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Created by Meg Berman Updated On: January 4, 2019
Welcome to America's Walking City. From modern marvels, to the front steps of a revolutionary history, Boston has something for everyone to uncover year-round.
1 Hampshire St (at Cardinal Medeiros Ave.), Cambridge, MA
Breakfast Spot · 240 tips and reviews
Meg Berman: Offers breakfast, lunch and dinner Monday-Sunday. The Taco After Party may be my favorite dish on the breakfast menu. Note: Weekends are super busy for breakfast. Make a reservation ahead of time.
Meg Berman: Offers breakfast, lunch and dinner, daily. The Taco After Party may be my favorite dish on the breakfast menu. Pairs well with the Bloody Mary flight. Weekends are super busy for breakfast.
Meg Berman: One of the last true 24 hour diners in Boston and is a blast from the past. They serve everything, from authentic root beer floats to bold cups of Joe. Try the Boston Cream Pancakes!
270 Western Ave (btwn Everett & Riverdale), Allston, MA
Diner · North Allston · 74 tips and reviews
Meg Berman: This Allston staple offers comfort foods with a healthier twist. Using cage free eggs & local produce, you'd be remiss to skip an omelette at The Breakfast Club. Avoid long weekend waits, order to go.
Meg Berman: Do you love big and sweet breakfast portions? Don't miss their candy themed pancakes that are the size of your head. Reese's, M&Ms, and Snickers pancakes will satisfy every sweet tooth!
Meg Berman: Four words: Wicked. Sinful. French. Toast. This dish is worth the drive from Boston to Metro West. Bringing the kids? Experience one of the true family-owned, family-friendly diners in Boston.
101 S Market St. (at Faneuil Hall Marketplace), Boston, MA
Gastropub · Downtown Boston · 85 tips and reviews
Meg Berman: Known more for dinner and drinks than brunch, which makes it easy to get into this local favorite on Sunday! New England-ize the eggs benedict with lobster over poached eggs and Portuguese muffin.
American Restaurant · West Peabody · 47 tips and reviews
Meg Berman: Tucked away on the North Shore, this breakfast spot favorite is also open for lunch and dinner. Try Red's Steak Bomb in an omelette for breakfast or as a sandwich for lunch!
Meg Berman: Pop into South End Buttery for homemade macarons and coffee to-go from their picturesque storefront, or discover the quaint dining area, tucked away with a cozy fireplace and extensive wine menu.
Meg Berman: No matter what you order at Zaftigs, make sure you order a bagel with one of the smoked fish options and cream cheese on the side. Breakfast is served all day!
Sandwich Spot · Bay Village · 138 tips and reviews
Meg Berman: Available for takeout or delivery, Mike & Patty's breakfast sandwiches are not to be missed! Torta and Breakfast Grilled Crack are must-order sandwiches, especially for those with big appetites.
Meg Berman: Discover the best huevos rancheros this side of the Mississippi at this Southie classic diner. The Paramount offers more than just breakfast - Stop by for lunch and dinner too.
44 Province St (btwn Bromfield & School), Boston, MA
Sandwich Spot · Downtown Boston · 108 tips and reviews
Meg Berman: You haven't had pastrami until you've had it in a signature sandwich from Sam LaGrassa's. With 8 options, or build your own, you are bound to find a bite to satisfy your lunch time craving.
Australian Restaurant · Jeffries Point · 41 tips and reviews
Meg Berman: Boston Harbor views. Australian meat pies. Lawn games. KO Pies at the Shipyard is a perfect place for lunch. My pick is Spicy Shrimp on the Barbie & a Downeast Cider, whose cannery is across the way.
Seafood Restaurant · Downtown Boston · 91 tips and reviews
Meg Berman: Located in an unassumingly special trailer, James Hook & Co. offers the best lobster rolls, with lots of tail & claw meat, light on the mayo. Open year round for lunch, expect long lines when sunny.
Meg Berman: The only pizza in the world that can top a New York slice! Must be all the old-world Italian seasonings. They don't take reservations, so if you are going for lunch, try and catch a seat at the bar.
