American Arenas® is a live-events platform that connects event schedules, venues, and ticket options through trusted marketplace partners. Listings are updated regularly as new events and dates are confirmed, helping users discover what’s happening and explore available ticket options across concerts, sports, shows, and more.
Middletown Events 2026-2027
Your guide to live events and things to do in Middletown, NY, and nearby areas.
Events take place across Middletown throughout 2026, including major concerts, sports, and live performances happening every week. Browse by date, venue, or category to find what’s happening near you.
Browse Events By Category
All Events24
Best Events This Week & This Month
Explore featured Middletown events including top shows, concerts, sports, and major live experiences across the city.
Middletown Events: Today, This Month & Dates
Upcoming Events in Middletown
Browse events in 2026 by date and venue, including concerts, shows, sports, and more across the city and nearby areas.Upcoming Confirmed Events 24
- Jun14202612:30 PMSunConcertWeekend EventTribute to Demon Hunters - Family Friendly Live DJ BrunchTribute to Demon Hunters - Family Friendly Live DJ BrunchCity Winery - Hudson Valley
12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $55Avg. price ~ $7516 tickets remaining!Select Seats - Jun1720267:00 PMWedCOMEDYKevin Farley & Jason McLarenCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $55Avg. price ~ $7920 tickets remaining!Select Seats
- Jun1820267:30 PMThuCOUNTRY / FOLKJunior BrownCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $78Avg. price ~ $10016 tickets remaining!Select Seats
- Jun2620267:30 PMFriCOUNTRY / FOLKHigh DemandLyle LovettCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $182Avg. price ~ $24918 tickets remaining!Select Seats
- Jun2720267:30 PMSatCOUNTRY / FOLKHigh DemandWeekend EventLyle LovettCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $182Avg. price ~ $24916 tickets remaining!Select Seats
- Jun3020267:30 PMTueCOUNTRY / FOLKBilly BraggCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $91Avg. price ~ $1126 tickets remaining!Select Seats
- Jul0320267:30 PMFriHip Hop and R&B Bingo With Tom SwoopeCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $78Avg. price ~ $9920 tickets remaining!Select Seats
- Jul04202612:00 PMSatConcertWeekend EventHip Hop and R&B Bingo With Tom SwoopeCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $55Avg. price ~ $9018 tickets remaining!Select Seats
- Jul0520267:00 PMSunADULTWeekend EventLady BunnyCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $55Avg. price ~ $147Tickets Available: 32Select Seats
- Jul0520268:30 PMSunCIRCUSBest ValueWeekend EventParanormal Cirque SpecterGalleria at Crystal Run10941, 1 Galleria Drive Middletown, NY, US10941, 1 Galleria Drive Middletown, NY, USFrom $46Avg. price ~ $5310 tickets remaining!Select Seats
- Jul0620267:30 PMMonCIRCUSBest ValueParanormal Cirque SpecterGalleria at Crystal Run10941, 1 Galleria Drive Middletown, NY, US10941, 1 Galleria Drive Middletown, NY, USFrom $46Avg. price ~ $101Tickets Available: 112Select Seats
- Jul0620268:00 PMMonWRESTLINGExtreme Dwarfanators WrestlingEcho Fields10998, 197 Pine Hill Rd Westtown, NY, US10998, 197 Pine Hill Rd Westtown, NY, USFrom $52Avg. price ~ $83Tickets Available: 43Select Seats
- Jul0920267:30 PMThuCOMEDYKaren RontowskiCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $55Avg. price ~ $7920 tickets remaining!Select Seats
- Jul1620267:30 PMThuOTHERSuzie TootCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $69Avg. price ~ $9120 tickets remaining!Select Seats
- Jul1720267:00 PMFriDizzyFish and The Uptown HornsCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $69Avg. price ~ $114Tickets Available: 32Select Seats
- Jul2620266:30 PMSunJAZZ / BLUESWeekend EventStella ColeCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $64Avg. price ~ $151Tickets Available: 32Select Seats
- Jul2820267:30 PMTueWRESTLINGBest ValueLittle Mania Midget WrestlingHudson Sports Complex10990, 122 State School Rd Warwick, NY, US10990, 122 State School Rd Warwick, NY, USFrom $49Avg. price ~ $5716 tickets remaining!Select Seats
- Aug152026Time TBAOTHERWeekend EventThe Air Dot Show TourOrange County Airport - NY12549, 500 Dunn Rd Montgomery, NY, US12549, 500 Dunn Rd Montgomery, NY, USFrom $64Avg. price ~ $768 tickets remaining!Select Seats
- Aug162026Time TBAOTHERWeekend EventThe Air Dot Show TourOrange County Airport - NY12549, 500 Dunn Rd Montgomery, NY, US12549, 500 Dunn Rd Montgomery, NY, USFrom $64Avg. price ~ $768 tickets remaining!Select Seats
- Sep0920267:30 PMWedPOP / ROCKDavid NailCity Winery - Hudson Valley12549, 23 Factory St Montgomery, NY, US12549, 23 Factory St Montgomery, NY, USFrom $64Avg. price ~ $122Tickets Available: 32Select Seats
Show More
Middletown Events by Month
Monthly pages help you find upcoming events by season, weekend, and date.
