Four Day Trips in Boston
1) Walk through historic Beacon Hill; dine at Faneuil Hall Marketplace.
Beacon Hill, with its gas lanterns and cobblestones, is a “must see”. If you ignore the cars, you can easily imagine yourself walking these charming streets back in the 18th century. Notice the iron boot-scrapers that still exist on the front steps of the ivy-covered brick townhouses. Begin your walk on Charles Street (take the Red Line to the Charles Street/ MGH T stop) taking in the shops and galleries. Try a pastry at Café Vanille (#70) then turn left onto Mt. Vernon Street going up the hill. Take a right onto Joy Street, a left onto Beacon Street, and turn right onto Park Street in front of the gold-domed State House. Take a left onto Tremont and you’ll see the Old Granary Burial Ground where Paul Revere lies. Follow Tremont until you see Boston City Hall, voted “The World’s Ugliest Building” according to Virtualtourist.com. Cross the street towards City Hall and go down the steps to Faneuil Hall Marketplace. Grab a bite at the amazing food court or sit down at one of the many restaurants in the area. Try the Union Oyster House, one of America's oldest dining establishments, for a combination of great seafood and atmosphere.
2) Walk the Freedom Trail; Explore the North End, Boston's oldest neighborhood; Dine on authentic Italian cuisine.
A great way to experience the charm and history of the city is to walk the Freedom Trail, which will lead you to 16 of Boston’s historic hotspots, including Old North Church, Paul Revere’s House and the site of the Boston Massacre. The Freedom Trail begins at the Boston Common Visitor Information Center which can be reached by T (Take the Green or Red Line to the “Park Street” stop.) Pick up a map and you're on your way. Simply follow the red line on the sidewalk, which leads you along the winding 2.5 mile path. If you get tired, you can pay a flat fee and hop on and off of one of the tour trolleys that follow the same route. Cut the tour short and finish at the Old North Church in Boston’s “North End,” a colorful Italian neighborhood filled with bakeries, cafés and famous restaurants. Enjoy an authentic Italian meal and then top off the day with a fresh and famous cannolli from Mikes Pastry Shop on Hanover Street.
3) Explore Harvard Square, Cambridge; Enjoy lunch and “people- watch.”
Cambridge is Boston’s funky sister. Just across the Charles River you’ll find fantastic ethnic restaurants, street musicians, cool shops and diverse neighborhoods.
Take the T (Red Line) to Harvard Square and tour Harvard Yard (pronounced “Hahhvahhd Yahhd”). Shop your way through the Square, explore a few of the fantastic bookstores and “do lunch.” Try Fire and Ice (50 Church St.) for make-your-own stir fry or Cambridge 1 (27 Church St.) for delicious grilled pizza. If you visit Harvard Square in the evening, seek out the entertaining street musicians, which are usually stationed by the subway and around Brattle Street.
4) Shop on Newbury Street; enjoy coffee in an outdoor cafe; relax on the Esplanade.
Lower Newbury Street is known for its high-end boutiques (Armani, Burberry, Marc Jacobs and Betsey Johnson) but the upper end has recently defined itself as a destination for students. The area has great shopping, cafés and ice cream‹not to mention a steady stream of interesting pedestrians. (Take the Green Line to the Hynes Convention Center T stop.) Amble down Newbury Street and enjoy the sights. Be sure to check out UrbanOutfitters (#361) and Johnny Cupcakes (#279). If you're interested in gently-used designer clothes you'll love The Closet (#175) and Second Time Around (#219.) If the weather is nice, stop for a bite to eat at one of the outdoor cafés or, if it’s chilly, head inside for a frothy cappuccino. Once you are recharged, make a left on Dartmouth Street, cross Commonwealth Ave., and turn right onto Beacon St. Go straight three blocks, and cross the Arthur Feidler Footbridge, into the Charles River’s Esplanade. Straight ahead is the famous Hatch Shell, which hosts festivals and concerts. With sailboats, joggers, skaters, and bikers drifting by, the beauty and bustle of the Esplanade is always mesmerizing.