American Restaurant · Back Bay East · 157 tips and reviews
Meg Berman: Stephanie's on Newbury is the perfect place for an outdoor lunch with optimal people-watching. While the entrees are superb, I recommend leaving room for the crème brûlée.
Seafood Restaurant · Seaport District · 177 tips and reviews
Meg Berman: Open year round, this Seaport district fixture is a great spot for on-the-water dining. Arrive by boat & dock at the marina during low tide. The menu features seafood options from across New England.
410 Revere Beach Blvd (at Oak Island St), Revere, MA
Sandwich Spot · 49 tips and reviews
Meg Berman: Known for their hot dogs, but made famous by their New England-style roast beef sandwiches! Grab a sandwich and fries to go and then head to Revere Beach across the street for the perfect picnic.
Meg Berman: With a chic, modern dining space, this restaurant offers the prettiest cocktails, best spinach & artichoke dip, and upscale takes on comfort food. Be sure to try the pulled pork mac and cheese!
Burger Joint · Fenway - Kenmore - Audubon Circle - Longwood · 233 tips and reviews
Meg Berman: Craft beer and burger lovers unite here. This burger bar haven features endless options of local craft beers. Not liking the options? Build your own! Extra busy around concerts and baseball games.
528 Commonwealth Ave (at Kenmore Square), Boston, MA
American Restaurant · Kenmore · 304 tips and reviews
Meg Berman: Not just a restaurant, but a dining experience. Prepare to spend lots of time here getting to know the staff over great food, great cocktails and great conversation. Extra busy during Fenway events.
New American Restaurant · Downtown Boston · 84 tips and reviews
Meg Berman: This modern-day supper club speakeasy takes the craft cocktail game to the next level. Reservations for dinner are recommended, especially to get in through the beauty salon.
Meg Berman: Lolita's is everything you want in an edgy, Mexican cantina. Try the Spicy Cucumber Margarita. Be sure to ask for the cotton candy treat with your check! Reservations are recommended for dinner.
Meg Berman: Try the buttermilk tempura chicken, dan dan noodles and tiki drinks. Gluten free lunch and dinner menu options available. $5 parking after 5pm at Necco St garage.
Italian Restaurant · North End · 106 tips and reviews
Meg Berman: Open only for dinner, Giacomo's provides the best Italian meals in the North End. Get there early, as lines can be long for this local fan favorite restaurant.
Chinese Restaurant · South End · 215 tips and reviews
Meg Berman: From the owners of Flour Bakery, comes Myers + Chang. A downright fresh take on American-Chinese cuisine. The braised pork belly buns are a must-order item.
Gourmet Store · Prudential - St. Botolph · 55 tips and reviews
Meg Berman: Easy access to and from the Shops at Prudential Center, Eataly Boston provides fine Italian provisions across 12 options for dining and shopping. Open for breakfast, lunch and dinner!
Restaurant · Central Maverick Square - Paris Street · 19 tips and reviews
Meg Berman: Come for the views of the Boston skyline, stay for the fresh seafood dishes. Take the water taxi from downtown Boston directly to this East Boston, waterfront restaurant's doorstep.
800 Boylston St (Prudential Tower, 52nd Fl.), Boston, MA
American Restaurant · Prudential - St. Botolph · 218 tips and reviews
Meg Berman: For a more high-end dining experience, enjoy 360* views of Boston and Cambridge, right from your table. Located 52 floors above the city, reservations and smart casual dress attire required.
Seafood Restaurant · Kenmore · 304 tips and reviews
Meg Berman: This spot serves up fresh oysters, plucked from the sea every day. Experience Island Creek Oyster Bar for brunch or dinner. Reservations recommended.
Seafood Restaurant · Seaport District · 184 tips and reviews
Meg Berman: Discover one of the best raw bars in Boston. The restaurant is known for its unique dinner series, featuring guest chefs. Reservations strongly recommended!
Seafood Restaurant · North End · 356 tips and reviews
Meg Berman: Even though the menu is extensive, be sure to check out their daily Specials menu. Seafood surprises like lobster tacos and shrimp & grits appear weekly. Reservations highly recommended.
