Oct
24
11:00 AM11:00

Fall Into Canandaigua

Celebrate the season in Downtown Canandaigua at Fall Into Canandaigua on Saturday, October 24, 2026, from 11 AM–3 PM!

Bring the whole family for an afternoon filled with fall fun throughout Downtown Canandaigua. Enjoy pumpkin decorating, a Kids Costume Parade and Costume Contest, Witches of Waters Edge performances, a petting zoo, face painting, character meet & greets, community nonprofits, a Monster Mash Dance Off with prizes, a Kids Fun Zone, and more!

While you’re downtown, make a day of it by exploring Canandaigua’s local shops, restaurants, and businesses and enjoying all that the downtown district has to offer during the fall season.

Fall Into Canandaigua is a family-friendly community celebration with activities and entertainment for all ages. Mark your calendar, wear your favorite costume, and join us for a fun-filled fall day in Downtown Canandaigua!

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Sep
19
3:00 PM15:00

Sip & Stroll

Spend a relaxing and fun afternoon strolling the Historic Streets in Downtown Canandaigua. Enjoy hand-crafted beverages and tasty small bites at multiple locations. From local brews and wines to memorable mocktails, bring your friends for a passport experience that takes you to multiple stops and enters you into a chance to WIN up to $500 in Downtown Gift Certificates…Discover unique gift shops, galleries, breweries, wineries, and restaurants along the way!

tickets
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Jul
17
to Jul 19

Downtown Canandaigua Art & Music Festival

For 37 years, visitors have been attracted to Historic Downtown Canandaigua for the annual art festival that takes place on the historic sidewalks of  Downtown Main Street. This free family-friendly event showcases more than 150 juried artists in many different mediums. Over the years, the festival has grown, adding demonstrations, The Golden Palette Trail, and hot local music acts.

Each year, our festival brings new artists in almost every category, including ceramics, pottery, jewelry, woodworking, fiber, glass, photography, and gourmet foods. 

Musical acts will play on the Maxion Stage in the Commons Park all three days of the festival. Performances range from Bluegrass, Blues, Rock & Roll to Jazz, and singer-songwriter Acoustics that feature incredible talent from the Upstate New York region.

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Jun
6
3:00 PM15:00

Sip & Stroll

Tickets
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Jun
6
9:00 AM09:00

Canandaigua in Bloom

Celebrate the start of summer in Historic Downtown Canandaigua during Canandaigua In Bloom on Saturday, June 6. Enjoy the opening day of the Canandaigua Farmers Market, family activities, Chalk the Walk, and live music throughout the day. Enjoy the return of the Sip & Stroll tasting event from 3–6 PM. The day wraps up with the Grand Opening of Central on Main featuring food, drinks, and live music.

Bring the whole family and experience a day filled with flowers, art, local food, music, and community celebration in beautiful Downtown Canandaigua. 🌸

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May
16
11:00 AM11:00

Canandaigua Euro Classic and Vintage Car Celebration International Festival

Stroll through Historic Downtown Canandaigua and dine at all of the incredible international restaurants. Enjoy classic and vintage cars manufactured prior to 2001 cruise down Main Street and line up on display. 

Please see the lineup below and more information here.

Car Registration
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Mar
14
6:00 PM18:00

St. Patty's Sip & Stroll

Tickets

*NOTE: Tickets may only be purchased through the above link/website. No third-party sales or transferred tickets.

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Mar
11
10:00 PM22:00

4th of July Parade

Come celebrate our nation’s birth in Downtown Canandaigua! Our annual 4th of July Parade brings the community together to celebrate independence with service members, floats, local organizations, live music, special guests, and more in a parade from the top of Main Street at City Hall through the business district. 

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Feb
21
to Feb 22

Fire & Ice Festival

It’s the ultimate celebration featuring the Coolest Ice Carving Competitions and Sizzling Fire Shows!

Melt Away your Winter Blues and Enjoy A Unique Winter Experience with Food, Festivities & Family Fun!

Event Details
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Dec
13
to Dec 14

Holiday Artist Showcase

Visit galleries and specialty shops featuring local artists and products. Discover artists' demonstrations, exhibits, and signings, as well as one-of-a-kind handcrafted gifts. Enjoy refreshments and strolling musicians while you meander through our festive and quaint historic downtown area. Stay tuned for a listing of participating galleries, artists, and businesses.

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Dec
6
5:00 PM17:00

Tuba Christmas

Join us at The Central on Main for this special musical celebration of festive holiday favorites beautifully performed by euphonium, tuba, sousaphone and baritone players. FREE for the public to attend.

*Performers, please see the link below to register.

**If inclement weather, the concert will be held inside at Acquilano Wine Cellars, 143 S Main St.

registration
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