CANANDAIGUA, N.Y. — Summer may be winding down, but the fun is far from over in
Historic Downtown Canandaigua. The Canandaigua Business Improvement District invites
residents and visitors to enjoy a full lineup of September events featuring local flavors, art,
shopping, entertainment and the vibrant businesses that make Downtown Canandaigua a Finger
Lakes destination.
Sip & Stroll Returns September 19
On Saturday, September 19, from 3:00–6:00 p.m., Downtown Canandaigua’s popular Sip &
Stroll returns with a record number of participating stops throughout the downtown district.
Guests can spend the afternoon strolling historic Main Street while visiting participating
businesses for hand-crafted beverages, small bites, shopping specials and more. Over 30 stops
will feature a variety of offerings including local brews and wines, spirits, mocktails and tasty
bites.
Participants will receive a passport to guide them through the event, with the opportunity to
complete their passport for a chance to win Downtown Canandaigua Gift Certificates.
Advance tickets are $20 and include access to participating tasting locations and a keepsake
glass. Tickets will be $25 at the door unless the event sells out in advance. Guests must be 21
or older to purchase and attend and must present valid identification. Check-in will take place at
The Central on Main, 111 South Main Street. Continue the night with dining and live music
by the Lipker Sisters from 6-8 pm at The Central on Main.
Sip & Stroll is the perfect excuse to gather friends, discover a new favorite downtown business, and enjoy one more great afternoon out before the season changes. Tickets can be purchased exclusively online at DowntownCanandaigua.com.
The Central on Main is Still Going Strong
The calendar may be inching toward fall, but The Central on Main is still going strong with live music, local food, and downtown fun planned throughout September.
Located at 111 South Main Street, The Central on Main has become a favorite community gathering place where guests can enjoy live entertainment, grab a drink, and order food from participating downtown restaurants to enjoy right on-site.
September’s Remaining Lineup:
- Friday, September 11 | 6:00–8:00 p.m. – Bill Tiberio & Friends Jazz Jam
- Friday, September 18 | 6:00–8:00 p.m. – Uncle Shoehorn’s Big Easy (Big band sounds of New Orleans)
- Saturday, September 19 | 3:00–6:00 p.m. – Downtown Canandaigua Sip & Stroll
- Saturday, September 19 | 6:00–8:00 p.m. – The Lipker Sisters
- Friday, September 25 | 5:00–8:00 p.m. – Blues & Brews
- Friday, September 25 | 4:00–8:00 p.m. – Final Friday Art Walk
Visitors can make a full evening of it: shop and explore Main Street, order dinner from a favorite local eatery, and settle in at The Central for live music in the heart of Canandaigua.
Final Fridays Art Walk Celebrates the Colors of Fall
The celebration continues on Friday, September 25, from 4:00–8:00 p.m. with the season’s next Final Fridays Art Walk in Historic Downtown Canandaigua.
With a September theme inspired by autumn colors and the local wine harvest, the evening invites the community to stroll downtown and experience Canandaigua’s creative side. Galleries, shops, and local destinations will open their doors with regional art, live demonstrations, creative pop-ups, and special experiences.
Participating Locations Include:
- Art Space 36
- Gallery 32
- Sights & Shades
- Canandaigua Record Exchange
- Anna Kern Art Gallery
- Sweet Expressions
- …and many more throughout the district!
The evening coincides with Blues & Brews at The Central on Main (5:00–8:00 p.m.), giving visitors another reason to extend their visit. Final Fridays is free to attend, and guests are encouraged to stroll at their own pace, explore, shop locally, and grab dinner or drinks as the Finger Lakes transitions into fall.
Save the Date: Fall Into Canandaigua (October 24)
The seasonal fun continues on Saturday, October 24, from 11:00 a.m.–3:00 p.m., when Fall Into Canandaigua returns to Historic Downtown Canandaigua for a festive, family-friendly celebration.
Downtown will come alive with activities and entertainment for all ages, including:
- Pumpkin decorating
- Kids Costume Parade and Costume Contest
- Witches of Waters Edge performances
- Petting zoo & face painting
- Character meet & greets
- Monster Mash Dance Off with prizes
- Kids Fun Zone, local nonprofit booths, and more
Families are encouraged to dress for the season, enjoy the activities, explore Main Street, and make a day of shopping, dining, and celebrating autumn in Downtown Canandaigua.
From sipping and strolling to art, music, and signature fall festivals, September and October offer plenty of reasons to Shop, Dine, and Explore in Historic Downtown Canandaigua.
For event updates and additional information, visit DowntownCanandaigua.com.