Chinese Restaurant · Washington Square · 45 tips and reviews
Meg Berman: Golden Temple gives off some Indiana Jones vibes, while delivering the best Chinese with fresh ingredients. I recommend the beef and oyster sauce paired with their signature Mai Tai.
Meg Berman: Let the Barcelona sommeliers transport you directly to Spain with recommendations on bold, rich red wines to accompany the perfect tapas pairings.
Burger Joint · Brookline Village · 5 tips and reviews
Meg Berman: Great lunch time spot, right next to the Brookline T stop on the Green Line. Sink your teeth into the Big Tex burger and wash it down with a boozie milkshake. Non-booze milkshakes also available!
American Restaurant · Financial District · 76 tips and reviews
Meg Berman: Skip the usually crowded first floor seating and head straight to the lower level. The vibe is of a turn-of-the-century wine cellar with an open kitchen concept. Brunch is available on weekends.
Italian Restaurant · North End · 39 tips and reviews
Meg Berman: This intimately small North End staple is as delicious as its exclusivity. Reservations are highly recommended. Perfect spot for a business dinner or a romantic date night for two.
Meg Berman: An entertainment venue romancing as the North Shore's largest Chinese restaurant. Check out Kowloon's comedy club nights, live music events, and more! No reservations needed.
Meg Berman: Open seasonally, Lawn On D provides fun for everyone. From movie nights, to glow in the dark swings, to beer nights, there is something for everyone, mid-spring through early fall.
Music Venue · Seaport District · 54 tips and reviews
Meg Berman: There is no better place to see live music than this venue right on the water. Located in the Seaport district, with lots of restaurant and bar options for before or after the concert.
Meg Berman: Harpoon gives one of the best brewery tours I have ever been on. Order the giant pretzel with your beer of choice in the beer hall, post-tour.
30 Germania St (btwn Brookside Ave & Bismark St), Boston, MA
Brewery · Jamaica Plain · 248 tips and reviews
Meg Berman: The originator of the craft beer game, Samuel Adams Brewery's tasting room is a must-see spot. Enjoy a few cold pints while playing a game of shuffleboard in the Jamaica Plain location.
Meg Berman: A true New England cider house in historic Salem. With rotating, seasonal ciders & a few bar favorite staples, such as Nova, FFTC satisfies even the biggest cider critics. Try out their trivia nights.
541 Tremont St (btwn Clarendon & Berkeley St), Boston, MA
American Restaurant · South End · 256 tips and reviews
Meg Berman: Jazz and craft cocktails take over this French-inspired, speakeasy bistro. Available for brunch, lunch and dinner. Take home a souvenir. All artwork on the walls are available for purchase!
Bowling Alley · Fenway - Kenmore - Audubon Circle - Longwood · 69 tips and reviews
Meg Berman: Take a break for a little fun with luxury lane bowling in the Fenway area. Reservations recommended Thursday through Saturday evenings. Can be a bit busier during Fenway events.
Seafood Restaurant · Seaport District · 115 tips and reviews
Meg Berman: Enjoy drinks with a view over beautiful Boston Harbor from the third floor or the outside patio when the weather is warmer. The wine list and the sunsets are not to be missed!
Sports Bar · Fenway - Kenmore - Audubon Circle - Longwood · 90 tips and reviews
Meg Berman: Get a unique view into Fenway Park from this bar that is located inside the center field wall! Open year round. Expect the bar to be busier during Fenway events.
Meg Berman: The line will be worth the wait in this tiny carry-out only brewery location. During good weather, check out the beer garden on Rose Kennedy Greenway.
Meg Berman: Located just outside of Boston, Nashoba Valley Winery thrives on fruitful wines. Open a bottle of the Strawberry Rhubarb wine and have a picnic on the winery's sprawling yard.
American Restaurant · D Street - West Broadway · 70 tips and reviews
Meg Berman: Brunch early! Fridays at Lincoln Tavern are fun with the Brunch Test Kitchen. Test out items that may or may not make it on top of the regular Saturday and Sunday brunch menus.
