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Guidebook to Boston

Rob

Guidebook to Boston

Sightseeing
Gorgeous scenic pond in Milton with ducks, turtles, and lily pads in the summer. Scenic walk from our place through Columbine Cliffs (go through Kelly Field and Windsor Road/Standish Road + Hinckley Road) and around the Pond. Bonus: check out Steel & Rye nearby at Milton Village for great food + drink.
Turners Pond
Gorgeous scenic pond in Milton with ducks, turtles, and lily pads in the summer. Scenic walk from our place through Columbine Cliffs (go through Kelly Field and Windsor Road/Standish Road + Hinckley Road) and around the Pond. Bonus: check out Steel & Rye nearby at Milton Village for great food + drink.
This rail trail spans five miles from Dorchester into Milton. Enjoy the views of the Neponset River as you walk, run, or ride along the trail. Enter trail near Mattapan Station or Central Station. Nearby parks also offer plenty of fun for the family. Rent Bluebikes at Mattapan Square. Stop by Steel & Rye for great food + drink.
Lower Neponset River Trail
This rail trail spans five miles from Dorchester into Milton. Enjoy the views of the Neponset River as you walk, run, or ride along the trail. Enter trail near Mattapan Station or Central Station. Nearby parks also offer plenty of fun for the family. Rent Bluebikes at Mattapan Square. Stop by Steel & Rye for great food + drink.
The Blue Hills Reservation stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph, providing a green oasis in an urban environment. Rising above the horizon, Great Blue Hill reaches a height of 635 feet, the highest of the 22 hills in the Blue Hills chain. From the rocky summit visitors can see over the entire metropolitan area. There is an extensive, well-marked and maintained trail system with miles of fire road, double and single track. There are great views of Boston and the South Shore from several hilltops. Other activities available include hiking, swimming, rock climbing, canoeing, fishing and horseback riding. At Houghton’s Pond, there is a designated swimming area and a refreshment stand.
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Blue Hills Reservation
695 Hillside Street
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The Blue Hills Reservation stretches over 7,000 acres from Quincy to Dedham, Milton to Randolph, providing a green oasis in an urban environment. Rising above the horizon, Great Blue Hill reaches a height of 635 feet, the highest of the 22 hills in the Blue Hills chain. From the rocky summit visitors can see over the entire metropolitan area. There is an extensive, well-marked and maintained trail system with miles of fire road, double and single track. There are great views of Boston and the South Shore from several hilltops. Other activities available include hiking, swimming, rock climbing, canoeing, fishing and horseback riding. At Houghton’s Pond, there is a designated swimming area and a refreshment stand.
The Freedom Trail is a 2.5-mile-long path through downtown Boston, Massachusetts, that passes by 16 locations significant to the history of the United States. Marked largely with brick, it winds between Boston Common to the Bunker Hill Monument in Charlestown. Start the trail at Boston Common which is easy to get to on the MBTA Red Line (Park Street Station). Stop by the North End and North Station area for great food + drink.
Freedom Trail
The Freedom Trail is a 2.5-mile-long path through downtown Boston, Massachusetts, that passes by 16 locations significant to the history of the United States. Marked largely with brick, it winds between Boston Common to the Bunker Hill Monument in Charlestown. Start the trail at Boston Common which is easy to get to on the MBTA Red Line (Park Street Station). Stop by the North End and North Station area for great food + drink.
Faneuil Hall is a marketplace and meeting hall located near the waterfront and today's Government Center, in Boston, Massachusetts. Opened in 1743, it was the site of several speeches by Samuel Adams, James Otis, and others encouraging independence from Great Britain. It is now part of Boston National Historical Park and a well-known stop on the Freedom Trail. It is sometimes referred to as "the Cradle of Liberty." Great place for food + drink. The infamous Cheers is located here.
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Faneuil Hall
4 South Market Street
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Faneuil Hall is a marketplace and meeting hall located near the waterfront and today's Government Center, in Boston, Massachusetts. Opened in 1743, it was the site of several speeches by Samuel Adams, James Otis, and others encouraging independence from Great Britain. It is now part of Boston National Historical Park and a well-known stop on the Freedom Trail. It is sometimes referred to as "the Cradle of Liberty." Great place for food + drink. The infamous Cheers is located here.
Beacon Hill is a historic neighborhood in Boston, Massachusetts, and the hill upon which the Massachusetts State House resides. Check out Charles Street (for food + drink) then head over to Boston Common, Boston Public Garden, Commonwealth Avenue, Newbury Street, Copley Square, and the Prudential. Another Cheers bar is in the area.
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Beacon Hill
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Beacon Hill is a historic neighborhood in Boston, Massachusetts, and the hill upon which the Massachusetts State House resides. Check out Charles Street (for food + drink) then head over to Boston Common, Boston Public Garden, Commonwealth Avenue, Newbury Street, Copley Square, and the Prudential. Another Cheers bar is in the area.
Our favorite place in Boston! This beautiful area of Boston is the 17-mile stretch of land along the banks of the Charles River. To many people, this area is known as the Esplanade, especially near the Hatch Shell (great place for food). There are paths that run the entire stretch that make for a glorious place to walk, jog, rollerblade, bike or just get some sun and people-watch. Whether your interest is canoeing or ice skating, baseball or in-line skating, the Charles River is a beautiful resource. There is also a terrific new playground for kids to enjoy. Bonus: Nightshift Brewery has a pop up tenting area.
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Charles River Esplanade
