Boston Rooftop Retreat Guidebook
Food scene
Fantastic breakfast and brunch spot just a 10 minute walk. There is usually a wait but it's worth it. Dinner is wonderful as well and generally they can seat you right away.
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Milkweed
1508 Tremont StFantastic breakfast and brunch spot just a 10 minute walk. There is usually a wait but it's worth it. Dinner is wonderful as well and generally they can seat you right away.
Wonderful, tasty, romantic and hip. 7 minute drive and so worth it. Great drinks, Spanish tapas and a great record room and bookstore where you can stock up on vintage vinyl.
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Tres Gatos
470 Centre StWonderful, tasty, romantic and hip. 7 minute drive and so worth it. Great drinks, Spanish tapas and a great record room and bookstore where you can stock up on vintage vinyl.
A local favorite for handmade donuts and good coffee for over 40 years. This is classic Boston and just a 10 minute walk.
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Mike's Donuts
1524 Tremont StA local favorite for handmade donuts and good coffee for over 40 years. This is classic Boston and just a 10 minute walk.
Hip spot for live music and food in the middle of the Boston arts scene. Great spot for dinner and to walk to area shopping. From the apartment just take the Orange line and get off at BackBay station and a full day of shopping, eating and being in the mix awaits.
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Beehive Restaurant
541 Tremont StHip spot for live music and food in the middle of the Boston arts scene. Great spot for dinner and to walk to area shopping. From the apartment just take the Orange line and get off at BackBay station and a full day of shopping, eating and being in the mix awaits.
Hip, tasty and great people watching! Start with a few tapas and wine and your off to a great evening!
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Barcelona Wine Bar
1700 Beacon StHip, tasty and great people watching! Start with a few tapas and wine and your off to a great evening!
If you love Cuban food this is a local favorite. Warm people and authentic cuisine.
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El Oriental De Cuba
416 Centre StIf you love Cuban food this is a local favorite. Warm people and authentic cuisine.
Doña Habana Restaurant
811 Massachusetts AveGreat Cuban food and cocktails.
Folks from all over know if you want the best cannoli, you got to go to Mikes! A local favorite for over 60 years. Enjoy strolling through Little Italy and enjoy some sweet treats.
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Mike's Pastry
300 Hanover StFolks from all over know if you want the best cannoli, you got to go to Mikes! A local favorite for over 60 years. Enjoy strolling through Little Italy and enjoy some sweet treats.
Nice local place for good food and beer. Just a 12 minute walk from the apartment.
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The Mission Bar & Grill
724 Huntington AveNice local place for good food and beer. Just a 12 minute walk from the apartment.
Nice local spot for good food and beer and about a 15 minute walk from the apartment.
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The Squealing Pig
134 Smith StNice local spot for good food and beer and about a 15 minute walk from the apartment.
Good local bar for burgers and beer. Just a 10 minute walk from the apartment.
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Flann O'Brien's
1619 Tremont StGood local bar for burgers and beer. Just a 10 minute walk from the apartment.
Wonderful and rich culture in the heart of the city. Fabulous authentic restaurants and walking distance to the theater district, Boston Common and The Downtown Crossing shopping district. Catch the Orange Line Train toward Oakgrove and get off at China Town.
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Chinatown
Wonderful and rich culture in the heart of the city. Fabulous authentic restaurants and walking distance to the theater district, Boston Common and The Downtown Crossing shopping district. Catch the Orange Line Train toward Oakgrove and get off at China Town.
Fantastic soul food with hearty portions at a reasonable price. Open from 8am-3pm. A 12 minute walk and in the heart of Roxbury's black community. They also deliver through UberEats or ChowHound. All of the food is homemade from scratch. Tell Chef Cheryl that Chandra sent you!
Soleil
2306 Washington StFantastic soul food with hearty portions at a reasonable price. Open from 8am-3pm. A 12 minute walk and in the heart of Roxbury's black community. They also deliver through UberEats or ChowHound. All of the food is homemade from scratch. Tell Chef Cheryl that Chandra sent you!