American Restaurant · Downtown Boston · 32 tips and reviews
Meg Berman: This Theater District favorite is perfect for families, couples, and friends alike. Treat yourselves to the cinnamon donuts for dessert or try one of their stellar signature cocktails.
300 Hanover St (btwn Parmenter & Prince St), Boston, MA
Pastry Shop · North End · 572 tips and reviews
Meg Berman: This cash only North End icon is the premiere cannoli maker in Boston. Ask anyone what to get at Mike's & they'll tell you cannoli. Do a taste-test with their rival, Modern Pastry, across the street.
Meg Berman: This bistro-style coffee shop is not only great for grabbing a quick pastry or bagel for breakfast, but it's perfect for a light lunch with sandwich and salad options. Don't forget to try a lemon bar!
Coffee Shop · Back Bay East · 153 tips and reviews
Meg Berman: I'm almost certain Thinking Cup created latte art. Couple their lattes with fresh baked pastries and you can have yourself the perfect morning on Newbury Street.
Meg Berman: Union Square Donuts does not disappoint with their endless donut options. May I tempt you with my personal favorite? - The maple bacon donut!
Coffee Shop · Downtown Boston · 18 tips and reviews
Meg Berman: Caffe Nero's Nitro Cold Brew will energize your morning straight through lunch. Which is good because you can come back for their delicious take on the Waldorf Chicken Salad for lunch.
263 Hanover St (btwn Cross & Richmond), Boston, MA
Pastry Shop · North End · 159 tips and reviews
Meg Berman: Modern Pastry offers up sweet and savory Italian delights in the North End. This cash only place is a rival of the famed Mike's Pastry. Put them both to a taste-test while you're on Hanover Street!
Meg Berman: Kimball Farm's has provided 50 flavors of ice cream to patrons for nearly 80 years. Enjoy your treat at the farm's petting zoo, mini golf course, batting cages and more. Open seasonally.
4 Jersey St (btwn Lansdowne St & Van Ness St), Boston, MA
Baseball Stadium · Fenway - Kenmore - Audubon Circle - Longwood · 740 tips and reviews
Meg Berman: Welcome to a living baseball museum. Fenway Park is the country's oldest and most beloved ballpark. Take the Fenway Park tour when the World Series champs are out of town.
Meg Berman: Home of the 5-time Super Bowl champs, the New England Patriots! Gillette also hosts major league soccer games, concerts and other events. Check out the adjacent shopping and restaurant area.
9 Arlington St (btwn Beacon & Boylston St), Boston, MA
Garden · 199 tips and reviews
Meg Berman: Take a leisurely stroll through beautiful gardens that provide picture-perfect year round scenery. Visit the Make Way for Duckling Statues. During warm weather, arrive early to ride the Swan Boats.
Meg Berman: See lions, tigers, and red pandas. Oh my! Check out the Children's Zoo area where kids can run, play and explore along side some friendly, favorite animals. Zoo is open year round.
Meg Berman: See sloths, bears, exotic birds and more at Stone Zoo. The zoo is open year round and offers unique events like ZooLights and Tales and Ales.
Meg Berman: Fun for the whole family. With activities from picking your own fruit, to train rides, to cider tours, you can easily fill your day at this local favorite.
Meg Berman: Learn to sail on the waters of Boston Harbor with the cityscape as your backdrop. Piers Park also provides great walking paths and picnic locations.
Art Museum · Seaport District · 123 tips and reviews
Meg Berman: Situated on Boston Harbor, the ICA now has two locations. One location in the Seaport and one in East Boston. Travel between the two contemporary art museums by water taxi.
1 Science Park (at Monsignor O'Brien Hwy), Boston, MA
Science Museum · 203 tips and reviews
Meg Berman: With 700 interactive rotating exhibits, family fun has never seemed so educational. Check out the Music Under the Dome experience in the planetarium with music from Pink Floyd, Aerosmith and more.
