Upcoming Events in Middlebury

2026 Cruise-In: Season Kick-Off!

 240 U.S. 20, Middlebury, IN, United States, Indiana 46540 7 May 2026
MONSTER-TRUCK-SHOWS

The Whateverly Brothers at Middlebury Summer Festival

 Memorial Park, Middlebury, IN 26 Jun 2026
FESTIVALS

Classic Car Cruise-In

 240 U.S. 20, Middlebury, IN, United States, Indiana 46540 14 May 2026
DOG

EQU Media’s Auto Fest

MJ Trailers INC. 16 May 2026
FESTIVALS

Market Under the Lights

 The Mill 26 Sep 2026
MUSIC

2026 Pumpkinvine Classic

 Das Dutchman Essenhaus 12 Sep 2026
TRIPS-ADVENTURES

The Exchange on 8

 54225 County Road 8 Middlebury, Indiana 9 May 2026
KIDS

Coachmen car show and 70th anniversary

Das Dutchman Essenhaus 6 Jun 2026
CAR-SHOWS

Middlebury Riverfest

 511 E Warren St, Middlebury, IN 46540-9546, United States 29 Aug 2026
TRIPS-ADVENTURES

Real: Enter the Throne Room Women's Event

 13805 US Highway 20, Middlebury, IN, United States, Indiana 46540 2 May 2026

May Soirée 2026

 402 E Warren Street, Middlebury, IN, United States, Indiana 46540 7 May 2026
CALENDAR

Tea Party Fundraiser for the Middlebury Food Pantry

 First Mennonite Church of Middlebury 3 May 2026
NONPROFIT

Music in the Park - Southside Denny

 511 E Warren St, Middlebury, IN 46540-9546, United States 19 Jun 2026
FOOD-DRINKS

Music in the Park - One Lane Bridge

 511 E Warren St, Middlebury, IN 46540-9546, United States 17 Jul 2026
MUSIC

Annual Middlebury Firefighters Golf Outing

 Meadow Valley Golf Club 12 Sep 2026
SPORTS USD 100 TO 250

Book of Golden Deeds Banquet

 Essenhaus Inn & Conference Center 30 Apr 2026
BUSINESS

2026 RVWACF Golf Scramble | Meadow Valley Golf Club

 Meadow Valley Golf Club 25 Jun 2026
SPORTS

Owl Prowl at Riverbend Park

 511 E Warren St, Middlebury, IN 46540-9546, United States 10 Oct 2026

Plain Roots: Community, Story, and Support for Higher Education

 Essenhaus Inn & Conference Center 26 Jun 2026
BUSINESS USD 55 TO 109

More things to do in Middlebury

Live Music
Festivals
Food & Drinks