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 and Day 2 Here.
Day 3: Three (Gay) Days in Boston
What would a visit to Boston be without checking the Freedom Trail? This 2.5 mile walk chronicle’s America’s history in the years leading up to and during the American Revolution. Although the walk technically starts on Boston Common, I’d suggest starting your morning by splurging at The Omni Parker House dining room for breakfast just a few blocks from the start of the trail. This restaurant has been serving Boston and Boston travelers since 1855 and is the birthplace of the Boston Cream Pie. It also has the distinction of having employed Ho Chi Minh and Malcolm X.
After walking the Freedom Trail you are going to be tired so spend the afternoon taking a 90-minute Duck Tour. Before or after your tour (you decide) grab lunch on Boylston Street in the Back Bay. I’m partial to the patio of Atlantic Fish Co. if you’re not a fan of seafood or want a cheap eats alternative check out Cafe Jaffa a few blocks away.
Start your final evening by visiting another iconic Boston restaurant, The Oak Long Bar + Kitchen, in the Fairmont Copley Hotel in Copley Square. For dinner on the cheap head over to a South End neighborhood mainstay, Anchovies, for basic, affordable homestyle Italian-American that is just a few blocks away. For something a little more interesting, try Myers + Chang – a Pan-Asian Tapas restaurant on Washington & Berkeley Street. Take a taxi rather than walk – it should be about $6 from Copley; again make reservations. After dinner walk just two blocks down Washington Street to Boston’s newest gay bar – more of a Bear / Sports Bar – Cathedral Station.