January
Events in January 2027
February
Events in February 2027
March
Events in March 2027
April
Events in April 2027
May
Events in May 2027
June
This Month
Events in June 2026
July
Events in July 2026
August
Events in August 2026
September
Events in September 2026
October
Events in October 2026
November
Events in November 2026
December
Events in December 2026
Events by Show & Venue
Browse Middletown events by show and venue. Explore performance schedules, event counts, and upcoming dates across the city.
From long-running shows to packed venues, this list breaks down what’s playing across Middletown. Check schedules, event counts, and upcoming dates by show and location.
Venues Hosting Events in 2026
Explore Middletown venues where concerts, shows, sports, and live events take place throughout the year.
City Winery - Hudson Valley
Montgomery, NY
Live Entertainment Venue
Upcoming Events: 16
→
Echo Fields
Westtown, NY
Stadium
Upcoming Events: 1
→
Galleria at Crystal Run
Middletown, NY
Live Entertainment Venue
Upcoming Events: 2
→
Hudson Sports Complex
Warwick, NY
Live Entertainment Venue
Upcoming Events: 1
→
Orange County Airport - NY
Montgomery, NY
Live Entertainment Venue
Upcoming Events: 2
→
Sugar Loaf Performing Arts Center
Chester, NY
Theatre
Upcoming Events: 2
→
04 Center
Austin, TX
Arena
Upcoming Events: 25
→
1015 Folsom Nightclub
San Francisco, CA
Nightclub
Upcoming Events: 12
→
11:11
El Paso, TX
Live Entertainment Venue
Upcoming Events: 1
→
118 North
Wayne, PA
Live Entertainment Venue
Upcoming Events: 10
→
11th Street Cowboy Bar
Bandera, TX
Live Entertainment Venue
Upcoming Events: 8
→
123 Pleasant Street
Morgantown, WV
Live Entertainment Venue
Upcoming Events: 8
→
1700 Theater at Steppenwolf Theatre - Chicago
Chicago, IL
Theatre
Upcoming Events: 29
→
1720
Los Angeles, CA
Live Entertainment Venue
Upcoming Events: 16
→
1846 Farms
Latrobe, PA
Live Entertainment Venue
Upcoming Events: 1
→
185 King Street
Brevard, NC
Live Entertainment Venue
Upcoming Events: 13
→
1876 SC-284
Abbeville, SC
Live Entertainment Venue
Upcoming Events: 1
→
1884 Lounge
Memphis, TN
Live Entertainment Venue
Upcoming Events: 9
→
191 Toole
Tucson, AZ
Live Entertainment Venue
Upcoming Events: 36
→
1932 Criterion Theatre
Bar Harbor, ME
Theatre
Upcoming Events: 10
→
Middletown venues range from large arenas and stadiums to theaters and intimate showrooms. Each venue hosts a rotating schedule of concerts, shows, sports events, and live performances throughout the year.
Show More
Frequently Asked Questions
Quick answers about tickets, prices, and game day details.
What events are happening in Middletown right now?
A little bit of everything — concerts, shows, sports, comedy. Middletown rarely sits still. Check the schedule above to see what’s happening today, this week, or whenever you finally make plans.
How often is the event schedule updated?
Pretty often — like, more than your group chat actually commits to plans. New events get added as soon as dates and venues are confirmed.
Can I browse events by date or venue?
Yep. Filter by date, venue, or category and skip the endless scrolling. Your future self will appreciate it.
Are events held year-round in Middletown?
Yeah — Middletown doesn’t really take a season off. There’s always something going on, even when the weather’s doing its thing.
Where do events take place in Middletown?
Everywhere — arenas, theaters, stadiums, clubs, and venues across Middletown, NY. Big stages, small stages, and everything in between.
Do new events get added regularly?
All the time. If a tour drops or a game gets scheduled, it usually shows up here faster than you hear about it from friends.
Browse Events by Category
Find concerts, sports, theatre, comedy, and more in Middletown and nearby areas