstore with a purchase or two.
In the evening go to Sister Sorel on Tremont Street (or next door if it is nice weather – Tremont 647) in the South End to carouse with locals. Skip the food here; it is the n’hood vibe that makes the place fun. While it isn’t technically a gay pub, there is always a quorum present. When you get hungry head over to Stella on Washington Street; it may seem like a tough area but it is safer than you’d ever imagine so walk like a local down W. Brookline Street until you arrive at Stella. If it is the weekend, ask for directions to the back bar where it is easier to snag a seat. After dinner head to the front bar for drinks and people watching.