A Season of Celebration
Discover Boston’s NEW Holiday Trail—an exciting way to explore downtown all season long.
Check in at participating locations to earn points, unlock rewards, and uncover festive surprises,
from seasonal treats to charming shops and winter attractions.
Trail Launch: Monday, November 24
Discover Boston’s NEW Holiday Trail—an exciting way to explore downtown all season long.
Check in at participating locations to earn points, unlock rewards, and uncover festive surprises,
from seasonal treats to charming shops and winter attractions.
Trail Launch: Monday, November 24
Winthrop Center's Christmas Tree Pop-Up is back, featuring premium trees, wreaths, and accessories
by Christmas Tree for Me. Sip on warm apple cider as you find the perfect tree to deck your halls—
delivered directly to your door by our team of elves.
4 – 6 PM | Winthrop Center Park
Winthrop Center's Christmas Tree Pop-Up is back, featuring premium trees, wreaths, and accessories
by Christmas Tree for Me. Sip on warm apple cider as you find the perfect tree to deck your halls—
delivered directly to your door by our team of elves.
4 – 6 PM | Winthrop Center Park
Time for some family fun and holiday cheer at our annual Kidmas celebration! Join us for arts and crafts, music by Little Groove, hot cocoa, and photos with the big man in the red suit: Santa Claus.
10 AM – 12 PM THE CONNECTOR
Time for some family fun and holiday cheer at our annual Kidmas celebration! Join us for arts and crafts, music by Little Groove, hot cocoa, and photos with the big man in the red suit: Santa Claus.
10 AM – 12 PM THE CONNECTOR
Stop by The Connector to pick up your favorite Girl Scout Cookies—perfect for a gift,
stocking stuffers or… indulging.
4:30 – 6 PM | The Connector
Stop by The Connector to pick up your favorite Girl Scout Cookies—perfect for a gift,
stocking stuffers or… indulging.
4:30 – 6 PM | The Connector
Cheers to the season with twelve days of handcrafted, holiday-inspired martinis, available exclusively at the Vermilion bar.
Cheers to the season with twelve days of handcrafted, holiday-inspired martinis, available exclusively at the Vermilion bar.
Enjoy rich, velvety cocoa, paired with the festive sounds of holiday carols.
12 – 2 PM | The Connector
Enjoy rich, velvety cocoa, paired with the festive sounds of holiday carols.
12 – 2 PM | The Connector
Enjoy Vermilion classics like truffled tagliatelle and perfectly seared Long Island duck breast,
then end on a sweet note with a decadent caramelized hazelnut yule log — or choose from our standard à la carte menu.
Reserve via OpenTable
Enjoy Vermilion classics like truffled tagliatelle and perfectly seared Long Island duck breast,
then end on a sweet note with a decadent caramelized hazelnut yule log — or choose from our standard à la carte menu.
Reserve via OpenTable
Welcome 2026 with an exquisite six-course prix fixe dinner at Vermilion,
complete with a Champagne toast and our signature Olive Oil Tater Tot topped with Kaluga caviar.
$295 per person | +$150 wine pairing
Welcome 2026 with an exquisite six-course prix fixe dinner at Vermilion,
complete with a Champagne toast and our signature Olive Oil Tater Tot topped with Kaluga caviar.
$295 per person | +$150 wine pairing
Winthrop Center offers 3 unique spaces, each offering curated menus from Michelin-starred Chef John Fraser and his team and a variety of packages to accommodate everything from small cocktail receptions to large 300-person galas. Each event will be masterfully coordinated by our on-site Director of Events, Shayla Marshall, who will work with you personally to create the most memorable experience. To get started with your planning, fill out the form and Shayla will be in touch with you soon!
Thank you for submitting your event.
For event inquiries,
please contact Shayla Marshall
717.873.3791
smarshall@winthropcenter.com
West Entrance | 250 Devonshire Street
East Entrance | 115 Federal Street