Boston in 48 Hours

Photo by Tim Sackton

Compact Boston neighborhoods perfect for walking and exploring

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Compared to some other East Coast cities that we know, Boston is delightfully self-contained and you can see the best of Boston in 48 hours. The historic heart and major attractions are largely within a three-square-mile area So put on your walking shoes and get ready for a weekend of historic ‘hoods, pretty parks, top-notch museums, and plenty of seafood.


4 p.m. Welcome to Boston. From Boston Logan International Airport, it’s easy to grab a taxi into town or hop on the silver line bus to South Station.

6 p.m. May we suggest seafood for dinner? Head to the Seaport District for a lobster in the rough or oysters on the half-shell. Reservations are essential at more upscale restaurants. Otherwise, line up at the counter at Yankee Lobster Company for the freshest seafood around. After dinner, stroll along the waterfront and enjoy the views of city and harbor.

9 p.m. You can stay right in this area for your evening’s entertainment, whether it’s cocktails at Drink, comedy at Laugh Boston or high-minded culture at the ICA Boston.

1 a.m. Feeling peckish? Never fear, there are plenty of late-night eating options in nearby Chinatown.

Saturday, a full-on day in Boston

9 a.m. If you want to visit a museum or take a tour, we recommend getting an early start. Fan favorites include the New England Aquarium (or perhaps a whale-watching trip) or the Museum of Fine Arts. Alternatively, here’s your chance to explore the Freedom Trail. (Skip the guided tour and download the mobile app.)

1 p.m. Grab lunch from a food truck near the Boston Common or Dewey Square on the Greenway.

2 p.m. Wander along the Rose Kennedy Greenway, the ribbon of parks that unrolls around downtown Boston. Walk the labyrinth and cool off in the Rings Fountain. Take a ride on the carousel, featuring creatures from New England forests and waters. From May to October, browse for locally-made, artsy-crafty souvenirs at the Greenway Open Market.

6 p.m. Park yourself on a stool at historic Union Oyster House to sip a brew and slurp some oysters, just as generations of Bostonians have done before you.

8 p.m. For dinner, your destination is the North End, the city’s atmospheric Italian neighborhood. Many restaurants do not accept reservations, but it’s worth the wait for delectable house-made pasta.

11 p.m. For a nightcap, stop at the classy Liberty Hotel, housed in the former Charles-Street jail. Drinks are served the former drunk tank or beneath of the soaring ceiling in the lobby lounge.


10 a.m. Start your Sunday with a jazz brunch at the Beehive (reserve!) or a stack of giant pancakes from the Paramount.

Noon. Stroll over to Copley Square to ogle Boston’s architectural landmarks – the stately Boston Public Library, Henry Hobson Richardson’s remarkable Trinity Church, and the minimalist modernist John Hancock tower. The latter is closed to the public, but it’s worth peeking inside the library and the church. (Ask for a free brochure about the artistic highlights.)

2 p.m. Have a late lunch at one of Newbury Street’s sunny sidewalk cafes. Then wander across the Public Garden – admiring the seasonal blooms and Swan Boats – on your way back to your hotel.

4 p.m. Pick up your bags and head to Logan for your flight out of town.

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