Art Museum · Fenway - Kenmore - Audubon Circle - Longwood · 302 tips and reviews
Meg Berman: See the largest collection of impressionist artwork in America. View the famous portrait of George Washington. Museum entry is free Wednesday nights after 4pm and a few holidays throughout the year.
Art Museum · Medical Center Area · 175 tips and reviews
Meg Berman: Visit the site of the most famous art heist in the world and see the empty frames that wait to welcome their missing artwork back. Stay for the beautiful gardens and grounds. Open daily, 11am - 5pm.
Tour Provider · Prudential - St. Botolph · 72 tips and reviews
Meg Berman: With 3 options for Duck Tour boarding, the Prudential Center location has always been my favorite. You see more of historic Boston from this location. Open daily, April-early November.
Harbor or Marina · Waterfront · 7 tips and reviews
Meg Berman: Prepare to be soaked in Boston Harbor aboard the thrilling Codzilla speed boat! Zip along the water and splash as you whip around in 360 degrees of fun. Fun for all ages!
306 Congress Street (on the Congress St bridge), Boston, MA
History Museum · Downtown Boston · 73 tips and reviews
Meg Berman: Huzzah! No taxation without representation! Reenact the incident that ignited a revolution by tossing tea into Boston Harbor. Keep an eye out for Tavern Nights at Abigail Adam's tea room.
Indie Movie Theater · Coolidge Corner · 73 tips and reviews
Meg Berman: Take a date night to Coolidge Corner Theater, one of the oldest cinemas in Boston to still stand. The theater offers mainstream, independent and documentary films.
Boat or Ferry · East Cambridge · 3 tips and reviews
Meg Berman: Experience the city from a different view. Take a cruise down the Charles River. For a more unique experience, hire a gondola boat for a romantic trip on the river.
Charlestown Navy Yard (at Constitution Rd), Boston, MA
Boat or Ferry · Thompson Square - Bunker Hill · 75 tips and reviews
Meg Berman: Climb aboard and learn why they call her Old Ironsides. With daily self-guided or group tours led by a member of the US Navy, experience all the world's oldest commissioned war ship has to offer.
1 S Market St (at Congress St & North St), Boston, MA
Historic and Protected Site · Downtown Boston · 201 tips and reviews
Meg Berman: Visit the Hub of the Hub. Faneuil Hall Marketplace offers great shopping and dining options. From name brand stores to Boston souvenirs, Irish pubs to a replica Cheers, there's something for everyone.
Shopping Mall · Prudential - St. Botolph · 34 tips and reviews
Meg Berman: High-end shopping at its finest can be found in the Copley Place. From Neiman Marcus to Tiffany's & Co., splurge and treat yourself or enjoy the window shopping!
Meg Berman: Endless options for family fun or date night. With Kings Bowling, The Yard House, Showcase Superluxe Cinema, LL Bean, and more, you are bound to spend hours in a shopper's paradise.
Meg Berman: Not far from the Hingham Shipyard, where you can catch the Wahlberg family, is Derby Street Shoppes. With options for dining and shopping, it's a great place to spend a day with the girls.
Meg Berman: From bowling to shopping, endless dining options and green space for play, MarketStreet Lynnfield is the perfect city day-escape for families, friends and couples alike.
Meg Berman: Open every Sunday, May - October, SoWa Open Market is a place where friends & family meet. Explore unique art exhibits, farmers market, food trucks and more.
Meg Berman: Next to Gillette Stadium, this outdoor shopping & dining lifestyle center offers an array of options for all. From winter skating to bowling, to dueling pianos and high-end shopping, to upscale bites.
Shoe Store · Fenway - Kenmore - Audubon Circle - Longwood · 43 tips and reviews
Meg Berman: Don't be fooled by its convenient store appearance. Step behind the old Snapple machine and enter a high-end hidden sneaker shop that is the ultimate shoe connoisseur's dream come true.
Newbury St (btwn Arlington St & Mass Ave), Boston, MA
Road · Back Bay East · 51 tips and reviews
Meg Berman: With Burberry, Armani Exchange and French Connection, to name a few, your shopping fantasies will come true on the Rodeo Drive of the East. These storefronts appear among historic brownstones.
