Make your life happening by enrolling to entertainment events in [CITY]. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in [CITY]. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in [CITY].
## Trending Events in Chesapeake - **Event Name**: Chesapeake Virginia Wine Festival - **Description**: 16th Annual Chesapeake Virginia Wine Festival Presented by Atlantic Union Bank Join us for a day of premier tastings and community impact! All proceeds benefit the Chesapeake Rotary Club Community Charities. ✨ What to Expect: Unlimited Sampling: Sip you - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events4/banners/e51858834b3803265f2801a1d7554534e7ef81a060966711e3d366a8275c9fb6-rimg-w1200-h628-dcf1f1f0-gmir?v=1776692423 - **Event Name**: Pride in the 'Peake 2026 - **Description**: We are excited to announce the date and location for the 5th Annual Pride in the 'Peake celebration! This year, we will be headed back to Chesapeake City Park on June 14th, 2026 from 12:00pm to 5:00pm for five wonderful hours of love, inclusion, and com - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events4/banners/be228832368b941cd9a1fa8aac7273f4a9e66e07f3c5d8d8a5f78d7f9587b3ff-rimg-w640-h360-dc010101-gmir?v=1778750267 - **Event Name**: Premium Italian Wine Tasting - **Description**: An intimate guided tasting of four iconic Italian wines – limited to just 20 guests.About this EventJoin us on Saturday, May 30, for an intimate Premium Italian Wine Tasti - **Venue**: WineStyles Chesapeake - **Banner**: https://cdn-az.allevents.in/events9/banners/d29c9623e0f02aad07eb473c0c2a0c8c25d578a3e5d224ad8c325af773ac2fc3-rimg-w1200-h675-dc94132c-gmir.jpg?v=1778618845 - **Event Name**: PromUS 2026 - **Description**: We are back for year five of our PromUS (Uniquely Special) special needs prom serving all seven cities in Hampton Roads.About this EventGet glam ready for "Lights, Camera, Prom...A Night of Stars" our 2026 PromUS event. I - **Venue**: The Signet Center - **Banner**: https://cdn-az.allevents.in/events6/banners/5fad3dad2f2f973c221b17916ecfe71c553ac939be95179af675298d8360cc04-rimg-w998-h986-dc1c1c1c-gmir.jpg?v=1771544400 - **Event Name**: 6th Annual Somewhere Over The Rainbow Gala - **Description**: Join us for the 6th Annual Somewhere Over The Rainbow Gala, a fun in-person night celebrating hope and color!About this EventThe 6th Annual “Somewhere Over the Rainbow” Gala - **Venue**: Delta Hotels Chesapeake Norfolk - **Banner**: https://cdn-az.allevents.in/events7/banners/0e8c73431ff6e8eb63ff139b5e94146904086e0f36ccbd535d625e7da2811a5b-rimg-w1200-h675-dc015da3-gmir.jpg?v=1777380071 - **Event Name**: Groove on the Green - **Description**: Groove on the Green — Saturday, May 23 | 4PM–10PMGet ready for an unforgettable evening of live music, good vibes, and community fun at Groove on the Green! Join us on Saturday, May 23rd from 4PM–10PM for a fami - **Venue**: Cutlass Grille - **Banner**: https://cdn2.allevents.in/thumbs/thumb69fff37c7e69c.jpg - **Event Name**: South Norfolk Ruritans 19th Annual Blue Crab Festival - **Description**: WE ARE EXCITED TO ANNOUNCE TICKETS FOR OUR ANNUAL CRAB FEST ARE NOW ON SALE Hope to see you there ! ������������ https://events.humanitix.com/south-norfolk-ruritans-19th-annual-blue-crab-festival - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events2/banners/b175085ba6d8983406b9ef4fd766fbef489130d573f1f89e061492128ef20e1d-rimg-w500-h250-dc2e1914-gmir?v=1778771194 - **Event Name**: 4th Annual All Black-Tie Affair - **Description**: Get ready to glam up and dance the night away at the 4th Annual All Black-Tie Affair – it's going to be a night to remember!About this Event4th Annual All Black-Tie AffairJoin us f - **Venue**: The Signet Center, Bells Mill Road, Chesapeake, VA, USA - **Banner**: https://cdn-az.allevents.in/events7/banners/4e64e0536660d4660ff3d047cbb573c9e9c0d0525a23deb57993baefbce348c5-rimg-w1200-h600-dcffffff-gmir.jpg?v=1764586945 - **Event Name**: American Cancer Society Fundraiser | Relay For Life of South Hampton Roads - **Description**: Relay For Life of South Hampton Roads, presented by Chesapeake Regional Healthcare, is part of a nationwide movement of the AMERICAN CANCER SOCIETY! It's a family-friendly fundraiser in which proceeds help fund cancer patients and their families to receiv - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events9/banners/4a03cd0abb92f3062e44e3f509ac1754bbd1886fc33e4f30cb00b8bd4c27a17f-rimg-w1200-h675-dcffffff-gmir?v=1778829222 ## Browse Entertainment Events by Date - [Entertainment Events Today in Chesapeake](https://allevents.in/chesapeake/entertainment--today) - [Entertainment Events This Weekend in Chesapeake](https://allevents.in/chesapeake/entertainment--this-weekend) - [Entertainment Events in May in Chesapeake](https://allevents.in/chesapeake/entertainment--may) - [Entertainment Events in June in Chesapeake](https://allevents.in/chesapeake/entertainment--june) ## FAQs - **Q**: How can I find Entertainment events in Chesapeake? - **A:** You can discover upcoming Entertainment events in Chesapeake on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Chesapeake? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Chesapeake? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Chesapeake. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Huntington](https://allevents.in/huntington-wv/entertainment) - [Entertainment events in Proctorville](https://allevents.in/proctorville-oh/entertainment) - [Entertainment events in Barboursville](https://allevents.in/barboursville-wv/entertainment) - [Entertainment events in Ashland](https://allevents.in/ashland/entertainment) - [Entertainment events in Ironton](https://allevents.in/ironton-oh/entertainment)