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Our favorite place in Boston! This beautiful area of Boston is the 17-mile stretch of land along the banks of the Charles River. To many people, this area is known as the Esplanade, especially near the Hatch Shell (great place for food). There are paths that run the entire stretch that make for a glorious place to walk, jog, rollerblade, bike or just get some sun and people-watch. Whether your interest is canoeing or ice skating, baseball or in-line skating, the Charles River is a beautiful resource. There is also a terrific new playground for kids to enjoy. Bonus: Nightshift Brewery has a pop up tenting area.
Fenway Park is home of the Red Sox, one of the oldest baseball teams in Major League Baseball. Fenway Park was constructed in 1912 and is listed in the National Register of Historic Places at local, state, and national levels of significance. Great places for food + drink along Beacon Street, Brookline Avenue, Landsdowne Street, and Kenmore Square.
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Fenway Park
4 Yawkey Way
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Fenway Park is home of the Red Sox, one of the oldest baseball teams in Major League Baseball. Fenway Park was constructed in 1912 and is listed in the National Register of Historic Places at local, state, and national levels of significance. Great places for food + drink along Beacon Street, Brookline Avenue, Landsdowne Street, and Kenmore Square.
During the last few years, major developments include Northeastern becoming recognized as an arboretum. Check out the greenery on campus as well as the Fens nearby. Great places for food + drink along Huntington Avenue and Boylston Street in Back Bay.
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Northeastern University
360 Huntington Avenue
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During the last few years, major developments include Northeastern becoming recognized as an arboretum. Check out the greenery on campus as well as the Fens nearby. Great places for food + drink along Huntington Avenue and Boylston Street in Back Bay.
Massachusetts Institute of Technology (MIT) has an urban campus that extends more than a mile alongside the Charles River. AMAZING scenery along the Charles (best views of Boston hands downs - even though Stacy claims Piers Park in East Boston has better views). Great places for food + drink in Central Square.
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Massachusetts Institute of Technology
77 Massachusetts Avenue
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Massachusetts Institute of Technology (MIT) has an urban campus that extends more than a mile alongside the Charles River. AMAZING scenery along the Charles (best views of Boston hands downs - even though Stacy claims Piers Park in East Boston has better views). Great places for food + drink in Central Square.
Check out the Harvard Yard and Harvard Square at the most famous university in the world. Harvard Square has plenty of places for food + drink. Like MIT, great scenery along the Charles River.
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Harvard University
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Check out the Harvard Yard and Harvard Square at the most famous university in the world. Harvard Square has plenty of places for food + drink. Like MIT, great scenery along the Charles River.
Food scene
Lower Mills is an historic district on both sides of the Neponset River in the Dorchester neighborhood of Boston and the Town of Milton. Great places for food + drink include Steel & Rye, Yellow Door Taqueria, Lower Mills Tavern, The Bowery Bar, and Sweet Life.
Lower Mills
Lower Mills is an historic district on both sides of the Neponset River in the Dorchester neighborhood of Boston and the Town of Milton. Great places for food + drink include Steel & Rye, Yellow Door Taqueria, Lower Mills Tavern, The Bowery Bar, and Sweet Life.
Marina Bay in Quincy is the South Shore's food + drink destination. Check out Waterclub, Reelhouse, and Chantey.
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Marina Bay
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Marina Bay in Quincy is the South Shore's food + drink destination. Check out Waterclub, Reelhouse, and Chantey.
Seaport is Boston's new bustling neighborhood with a unique appeal. Explore art, culture, food + drink, and events in Seaport and Fort Point Channel Area.
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Seaport District
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Seaport is Boston's new bustling neighborhood with a unique appeal. Explore art, culture, food + drink, and events in Seaport and Fort Point Channel Area.
Jamaica Plain (JP) is our favorite neighborhood in Boston! JP has it all from the Harvard Arboretum to the JP Pond to AMAZING restaurants (especially excellent ethnic food). South St & Center St are where it’s at! Great places for food + drink include El Oriental de Cuba, Brassica, Tres Gatos, The Frogmore, Juicy Greens (shout out to our friends Ammy & Mike!), JP Seafood Cafe, The Haven, Exodus Bagels, Samuel Adams Brewery, Turtle Swamp Brewery, and Bella Luna & the Milky Way.
Jamaica Plain
Jamaica Plain (JP) is our favorite neighborhood in Boston! JP has it all from the Harvard Arboretum to the JP Pond to AMAZING restaurants (especially excellent ethnic food). South St & Center St are where it’s at! Great places for food + drink include El Oriental de Cuba, Brassica, Tres Gatos, The Frogmore, Juicy Greens (shout out to our friends Ammy & Mike!), JP Seafood Cafe, The Haven, Exodus Bagels, Samuel Adams Brewery, Turtle Swamp Brewery, and Bella Luna & the Milky Way.
Next to JP, Roslindale (Rozzie) is our next favorite Boston neighborhood. Rozzie features great food + drink options including Birch Street Cafe, Sophia’s Grotto, La Taqueria, Yucatán Tacos, Turtle Swamp Beer Garden, The Square Root, and Distraction Brewery.
Roslindale
Next to JP, Roslindale (Rozzie) is our next favorite Boston neighborhood. Rozzie features great food + drink options including Birch Street Cafe, Sophia’s Grotto, La Taqueria, Yucatán Tacos, Turtle Swamp Beer Garden, The Square Root, and Distraction Brewery.

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Public transportation is a great way to get around.
The trolley is free between Mattapan and Ashmont stations.
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CityPASS!
Book many of Boston's top attractions at a discount through CityPASS.com.
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Milton has a great scene too!
Milton is great for hiking, biking, running, or a leisurely walk and is an excellent place to dine. Check out the Lower Neponset River Trail, Kelly Field, Turner’s Pond, Cunningham Park, Houghton's Pond, and Blue Hills Reservation along with all the amazing restaurants such as Steel & Rye and Novara.