Begin your journey
This small town just north of Boston packs a big punch of quintessential New England charm. Winchester's proximity to Boston certainly makes it a convenient place to visit with the quaint downtown, various cultural offerings, and many outdoor spaces ensures there's plenty to do. The town's commitment to maintaining its historic buildings help keep the old-world charm that traces back to the Winchester's early industrial roots. From shopping the small boutiques, to top notch restaurants, to enjoying a hike in The Middlesex Fells Reservation, Winchester is a must-visit destination.
What's happening
UPDATED: Spirit Weekend 2023 Full Schedule
UPDATED AS OF THURSDAY, SEPT 21ST NOTE: NEW DATE FOR BEER GARDEN, SUNDAY, SEPT 24TH, 2-6 PM, GRIFFIN MUSEUM
Find out more »Spirit Night 2023
Main and Thompson Streets will be closed from 4 pm-9 pm, stores will be open! 5:30 pm: Live performance by Pogo Fred 6:00 pm Live Music from Winchester's Sounds Like...
Find out more »Spirit Weekend Farmers Market
Market Season runs the 2nd Saturday of June through the last Saturday of October from 9:30am-1:30pm. Come explore and enjoy local food, music, artists, organizations & businesses at our weekly...
Find out more »DESIRABLE LOCATION
A place to call home
Not only is Winchester a fun place to visit, but it also has everything you need to make it the perfect place to live. Just 8 miles north of Boston and two commuter rail stops that go into downtown Boston, Winchester provides a convenient location for commuters and city-goers alike. With so much to do in Winchester, there aren't many reasons to leave! The many shopping, dining and cultural options, mean there’s always something new to try. There’s no shortage of ways to enjoy the great outdoors year-round thanks to Winchester’s many parks, ponds and trails.
If you are interested in planning a trip to Winchester, this is the perfect place to start. You can browse the pages of this site to learn about Winchester’s rich history, browse our businesses and check out the events on our calendar.
We invite you to follow us on Facebook, Instagram, and Twitter for regular updates and information.
Visit Winchester MA is a proud partner with the Love My Local MA Campaign, which invites you to put your money where your heart is – right here in Massachusetts. Learn more at LoveMyLocalMA.com and explore all that Massachusetts has to offer at VisitMA.com
Don’t forget to use the #mylocalMA hashtag on social media!
Plan your next visit!
We'll send you ideas and suggestions to make your next trip incredible!