Fenway-Kenmore, Boston: What to See & Do + Where to Eat, Drink & Stay

If you’re planning a trip to Boston, checking out the Fenway-Kenmore neighborhood is a must! This vibrant area has some of the city’s most popular attractions, from Fenway Park, the Red Sox home, to the renowned Museum of Fine Arts.

While Fenway-Kenmore is famous for Fenway Park and the Red Sox, it’s also a major academic and cultural hub in Boston. The neighborhood is home to Boston Latin School, the country’s first public school, as well as several colleges and universities, giving the area a lively, energetic vibe.

If you’re looking for a fun night out, head to the bars and clubs on Lansdowne Street, which attracts many undergraduates and young people. Don’t miss the chance to check out some of Boston’s top cultural attractions, like the Isabella Stewart Gardener Museum, Museum of Fine Arts, and Symphony Hall, all located near Kenmore Square.

Ready to begin your Beantown adventure? Check out this complete guide on one of Boston’s most popular neighborhoods, including what to see & do, where to eat & drink, and where to stay in Fenway-Kenmore, Boston.

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What to see & do

Fenway Park

This world-renowned baseball park is an absolute must-see if you’re visiting Boston! As the oldest ballpark in the country, Fenway Park is steeped in history and tradition. From the iconic Green Monster to the manual scoreboard and the famous Citgo sign in the distance, there’s no mistaking Fenway for any other stadium. And, of course, it’s the home of the beloved Red Sox, so you’re sure to feel the excitement and energy of the crowd when you step inside.

Fenway Park

One of the best things about Fenway Park is that there’s no bad seat in the house. Even if you’re up in ‘the nosebleeds,’ you’ll still feel right in the middle of the action. And if you’re lucky enough to score seats along the first or third base lines, you’ll have an unbeatable view of the baseball field.

Whether you’re a baseball fan or just looking to experience one of Boston’s most iconic landmarks, Fenway Park is definitely worth a visit. So, grab a hot dog and a cold beer, and cheer on the Sox!

Museum of Fine Arts, Boston

If you’re a fan of art, you can’t miss the Museum of Fine Arts in Boston. This world-class museum boasts an incredible collection of more than 500,000 works of art, ranging from ancient artifacts to contemporary masterpieces.

As soon as you step inside, spacious galleries filled with incredible paintings, sculptures, and other artworks from all over the world embrace you. There’s a genre for everyone from the Impressionists to the ancient Egyptians at this popular Boston tourist attraction.

Museum of Fine Arts

There’s always something new to discover at the Museum of Fine Arts, Boston. The museum regularly hosts special exhibitions, lectures, and events that bring the art to life in new and unexpected ways.

If you’re traveling with kids, check out the interactive family gallery, which offers hands-on activities and games for children of all ages. Grab a coffee in the family-friendly cafeteria or enjoy a laid-back lunch at the New American Café.

Isabella Stewart Gardner Museum

Another fantastic art museum to explore is the Isabella Stewart Gardner Museum. Housed in a historic building designed to look like a Venetian palace, this must-visit Boston museum boasts an incredible collection of European, Asian, and American art.

Named for Isabella Stewart Gardner, a passionate art collector and philanthropist, the Gardner Museum is arranged like an art collectors’ abode. Each room has carefully curated pieces, from priceless paintings to intricate tapestries and sculptures. An intriguing figure in her own right, Isabella’s unique vision and sense of style are evident in every corner of the museum.

Isabella Stewart Gardner Museum

The museum’s atmosphere is enchanting, with beautiful gardens, courtyards, and an indoor greenhouse. Wander around the beautiful museum, admiring the collection of paintings, sculptures, tapestries, and decorative arts,

Learn the story of one of the most notorious art heists in history. In 1990, two thieves disguised as police officers entered the museum and stole 13 artworks worth an estimated $500 million, including works by Vermeer, Rembrandt, and Degas. To this day, the stolen artworks have not been recovered, and the case remains unsolved.

Back Bay Fens

For a beautiful and peaceful oasis in the heart of Boston, head to the Back Bay Fens. This lush green space is a beloved part of the Fenway-Kenmore neighborhood, offering locals and visitors a chance to connect with nature and relax in a tranquil setting.

Designed by Frederick Law Olmsted, the Fens are a perfect example of his innovative and groundbreaking approach to landscape architecture. Stroll around the park on winding paths past quiet ponds and lush plant life, all carefully curated to create a harmonious environment.

Back Bay Fens

Don’t miss the James P. Kelleher Rose Garden, a charming rose garden in the heart of Back Bay Fens. The garden is named in honor of James P. Kelleher, a prominent Boston philanthropist and avid rose enthusiast who helped fund the garden’s creation. Meander through the garden’s winding paths, taking in the bright colors and sweet scents of the roses in bloom.

Whether you’re looking for a peaceful spot to read a book, take a stroll, or have a picnic with friends, the Back Bay Fens has something for everyone. And with its central location, it’s the perfect place to escape the hustle and bustle of city life without having to venture too far from home.

Lucky Strike Fenway

Bowling and beer ‘strike’ your fancy? If you’re looking for a fun night out in the Fenway-Kenmore neighborhood, check out Lucky Strike Fenway! This vibrant and energetic bowling alley and lounge is the perfect spot to unwind and have a good time with friends.

Lucky Strike Fenway has everything you need for a memorable night out, with dozens of bowling lanes, a full bar, and a menu of delicious eats. And with its prime location right next to Fenway Park, it’s the perfect place to stop in for a drink or a game of bowling before or after a Red Sox game.