Craving Mexican Street Food? Hit up this spot for some tasty food. A ten minute walk from the apartment.
Chilacates Mission Hill
1482 A Tremont StCraving Mexican Street Food? Hit up this spot for some tasty food. A ten minute walk from the apartment.
When you are cravin Dunkin, this is the closet spot. A 10 minute walk from the apartment. Grab some coffee and a bagel and hop on the train and explore the city. Across the street from the Roxbury Crossing Train Station.
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Dunkin'
1631 Tremont StWhen you are cravin Dunkin, this is the closet spot. A 10 minute walk from the apartment. Grab some coffee and a bagel and hop on the train and explore the city. Across the street from the Roxbury Crossing Train Station.
If you love ice cream, you got to check out JP Licks. A local favorite for homemade ice cream. A 12 minute walk from the apartment.
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J.P. Licks
659 Centre StIf you love ice cream, you got to check out JP Licks. A local favorite for homemade ice cream. A 12 minute walk from the apartment.
Looking for great pizza and craft beer? This is your spot. A 15 minute minute walk from the apartment.
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Penguin Pizza
735 Huntington AveLooking for great pizza and craft beer? This is your spot. A 15 minute minute walk from the apartment.
Looking for good Sushi or Thai? This is your spot. A 15 minute walk from the apartment.
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Laughing Monk Cafe
737 Huntington AveLooking for good Sushi or Thai? This is your spot. A 15 minute walk from the apartment.
Great place for local craft beer, outdoor patio seating, great bbq and plenty of parking! A 15 minute drive from the apartment and worth the visit!
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Dorchester Brewing Company
1250 Massachusetts AveGreat place for local craft beer, outdoor patio seating, great bbq and plenty of parking! A 15 minute drive from the apartment and worth the visit!
It's about a 20 minute walk from the apartment and there is something for everyone. Award winning chefs serving up flavor in 15 different restaurants from Ramen, Italian, BBQ to Gelato. Also home to a cocktail bar and Trillium Brewery. Get there early if the Red Sox are playing.
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Time Out Market Boston
401 Park DriveIt's about a 20 minute walk from the apartment and there is something for everyone. Award winning chefs serving up flavor in 15 different restaurants from Ramen, Italian, BBQ to Gelato. Also home to a cocktail bar and Trillium Brewery. Get there early if the Red Sox are playing.
Chef Williams creates soulful and elegant Italian food with a romantic and classy spot in the heart of the SouthEnd. Take the subway and get off at Mass Ave and walk two blocks. Then head out and enjoy the city!
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MIDA
782 Tremont StChef Williams creates soulful and elegant Italian food with a romantic and classy spot in the heart of the SouthEnd. Take the subway and get off at Mass Ave and walk two blocks. Then head out and enjoy the city!
This is one of my favorite spots for tapas in a classic and elegant environment. The food and service is excellent! Get there early for dollar oysters. Then head out and enjoy the city. Reservations recommended.
Atlántico
This is one of my favorite spots for tapas in a classic and elegant environment. The food and service is excellent! Get there early for dollar oysters. Then head out and enjoy the city. Reservations recommended.
Terra at Eataly Boston
800 Boylston StreetRomantic and delicious. A bit on the pricey side but great vibes and decor.
A very romantic and delicious restaurant. A bit on the pricey side but vibes are great.
Contessa Boston
A very romantic and delicious restaurant. A bit on the pricey side but vibes are great.
Sightseeing
A must see Italian neighborhood of cobbled stone streets, fine eateries and locals. You could spend a day here then walk across the Rose Kennedy Greenway and see beautiful views of the city.
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North End
A must see Italian neighborhood of cobbled stone streets, fine eateries and locals. You could spend a day here then walk across the Rose Kennedy Greenway and see beautiful views of the city.
