Live Events in Simsbury, Connecticut

Simsbury, Connecticut has 10 venues with upcoming events — bar & pub, museum and outdoor venue. 50 events are on the calendar, at spots like Simsbury Historical Society, Rosedale Farms & Vineyards, Gather On Hopmeadow.

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This Weekend in Simsbury

Ava Grom

Talcott Mountain Collective

Fri, Oct 16 · 6:00 PM

CollectOberfest - Weekend 2

Talcott Mountain Collective

Fri, Oct 16

Firetown Road - Live Music

Rosedale Farms & Vineyards

Sat, Oct 17 · 2:00 PM

Blue Devil Bluez

Maple Tree Cafe

Sat, Oct 17 · 7:00 PM

Feed the Hungry

St. Catherine of Siena

Sat, Oct 17

OAH Strides

Simsbury Meadows Performing Arts Center

Sat, Oct 17

Family Nature Journaling: Exploring the World Together

Gather On Hopmeadow

Sun, Oct 18 · 1:00 PM

Walter Jacobson - Live Music

Rosedale Farms & Vineyards

Sun, Oct 18 · 2:00 PM

HOPtober Barrel and Brew Fest

Rosedale Farms & Vineyards

Sun, Oct 18 · 4:30 PM

Coming Up in Simsbury

Defensive Skills @ ISCC (14U/15U 2:30 PM; 10U/12U 3:40 PM)

International Skating Center of Connecticut

Wed, Oct 21

Murder at 3 Corner Pond: A Colonial Tale by Playland Productions

Simsbury Historical Society

Thu, Oct 22

John Mayock - Live Music

Rosedale Farms & Vineyards

Sat, Oct 24 · 2:00 PM

Spooktacular

Simsbury Meadows Performing Arts Center

Sat, Oct 24

River City Slim - Live Music

Rosedale Farms & Vineyards

Sun, Oct 25 · 2:00 PM

Join Donny Marshall at the 2026 “Donny’s Dash” 5K Run and Walk.

Simsbury Meadows Performing Arts Center

Sun, Oct 25

Donny's Dash

Simsbury Meadows Performing Arts Center

Sun, Oct 25

The Coffee Spot Spookeasy (cocktails & mocktails, Anthony Rogers vinyl duo)

The Coffee Spot

Fri, Oct 30 · 6:30 PM

Ray Morant - Live Music

Rosedale Farms & Vineyards

Sat, Oct 31 · 2:00 PM

Mike Saportas - Live Music

Rosedale Farms & Vineyards

Sun, Nov 1 · 2:00 PM

Open Mic & Poetry Night

Gather On Hopmeadow

Thu, Nov 5 · 6:30 PM

Food For Thought: The Thanksgiving Story

Simsbury Historical Society

Thu, Nov 5 · 7:00 PM

7 – 8 p.m.

Simsbury Historical Society

Thu, Nov 5

Hosted by the Kinetic Ukes, this all-day festival includes workshop sessions by teaching artists, an artist showcase, and more!

Simsbury Meadows Performing Arts Center

Sat, Nov 7

5th Annual Nutmeg Ukulele Festival

Simsbury Meadows Performing Arts Center

Sat, Nov 7

Fall Session II Club Ice (Sundays 9:50 AM-12:50 PM, Wednesdays 3:00-6:00 PM)

International Skating Center of Connecticut

Sun, Nov 8

Pantry Partners/vestibule

St. Catherine of Siena

Sat, Nov 14

Street Sandwich Weekend

St. Catherine of Siena

Sat, Nov 14

Slate and Sled Painting

Simsbury Historical Society

Sat, Nov 21 · 10:00 AM

noon | 1 – 3 p.m.

Simsbury Historical Society

Sat, Nov 21 · 10:00 AM

Six Pack of Blues

Maple Tree Cafe

Sat, Nov 21 · 7:00 PM

Gryme: Radiohead Unplugged

Talcott Mountain Collective

Sat, Nov 21 · 8:00 PM

10 am – noon | 1 – 3 p.m.

Simsbury Historical Society

Sat, Nov 21

Holiday Sip & Shop

Simsbury Historical Society

Wed, Dec 2 · 6:00 PM

6 – 8 p.m.

Simsbury Historical Society

Wed, Dec 2

Holiday Market – Week 1

Simsbury Historical Society

Thu, Dec 3 · 12:00 PM

Noon – 4 p.m.

Simsbury Historical Society

Thu, Dec 3

Children's Holiday Tea Party

Simsbury Historical Society

Sat, Dec 5 · 2:00 PM

Holiday Market – Week 2

Simsbury Historical Society

Thu, Dec 10 · 12:00 PM

Noon – 4 p.m.

Simsbury Historical Society

Thu, Dec 10

Cookies with Santa! to benefit Noah's Toy Drive

Gather On Hopmeadow

Sat, Dec 12 · 4:30 PM

Pantry Partners/vestibule

St. Catherine of Siena

Sat, Dec 12

Holiday Celebration / Holiday Spectacular Ice Show

International Skating Center of Connecticut

Sat, Dec 12

Geek-Gal-Go Comic Holiday

Gather On Hopmeadow

Sun, Dec 13 · 10:00 AM

Geek-Gai-Go Comic Holiday

Gather On Hopmeadow

Sun, Dec 13 · 10:00 AM

Artisan Holiday Market

Gather On Hopmeadow

Mon, Dec 14 · 11:00 AM

Winter Session I Club Ice (Sundays 9:50 AM-12:50 PM, Wednesdays 3:00-6:00 PM)

International Skating Center of Connecticut

Sun, Jan 10, 2027

Hoops Family Reunion (A Final Farewell to Hoops 'N Hops)

Hoops-N-Hops

Sun, Jan 10, 2027

The John Rider's Birthday Band

Venues in Simsbury (10)

Simsbury Historical SocietyMuseum

13 events

Rosedale Farms & VineyardsOutdoor Venue

7 events

Gather On Hopmeadow

6 events

Simsbury Meadows Performing Arts CenterTheater & Performing Arts

6 events

Hoops-N-HopsBar & Pub

4 events

International Skating Center of ConnecticutIce skating rink

4 events

St. Catherine of SienaChurch & House of Worship

4 events

Talcott Mountain CollectiveBar & Pub

3 events

Maple Tree CafeRestaurant

2 events

The Coffee SpotCoffee Shop

1 event

Listings for Simsbury, Connecticut are compiled from public sources, each named with the site it came from and dated with the last time we read it. Details can change — confirm with the venue before you go. How we collect & verify.