There’s always something exciting happening at this lively spot, so keep an eye out for regular live music and events. Whether you’re an experienced bowler or a total newbie, you’ll have a blast at this beloved neighborhood institution!

Charles River Esplanade

Escape the city for a scenic and peaceful afternoon at the Charles River Esplanade. Situated in Boston’s Back Bay neighborhood, this three-mile-long urban park stretches along the banks of the Charles River, offering breathtaking views of the water and the Downtown Boston skyline.

Charles River Esplanade

The Charles River Esplanade is a favorite destination for tourists and locals, with plenty of activities. Take a stroll or bike ride along the river, enjoy a picnic on the grass, or rent a kayak to explore the river from a unique perspective.

One of the most iconic features of the Charles River Esplanade is the Hatch Memorial Shell, which hosts free concerts and events throughout the summer. From classical music to famous bands, there’s something for everyone to enjoy. The park also hosts various community events, including fitness classes, arts and crafts fairs, and food festivals.

Where to eat & drink

Fenway-Kenmore is one of Boston’s most vibrant neighborhoods, with a wide range of dining and drinking options to suit every taste and budget. Whether you’re in the mood for a quick bite or a fancy night out, there’s something for everyone.

If you’re a delicious, down-home BBQ fan, check out Sweet Cheeks Q. This cozy, rustic spot is perfect for indulging in mouth-watering, slow-smoked meats and classic Southern sides. Tuck into juicy pulled pork, tender brisket, fall-off-the-bone ribs, and traditional Southern favorites like mac and cheese, collard greens, and baked beans.

Look no further than Eventide Fenway for the freshest seafood in the neighborhood. Tuck into lobster stew and clam chowder and freshly shucked oysters from the finest farms in the country. Order the smoked lobster roll for a party in your mouth, with the smoky flavor taking you straight to the docks of Maine.

Tasty Burger in Fenway-Kenmore

Sink your teeth into a delicious burger and sip a classic milkshake at Tasty Burger. You’ll find burgers in all shapes and sizes, from classic cheeseburgers to stacked burgers with all the toppings you could ever want. But the ‘secret sauce’ sets it apart – like liquid gold that makes every bite extra special.

What is the best spot to catch a game in Fenway-Kenmore? Undoubtedly, it’s the Bleacher Bar! Tucked beneath Fenway Park’s bleachers, this cozy bar is famous for its unbeatable views of the iconic field. Sip on a cold beer while chowing down on classic game-day snacks, like nachos or wings. Be sure to try their famous lobster roll – it’s a ‘catch of the day’ you won’t regret!

Bar in Fenway-Kenmore

Grab a bite before a game at Fenway Park or catch up with friends at the casual and laid-back Yard House. Yard House takes its beer seriously. With over 100 beers on tap, you’re sure to find something that hits a ‘home run.’ Their cocktails are also top-notch if you’re not in the mood for beer.

Feeling like ocean-fresh delicious oysters and a perfectly crafted cocktail? Look no further than Citizen Public House & Oyster Bar. This upscale bar and restaurant boasts an impressive selection of oysters from both coasts and an extensive whiskey collection that will impress even the most seasoned connoisseur.

Where to stay

Although it’s a little further from the action than other areas, Fenway-Kenmore is a fantastic choice when trying to figure out where to stay in Boston. There are only a handful of hotels here, though. If your lodgings search turns up dry, extend your search to neighboring Back Bay, where you’ll find a much wider selection of accommodations.

The Verb Hotel

The Verb Hotel

The Verb Hotel is a retro-inspired boutique hotel with mid-century modern décor and a rock ‘n’ roll vibe. Conveniently located across the street from Fenway Park, the hotel has bright and stylishly decorated with vintage accents. Check out the hotel’s hip Japanese pub, and if the weather is nice, be sure to head to the inner courtyard to enjoy the seasonal outdoor pool and sundeck.

Hotel Commonwealth

Hotel Commonwealth

Situated in Boston’s Back Bay area, this high-end hotel is located directly across from Kenmore Station, where you can conveniently hop on the subway and reach Downtown. The luxurious rooms are adorned with marble bathrooms, Italian linens, Smart TVs, Nexus tablets, and Wi-Fi. If you prefer more space, suites, including one designed with a reading theme, are available. Dining options include a restaurant with a New England influence, an oyster bar, and a cocktail bar.

Residence Inn by Marriott

Residence Inn by Marriott Boston Back Bay/Fenway

This luxurious hotel offers all-suite accommodations with picturesque views of Fenway Park. Conveniently located within walking distance of the Museum of Fine Arts, the Residence Inn by Marriott Boston Back Bay/Fenway has modern suites that feature free Wi-Fi, kitchenettes, and flat-screen TVs. You can relax in the indoor pool, work out in the fitness center, or take in incredible park views from the rooftop terrace.


Ryan O'Rourke is a seasoned traveler and the founder & editor of Treksplorer, a fiercely independent guide to mid-range luxury travel for busy people. With over 20 years of extensive travel experience, Ryan has journeyed through over 50 countries, uncovering hidden gems and sharing firsthand, unsponsored insights on what to see & do and where to eat, drink & stay. Backed by his travel experience and in-depth research, Ryan’s travel advice and writing has been featured in publications like the Huffington Post and Matador Network. You can connect with Ryan on Twitter/X at @rtorourke.

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