One of the most spectacular libraries in the country. Come be inspired and also check out the new wing and see tapings of NPR!
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Boston Public Library
700 Boylston StOne of the most spectacular libraries in the country. Come be inspired and also check out the new wing and see tapings of NPR!
An all time local and tourist favorite. Come walk through the gardens and get on a paddle boat and take in the views.
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Boston Public Garden
An all time local and tourist favorite. Come walk through the gardens and get on a paddle boat and take in the views.
Fort Hill Tower
22-98 Fort AvenueA 5 minute walk from the apartment with beautiful city views.
Great place for sightseeing, shopping and restaurants. Check out the Public Library, shop in Newbury St. and walk to the Boston Common. Get on the Orange Line Train and get off at BackBay station and experience Boston!
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Copley Square
560 Boylston StGreat place for sightseeing, shopping and restaurants. Check out the Public Library, shop in Newbury St. and walk to the Boston Common. Get on the Orange Line Train and get off at BackBay station and experience Boston!
Beautiful historic neighborhood with shopping, restaurants and sightseeing. Hop on the Orange Line Train and get off at Massachusetts Avenue.
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South End
Beautiful historic neighborhood with shopping, restaurants and sightseeing. Hop on the Orange Line Train and get off at Massachusetts Avenue.
This is a must if you love history or are a person of faith. The Mission was first opened in 1870 and is a treasure for the Mission Hill community.
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Basilica of Our Lady of Perpetual Help
1545 Tremont StThis is a must if you love history or are a person of faith. The Mission was first opened in 1870 and is a treasure for the Mission Hill community.
A beautiful place for where nature and public art meets. Catch the Orange line train and get off at Haymarket and explore the NorthEnd (Little Italy) and Faneuil Hall Marketplace.
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Rose Kennedy Greenway
Atlantic AvenueA beautiful place for where nature and public art meets. Catch the Orange line train and get off at Haymarket and explore the NorthEnd (Little Italy) and Faneuil Hall Marketplace.
A great place for local farm fresh food. A great indoor and out door experience for foodies.
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Haymarket
100 Hanover StA great place for local farm fresh food. A great indoor and out door experience for foodies.
First time to Boston? Then you have to check out the historic Faneuil Hall MarketPlace. You will be in for a great day of shopping and eating. From here you can walk to the NorthEnd, Chinatown, Theater District and Downtown Crossing. Boston is a walking town so bring comfortable shoes.
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I-Marketplace ye-Faneuil Hall
1 S Market StFirst time to Boston? Then you have to check out the historic Faneuil Hall MarketPlace. You will be in for a great day of shopping and eating. From here you can walk to the NorthEnd, Chinatown, Theater District and Downtown Crossing. Boston is a walking town so bring comfortable shoes.
Red Sox fans, this is your spot. One of the last historic ball parks in the country. Parking will cost you $60-80 so it’s best to walk. It takes about 25 minutes from the apartment. It’s a lovely walk. So get ready for a great game, hot dogs and beer and singing “Sweet Caroline”!
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Red Sox
4 Jersey StRed Sox fans, this is your spot. One of the last historic ball parks in the country. Parking will cost you $60-80 so it’s best to walk. It takes about 25 minutes from the apartment. It’s a lovely walk. So get ready for a great game, hot dogs and beer and singing “Sweet Caroline”!
Museums
World class art museum.
One of the world best art museums! Check out new exhibitions or take a class. Just a 15 minute walk from the apartment.
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Museum of Fine Arts, Boston
465 Huntington AvenueOne of the world best art museums! Check out new exhibitions or take a class. Just a 15 minute walk from the apartment.
World class contemporary art museum with live after hours events.
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Institute of Contemporary Art, Boston
25 Harbor Shore DrWorld class contemporary art museum with live after hours events.
This is a must for families and any one who loves the environment. Beautifully located on wharf with spectaculars views. One of the best museums in New England!
