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Faneuil Hall is fine and the duck boats are just dandy, but if you want to go beyond the Boston of brochures and get to the heart of this mysterious, charming old metropolis, you have to dig deep and be willing to get a little weird. 111 Places in Boston That You Must Not Miss is a guidebook with a twist: one that takes you far off the beaten path -- and the Freedom Trail -- to explore a side of the city that's offbeat, unexpected, and completely fascinating for visitors and locals alike. Whether you want to pay your respects at the memorial for a fictional character, sneak behind a vending machine to go shopping for sneakers, sip cocktails where hardened criminals sat behind bars, or hang out with some life-sized puppets, you can do it all here...and before dinnertime to boot. Throw on your Red Sox cap, hop on the T, and uncover some secrets along the way.

NOTE: This program will be recorded and available to view on the Ashland Library's YouTube Channel. 

About the authors and photographer:

Alyssa Wood is a New England based photographer specializing in event and documentary photography. She is a graduate of New England School of Photography graduating with a major of portrait and editorial photography and spent four years living and photographing in Boston. She now lives in Rhode Island with her husband two kids, Bella & Sam but still travels to Boston frequently for work and pleasure. 

Kim Windyka fell in love with Boston while growing up in nearby southern New Hampshire, and has never become tired of the city’s beauty and historic charm in the 12 years she’s been living there since attending Emerson College. A full-time copywriter with experience in multiple industries including travel, tech, and fashion, she has also written pieces for The Atlantic, New York Magazine, McSweeney’s, and more. See more of her work at and follow her on Twitter at @kimlw.

Heather Kapplow is one of the rarest kind of creatures you’ll find in Boston: a native Bostonian. A visual and performing artist as well as a writer, Heather travels frequently for projects in both spheres and has a deep understanding of what it’s like to be a newcomer in an unfamiliar city. It’s among Heather’s life goals to make Boston a more welcoming place, as well as to throw spotlights on Boston’s many nuanced subcultures. 

Please register for this event to receive the zoom link.

We are pleased to be partnering with the Ashland Senior Center to bring this program to our community.

Sponsored by the Friends of the Ashland Library.

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