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The sun peeks through on a crisp fall morning — it’s going to be a magical day in Back Bay. The history, the culture, and the quintessential charm make Boston the perfect backdrop for the start of a new season. From sipping warm cider to exploring the leaf-covered parks, it’s bound to be a day filled with vibrance and excitement. There’s so much to do around Prudential Center in Back Bay. Let’s have a look and get your itinerary started!

Rise & Shine

Start your day with a delicious, local breakfast at one of Back Bay’s many charming cafes. If you want to linger over something fresh, meet us at the base of Prudential Center — Pressed Cafe provides healthy and flavorful options. If you’d rather grab something quick, Dunkin’ Donuts is a solid option. (After all, there’s a reason they say, “Boston runs on Dunkin’!”) 

Once your bellies are full, take a leisurely stroll along the picturesque Commonwealth Avenue Mall, where rows of trees create a stunning canopy of fall foliage. There are nine statues and memorials along the way, including Alexander Hamilton, the Vendome Firefighters’ Memorial, and the Boston Women’s Memorial. Notice how each likeness is oriented east toward the Public Garden — except for Leif Erikson, who is facing westward. 

Speaking of the Boston Public Garden, don’t miss the opportunity to visit this iconic urban park. This serene oasis offers swan boat rides, lush gardens, and the lovable ‘Make Way for Ducklings’ statues making it a delightful spot for a morning wander.

For a cultural twist, consider a visit to the Boston Public Library’s McKim Building, an architectural masterpiece in its own right, and one of the oldest public libraries in the United States. You can also explore the impeccably decorated brownstone-lined streets and admire the architectural beauty of the area.

One good way to see it all? A Boston Duck Tour takes you by all of the city’s most important sites — and they leave from right outside Prudential Center.

Mid-day Marvels 

Shopping at Prudential Center is an absolute must!  Start your spree by exploring the newly expanded Aritzia boutique where you can find the hottest styles. Shop the latest fashion trends and update your wardrobe with top-notch finds.

Stay close while remaining on the move. Join FIT on the Garden on The Pru’s South Garden to experience a lively outdoor barre, HIIT, or cardio sculpt class. These open-air fitness classes — held each Wednesday in September — offer a fantastic opportunity to get active while enjoying the fresh air and beautiful surroundings. .

After working up a sweat, indulge your taste buds with an Italian-inspired lunch at Eataly Boston. From artisanal pizzas to fresh pasta dishes, Eataly has something for every palate. Don’t forget to enjoy some gelato for dessert!

Walk off those treats as you continue to shop your way up Newbury Street. Explore a mix of trendy boutiques, local shops, and art galleries. 

Evening Delights

For some delectable dining, make your way to Earls Kitchen + Bar, known for its globally inspired menu and casual sophistication. Enjoy a cozy, upscale atmosphere and savory dishes such as Yuzu Tuna Tataki (ahi tuna, yuzu broth, pickled shimeji mushroom, avocado purée) and Truffle + Steak Tortellini (lemon + ricotta stuffed tortellini, truffle cream, steamed spinach, seasonal vegetables, Grana Padano). 

End your day with a touch of the arts by attending a performance at the Wang Theatre at the Boch Center — the lineup of musical acts, comedians, and theatrical productions is always first rate. Or head toward the Charles River for a peaceful evening stroll along the Esplanade.  

Or, are you really looking to kick it up a notch? View Boston is a 360-degree observation deck offering breathtaking views from high above the heart of Boston. The observatory encompasses the top three floors of Prudential Tower. Sip on a cocktail at Stratus while enjoying stunning views of the city lights. Take stock of how you’ve spent this incredible day. 

Culture, shopping, dining, and thrills, Boston has no shortage of adventure or captivating ways to spend the day. Whether you’re a local looking to rediscover the city or a visitor exploring Boston for the first time, Bay Bay and Prudential Center encompass everything you’ll want to make this season something special.