Draw Strangers Over Cocktails 16 Floors Above Allston

Baltimore’s 100 Heads Society is bringing its portrait-drawing night to Boston for the first time, taking over Foxglove Terrace on August 27.

Details

Portrait Night with 100 Heads Society
Foxglove Terrace
40 Western Ave., Allston
Thursday, August 27, 2026
5pm + 8pm
$35 per seating, before applicable fees
Have dinner at Ama and get 10% off!

Draw Strangers Over Cocktails 16 Floors Above Allston


Boston gets a new kind of art night this month when Baltimore’s 100 Heads Society heads to Foxglove Terrace in Allston for its first event outside its home city. Portrait Night with 100 Heads Society takes place Thursday, August 27, with two seatings at 5pm and 8pm.

The evening combines portrait drawing, cocktails, food, contemporary art and views from Foxglove Terrace, located 16 floors above Allston.

Draw Strangers Over Cocktails 16 Floors Above Allston

Guests will draw surrounded by work from artists Ifé Franklin and Stephen Hamilton while taking in views toward Cambridge.

No serious art credentials are required. The portrait drawing night is designed for everyone from complete beginners to hobbyists and working artists. Each ticket includes drawing materials, a welcome cocktail and light bites. Guests will also leave with a portrait of their own created during the evening.

It’s the first time 100 Heads Society has held one of its events outside Baltimore, making the Boston night a first for the organization.

Guests can extend the night with dinner at Ama at The Atlas. Anyone attending Portrait Night who books dinner there on August 27 will receive 10% off their bill.

Tickets are limited, with sessions beginning promptly at 5pm and 8pm.

Michelle McCormack

Michelle McCormack

Michelle is the founder of Secret Boston and a media strategist. Born and raised on the mean streets of JP, she was once chased by a lion in Africa while on assignment for Town & Country Magazine.

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