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Planning a Fall Picnic in Boston

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Planning a Fall Picnic in Boston

Katie Schur

If you’re lucky enough to be in Boston for a beautiful sunny day, it’s the perfect reason to plan a picnic. Fall is one of my favorite times to bundle up in a sweater, take a personalized foliage tour through the public garden and admire the city’s historic architecture. I’ve pulled together my fall “bucket list” for enjoying the city during this time of year. I’m no Fodors or food critic, but I hope that you enjoy a few of these recommendations.

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Start your Day with Coffee in the Public Garden
The Public Garden is beautiful at all times of the day, but my favorite is in the morning when it’s the quietest. The trees surrounding the pond make for a lovely fall backdrop, and you can get your caffeine fix nearby at The Thinking Cup on Tremont street. I recommend the honey cinnamon latte.

If you’re driving into the city, I always suggest parking at the Boston Common Garage – it’s a nice central spot nestled between Beacon Hill, The Back Bay and Downtown Crossing. If you prefer taking the train it’s also close to Park Street station, at the intersection of the Red line and the Green line.

The Common is a great launching point for walking around Beacon Hill. I love to admire the fall decorations on the doors, and walk along the cobblestone streets.

Grab Picnic Provisions at Boston Public Market
There is plenty of places to grab food to-go in Boston, but one of my favorite “all-in-one” spots is the Boston Public Market. It’s a year-round market featuring locally sourced food making it the perfect spot to grab bread, veggies, fruit, cheese and head outside. Across the street there, there are picnic tables set up in North End Park where you can picnic with the city skyline in the background.

This park is also conveniently located between the Boston Public Market and the North End. One of my favorite sandwich spots is Bricco Salumeria which is located at 11 Board Alley (behind 241 Hanover Street).

Find a Cannoli in the North End
If you’re in the neighborhood, you might as well pick up a few cannolis to-go. Mike’s Pastry is the “home of the cannoli” and you’ll see the pastry boxes everywhere, but I usually like to avoid the crowds and head to Modern Pastry or Maria’s Pastry Shop. If you want to enjoy your sweets in the North End, there’s a cool spot in the Paul Revere Mall with benches located directly behind the Old North Church. 

Plan a Picnic on the Esplanade
There’s no doubt about it… the Esplanade is one of the hands-down best picnic spots in Boston. It’s a 3 mile stretch of trees along the Charles River with a biking path and lots of joggers. There’s something so unique about watching the sailboats on the Charles with Boston and Cambridge’s skyline in the background.

I love recommending spots to picnic in the city that are close to where I recommend shopping for food (so you don’t have to carry it far). Unfortunately, I haven’t found a good spot that’s a super close walk to the Esplanade so if you’d like to try this out. I recommend bringing your favorite goodies in.

I hope these suggestions give you a few ideas for enjoying the beautiful city of Boston. If you give one of these a try, tag us on Instagram @picnicperfecto, and if you don’t live close by, pin this page to inspire future travels.