Meg Berman: Shopping outlets, high-end luxury bowling lanes and local favorite eats, be among families, friends and couples alike. Check out Lucky Strike and Legoland for family fun.
Shopping Mall · Prudential - St. Botolph · 83 tips and reviews
Meg Berman: Boston's premiere shopping destination, The Shops at Prudential Center provides favorite shops and restaurants to explore. The Shops are also connected to Copley Place and Eataly Boston.
800 Boylston St (btwn Ring Rd & Dalton St), Boston, MA
Scenic Lookout · Prudential - St. Botolph · 39 tips and reviews
Meg Berman: Do not visit on a cloudy day as visibility will be limited from the top of the Prudential Center building. On clear days, you can see up to 100 miles away.
Meg Berman: Downtown Crossing welcomes a revolutionized shopping destination. With stores like Macy's, DSW, Primark, Roche Brothers and more, you will be searching for extra luggage to take all your goodies home.
Comedy Club · Seaport District · 13 tips and reviews
Meg Berman: Go laugh it up with co-workers or a date at Boston's premiere comedy club. Yuck it up with a lot of local stand-up talent. Advanced reservations required.
Irish Pub · Financial District · 112 tips and reviews
Meg Berman: The best authentic Irish pub in Boston. The Black Rose is open for breakfast and dinner daily and provides live music of both authentic Irish music and local bands.
Meg Berman: Welcome to Boston's newest music venue, right near the North End. This place is awesome for live, intimate music with some of your favorite artists. Advanced ticket purchase is recommended.
Meg Berman: Experience one of America's first English settlements, where the Pilgrims set up their home in the New World. Certain exhibits are open year round, check website for hours. Great for families!
Meg Berman: In restoration until November 2019, but returning to Plymouth for the 400th anniversary. Explore the full-scale replica of the original Mayflower ship, and learn what crossing to America was like.
Meg Berman: Open April - December, Edaville offers 3 theme parks for families including Thomas the Tank Engine Land and Dino Land. Save time & money, purchase tickets online! Mass residents can save $7 on entry.
Meg Berman: The Marshfield Fairground serves as a year round farmers market, every 3rd Saturday through the winter & every Friday in the spring & summer. Check out the legendary Marshfield Fair in August.
Meg Berman: Take a boat ride into Duxbury Bay & learn how Island Creek leads the way in environmentally responsible oyster farming. Enjoy all you can eat oysters post tour. Weekend tours fill fast. Arrive early.
Meg Berman: Open April through October, experience one in a lifetime encounters with rhinos, giraffes and sloths. Get up close and personal with these exotic animals.
Meg Berman: This 65 year old drive-in is one of the last of its kind in North America. The drive in shows the latest and greatest movies for all ages and offering a great snack bar and beer garden.
Meg Berman: This pick-your-own fruit haven spring through fall, also offers mazes, hayrides and animal petting. The orchard is most crowded on weekends during apple picking season. Arrive early on weekends.
Meg Berman: This is one of New England's favorite places for good, southern BBQ. Visit spring - Labor Day and sit out in their Backyard patio area that features live music and a raw bar!
Meg Berman: Crispy, fire roasted flatbread pizzas & craft cocktails is what the Rail Trail is known for. This cozy cafe fills up fast, reservations are recommended. Consider yourself lucky with a seat at the bar
29 South St (btwn Houghton & Washington), Hudson, MA
American Restaurant · 56 tips and reviews
Meg Berman: Horseshoe Pub offers up comfort food at its finest! From filet mignon shepherds pie, to cast iron pan filled homemade mac and cheese, you are bound to come hungry and leave happy!
Meg Berman: This Italian scratch kitchen only uses locally sourced ingredients and also offers a gluten free menu. The pizzas speak for themselves but the Italiano sandwhich & pesto chicken caprese are fan faves.
Meg Berman: Enjoy a burger from the original Wahlburgers, shop at the waterfront stores, or catch a stunning sunset over the marina. Great destination for families and couples, year round.