Explore the Best of Boston’s Fenway Neighborhood

Fenway neighborhood, Fenway Park, Time Out Market Boston

Are you planning a trip to Boston and looking for some exciting things to do? Well, look no further than the vibrant Fenway neighborhood! While Fenway Park, America’s oldest ballpark, and the House of Blues may be the most famous attractions in the area, there is so much more to explore. From top-notch restaurants to thrilling sport events, Fenway has it all. So, grab your travel companions and get ready to immerse yourself in the lively atmosphere of the Fenway neighborhood.

Time Out Market Boston

If you’re a foodie who loves variety, Time Out Market Boston is a must-visit. With plenty of indoor and outdoor seating options, you can enjoy your meal in a sun-splashed patio while savoring dishes from some of Boston’s most renowned culinary experts. The diverse selection of delicious dishes will leave you craving for more.

Fenway Park

No visit to Fenway is complete without experiencing the thrill of a game at Fenway Park. As the oldest ballpark in the majors, watching a game here is a rite of passage for locals. While getting tickets for most games can be a challenge due to the stadium’s small capacity, you can still explore the park’s history and intricate details through public tours. Make sure to take a seat on top of the iconic Green Monster, a 37-foot-high left-field wall that offers breathtaking views.

Cask ‘n Flagon

Looking for a legendary Fenway hangout? Look no further than Cask ‘n Flagon. This spacious sports bar located in the shadow of the Green Monster attracts a diverse crowd of Red Sox fans, college students, and visitors. With a wide selection of beers and classic bar snacks, it’s the perfect spot to enjoy some people-watching before or after a game.

House of Blues

If you’re a music lover, you cannot miss a visit to the House of Blues. This popular music club hosts some of the biggest names in the industry and offers an unforgettable concert experience. For a VIP treatment, get a one-night pass to The Foundation Room and enjoy exclusive club entrance and cocktails before the show.

Back Bay Fens

Escape the hustle and bustle of the city at Back Bay Fens. This beautiful park is a serene oasis, featuring a fresh water lagoon, sports fields, and various memorials. Take a stroll through the Kelleher Rose Garden and immerse yourself in the colorful blooms of spring. Don’t miss the chance to explore the Japanese Temple Bell and other fascinating attractions within the park.

Bleacher Bar

For a unique experience, visit Bleacher Bar, which is actually built inside the Green Monster. This sports bar offers a full view of the outfield and is the best place to catch a game for free. Enjoy a wide selection of beers while feasting on delicious bar snacks.

Citizen Public House & Oyster Bar

If you’re in the mood for a classy evening, head over to Citizen Public House & Oyster Bar. This upscale gastropub offers an extensive bar program with over 400 whiskeys to choose from. Indulge in fresh oysters and other delectable dishes, and don’t miss their famous 10-person pig roast for a memorable summer celebration.

Audubon Boston

For a more relaxed atmosphere, Audubon Boston is the perfect neighborhood spot. With a curated beer list and creative cocktails, this sleek bar provides a sophisticated alternative to the busy sports bars near Fenway Park. Enjoy their inventive food menu and take a seat on their semi-secret bamboo patio.

Lucky Strike Social Boston

Add some excitement to your trip with a visit to Lucky Strike Social Boston. This upscale bowling lounge offers more than just bowling. Challenge your friends to classic parlor games, enjoy billiards, and explore a state-of-the-art arcade. Don’t worry about getting hungry, as they serve fan-friendly bites to keep you fueled up.

Game On!

For a fun-filled night, head to Game On! This arcade sports bar is located right next to Fenway Park and is a favorite among pre- and post-game crowds. Indulge in Max and Leo’s artisan thin-crust pizzas, and make sure to explore the exciting activities downstairs, including ping pong and batting cages.


For wine enthusiasts, a visit to Nathálie is a must. This stylish wine bar offers a selection of wines exclusively from female wine producers. The cozy space, adorned with black tile and exposed lightbulbs, provides an intimate setting to enjoy your favorite glass of wine. Pair it with their fancified nibbles for a complete experience.

Fool’s Errand

For those seeking a unique and trendy spot, Fool’s Errand is the perfect choice. This “adult snack bar” inspired by European tapas bars offers a standing-room-only space with crystal chandeliers and French wallpaper. Indulge in creative small bites from their open kitchen and enjoy the vibrant atmosphere. If it gets crowded, you can always spill out onto the outdoor patio.

Loretta’s Last Call

Love country music? Loretta’s Last Call has got you covered. This music venue hosts regular acts out of Nashville and local up-and-coming artists. Take part in weekly line-dancing, enjoy a bluegrass brunch, and channel your inner country star on Countryoke night. Don’t forget to satisfy your sweet tooth at the Back Door Donuts pop-up on the side of the restaurant.


If you’re a fan of the ’80s, Tenderoni’s is the place to be. This playful pizza spot pays homage to the iconic decade with its rollerskate-adorned wall and nostalgic soundtrack. Enjoy piping hot and cheesy pizzas with classic or inventive toppings. Don’t forget to try their fun cocktails with names like Flutter Pony and Ghost Monsters.

Now that you have a comprehensive list of the best things to do in the Fenway neighborhood, it’s time to start planning your Boston adventure. Whether you’re a sports enthusiast, a food lover, or a music fan, Fenway has something for everyone. So, pack your bags and get ready to immerse yourself in the vibrant atmosphere of Boston’s Fenway neighborhood!

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