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I-Aquarium ye-New England
1 Central WharfThis is a must for families and any one who loves the environment. Beautifully located on wharf with spectaculars views. One of the best museums in New England!
Massart Museum is a great local art museum that features local, national and international artists and is always free. It’s a 12 minute walk from the apartment and then a six minute walk to the MFA! Or catch the Green line train and head into the city.
MassArt Art Museum
Massart Museum is a great local art museum that features local, national and international artists and is always free. It’s a 12 minute walk from the apartment and then a six minute walk to the MFA! Or catch the Green line train and head into the city.
Explore a fabulous courtyard, the home of a wealthy heiress and her treasured art collection and a new contemporary wing.
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Isabella Stewart Gardner Museum
25 Evans WayExplore a fabulous courtyard, the home of a wealthy heiress and her treasured art collection and a new contemporary wing.
Transportation
Public transit is safe and efficient. It’s the best way to explore the city.
This is your closest T stop. Just walk four blocks and you are at the apartment. Get on the train and you can explore the city!
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Roxbury Crossing station
1400 Tremont StThis is your closest T stop. Just walk four blocks and you are at the apartment. Get on the train and you can explore the city!
Grocery stores
This grocery store is a 6 minute drive or 20 minute walk. You could also take the Orange Line and get off at StonyBrook station.
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Whole Foods Market
413 Centre StThis grocery store is a 6 minute drive or 20 minute walk. You could also take the Orange Line and get off at StonyBrook station.
Community grocery store specializing in Caribbean staples and spices. 6 minute drive or 20 minute walk.
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Tropical Foods
450 Melnea Cass BlvdCommunity grocery store specializing in Caribbean staples and spices. 6 minute drive or 20 minute walk.
Get your produce and groceries here. A 7 minute car ride or 20 minute walk.
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Stop & Shop
301 Centre StGet your produce and groceries here. A 7 minute car ride or 20 minute walk.
This is your closest bodega/convenience store. They will have most of what you need to get you started for you stay (coffee, eggs, bread, ice cream, beer, wine, etc). Big selection of craft beers. This is about a 10 minute walk from the apartment. If you are arriving by train (Roxbury Crossing), it's one block over next to the Dunkin Donuts so grab a few things before you head to the apartment.
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Fuentes Market & Liquors
680 Parker StThis is your closest bodega/convenience store. They will have most of what you need to get you started for you stay (coffee, eggs, bread, ice cream, beer, wine, etc). Big selection of craft beers. This is about a 10 minute walk from the apartment. If you are arriving by train (Roxbury Crossing), it's one block over next to the Dunkin Donuts so grab a few things before you head to the apartment.
Music
A historic and local favorite! One of the last true jazz clubs showcasing the best local talent. If you love Jazz, this is your spot.
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Wally's Cafe Jazz Club
427 Massachusetts AveA historic and local favorite! One of the last true jazz clubs showcasing the best local talent. If you love Jazz, this is your spot.
Newest spot for live music in the Fenway area. Wonderful live shows in the heart of the city!
MGM Music Hall at Fenway
Newest spot for live music in the Fenway area. Wonderful live shows in the heart of the city!
Neighborhoods
Want authentic Chinese food and a beautiful neighborhood stroll? Be sure to visit Chinatown and the Theater District.
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Chinatown
Want authentic Chinese food and a beautiful neighborhood stroll? Be sure to visit Chinatown and the Theater District.
Love culture? Be sure to check out a performance in the Theater district. Boston is a walking town so be sure to get out and explore.
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Boston Theater District
Love culture? Be sure to check out a performance in the Theater district. Boston is a walking town so be sure to get out and explore.
Want to shop? This is the spot. Catch the Orange line Train and get off at Downtown Crossing and spend the day shopping and sight seeing.
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Downtown Crossing
Want to shop? This is the spot. Catch the Orange line Train and get off at Downtown Crossing and spend the day shopping and sight seeing.