Make your life happening by enrolling to entertainment events in Chesapeake. 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 Chesapeake. 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 Chesapeake.
## Entertainment Events in Chesapeake - **Event Name**: Dear Summer All White Labor Day Party – 3rd Annual Edition - **Description**: Dear Summer All White Labor Day Party – 3rd Annual Edition Sunday, September 6th | 4PM – 11PM Cutlass Grille Jamaican Jerk Barbeque 725 EdenAbout this EventThe summer isn't officially over until we celeb - **Interested Audience**: - Count: 3 - **Date**: Sun Sep 06 2026 at 04:00 pm – Sun Sep 06 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/dear-summer-all-white-labor-day-party-3rd-annual-edition/100001991869093077 - **Venue**: Cutlass Grille - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iZjBlYTg1ZjZiMzBhNDU0NWEwZWJiZDI2Y2UzOWRhOThhODkyMzk3Njk4NmFiMmQzYTliZDkzOTMyOGI1MjllLXJpbWctdzEyMDAtaDU5My1kY2ZmZmZmZi1nbWlyLmpwZz92PTE3ODE1NTc1NjU.avif - **Price**: USD 13 - **Categories**: entertainment, parties, fireworks, music, dance, labor-day - **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 Prese - **Interested Audience**: - Count: 12 - Avatar: https://cdn-az.allevents.in/banners/872599e5b31db8c84572947ab1239dfb-rimg-w200-h200-gmir.jpg - Avatar: https://www.gravatar.com/avatar/8c85cacc6530d614c912004a4c03c984?s=100&d=identicon&r=g - Avatar: https://lh3.googleusercontent.com/a/ACg8ocKh9B3akgjy-_PieMOTe0yCCaZkOYniEm4qgBqxWmxulW0CDA=s96-c?sz=200 - **Date**: Sat Sep 19 2026 at 06:00 pm – Sat Sep 19 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/6th-annual-somewhere-over-the-rainbow-gala/100001988001659479 - **Venue**: Delta Hotels Chesapeake Norfolk - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8wZThjNzM0MzFmZjZlOGViNjNmZjEzOWI1ZTk0MTQ2OTA0MDg2ZTBmMzZjY2JkNTM1ZDYyNWU3ZGEyODExYTViLXJpbWctdzEyMDAtaDY3NS1kYzAxNWRhMy1nbWlyLmpwZz92PTE3NzczODAwNzE.avif - **Price**: USD 55 to 1,923 - **Categories**: kids, parties, health-wellness, entertainment, mental-health, art, nonprofit, storytelling - **Event Name**: DJB @ Bucket's Bar and Grille - **Description**: 🔥 Live Music Alert! 🔥 Get ready for a high-energy night of real-deal country music as The Daniel Jordan Band takes over Buckets Bar and Grill on Saturday, September 26th, 2026 from 8PM to Midnight! 🎶🍻 Bringing their signature sound and electrifying stag - **Interested Audience**: - Count: 185 - **Date**: Sat Sep 26 2026 at 08:00 pm – Sun Sep 27 2026 at 12:00 am (-04:00) - **Event URL**: https://allevents.in/chesapeake/djb-buckets-bar-and-grille/200029866486247 - **Venue**: Buckets Bar and Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy82MDhmM2I2NTU4NzU3ZDUyNWEwMDlkMWQ1NGRjZWE2Yzk3Y2ExZDRlMGI5ZWExMDhjMWM0ZWVjY2JlZTcxMmYzLXJpbWctdzEyMDAtaDY3NS1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzYyMDc2OA.avif - **Categories**: music, entertainment, country-music-festivals, parties, live-music, calendar - **Event Name**: Pain and Pleasure: Tattoo Party - **Description**: Get inked, vibe, and embrace the thrill of pain and pleasure at the ultimate tattoo party!About this EventPain and Pleasure: Tattoo PartyGet ready for an unforgettable night where ink meets excite - **Date**: Sat Sep 05 2026 at 04:00 pm – Sat Sep 05 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/pain-and-pleasure-tattoo-party/100001998134214223 - **Venue**: Royal 7 Empire - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy85NWU5NDhlMDgwZjcxMmU2M2ZiMWIwMTlhZDJkOTFjMTZiYzFjOTJmMDkzNTE1YjMyMDNhNWEwN2FlMGJiMjliLXJpbWctdzEwODYtaDE0NDgtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg3MDY1NjYx.avif - **Price**: USD 0 to 55 - **Categories**: parties, entertainment, art - **Event Name**: River Walk Concert in the Park - **Description**: Come see Intangible Cats and River Walk favorite!! Food Trucks start at 5pm - **Interested Audience**: - Count: 156 - **Date**: Fri Sep 11 2026 at 06:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/river-walk-concert-in-the-park/200029839976836 - **Venue**: 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy85Zjk1Y2RhZmViYzhmMDMxODdiM2NmZTdkYTEwNWQ5ODZhYWFlZmRjYTA3OGM3MGVmOGU1ZmFkMDI3NDRhZDljLXJpbWctdzUxMi1oMzYzLWRjZjhmOGY4LWdtaXI_dj0xNzg3NDM1NDc1.avif - **Categories**: concerts, music, entertainment, food-drinks - **Event Name**: ENDERA, VALETE, CROATAN, ARTERIES LIKE ESTUARIES - **Description**: WELCOME ENDERA SAVANNAH GA TO RIFFHOUSE PUB Agressive metal with vocalist JEREMY EURE PREVIOUSLY IN LOCAL HEAVY HITTER CHAOS THEORY VALETE WILL HEADLINE THIS EPIC UNFORGETTABLE SHOW SEPT 5 SAT 8PM 7PM DOORS $10 cover all ages are welcome as usual un - **Interested Audience**: - Count: 63 - **Date**: Sat Sep 05 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/endera-valete-croatan-arteries-like-estuaries/200030603796048 - **Venue**: 2002 Bainbridge Blvd, Chesapeake, VA, United States, Virginia 23324 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8xOGVlZTdlOTZlMmM1YWFmM2VhMTAwYTQ3OTJmOGQyM2IzZDE5NjJkOTQ3MmI4YWY1YmY2NGVjMjEzMWY1YWY1LXJpbWctdzEwODAtaDEzODQtZGMwODA4MDgtZ21pcj92PTE3ODgxOTc1MTc.avif - **Categories**: music, entertainment - **Event Name**: Tarot Tea Party - September 2026 - **Description**: Join us for an afternoon of tea & tarot in our Odditorium! A great time to learn about tarot, practice your tarot, and eat cookies. Give readings, get readings, chat and drink tea! $10 per person. - **Interested Audience**: - Count: 33 - **Date**: Sun Sep 20 2026 at 01:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/tarot-tea-party-september-2026/200030541732022 - **Venue**: 112 Wayne Avenue, Chesapeake, VA, United States, Virginia 23320 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9hNDQ0MjI2NDk4Yzg0YjBkZDMwZWIyMTc1NWM3ZmI1NGEzZmI4M2FmZTQ4Zjc2NDBmYmI3OWQ3NGM5Y2JmZWJkLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgwOC1nbWlyP3Y9MTc4NzA5ODczNA.avif - **Categories**: parties, entertainment - **Event Name**: Pasta in the Park Waterway Market at Great Bridge Village - **Description**: Squisito! The Waterway Market at Great Bridge Village celebrates all things Italian on Sunday, October 11. Pasta dishes and desserts with Vee's Italian Bakery, Papa's Pasta Sauce, Holy Cannoli, and more. Italian jewelry from Alice's Treasure Box. Speci - **Date**: Sun Oct 11 2026 at 11:00 am – Sun Oct 11 2026 at 02:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/pasta-in-the-park-waterway-market-at-great-bridge-village/200030634286820 - **Venue**: 116 Reservation Road, Chesapeake, VA, United States, Virginia 23320 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy82OGI3YWU1OWQ0ZTQ3NTFjYTE1NWEwMmJlY2RjYmQxZjBiYmQ1MjlhMzRhNDQwNmI3NDE5MDMwMmU1YjViMzlmLXJpbWctdzEwODAtaDEwODAtZGNhODI4MjgtZ21pcj92PTE3ODgxMTQ5MjA.avif - **Categories**: Music, food-drinks, Entertainment - **Event Name**: Private Party - **Description**: The Shindig, part infinity... - **Interested Audience**: - Count: 23 - **Date**: Sat Oct 17 2026 at 06:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/private-party/200030433806807 - **Venue**: Portsmouth Moose Lodge 898 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83MmE3OGVmY2Q1OTllNDlhMWQ0ZmNiNDM4Yzg0YjAyODMzMDcwNTQzZjk2YzJjMmUxYmZiMjczNjE4OTMzMjVmLXJpbWctdzEyMDAtaDM5Ny1kYzA4MDgwOC1nbWlyP3Y9MTc4ODE4MDUwNw.avif - **Categories**: parties, entertainment - **Event Name**: Foxglove @ Portsmouth Moose - **Description**: Come get your party rock on! - **Interested Audience**: - Count: 7 - **Date**: Sat Dec 05 2026 at 08:00 pm – Sat Dec 05 2026 at 11:45 pm (-05:00) - **Event URL**: https://allevents.in/chesapeake/foxglove-portsmouth-moose/200030539269729 - **Venue**: Portsmouth Moose Lodge - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvOTcxOGY4MmUzZTNiZmNlZGM4ZWE3NzhjYWQwZWI3Yzc2NTFiNDg0ZTE1NjQxYmQ0MjIxYjExYTc5MjI5ODQwZC1yaW1nLXcxMjAwLWg2MjgtZGMwODA4MDgtZ21pcj92PTE3ODgzNjQ0MDQ.avif - **Categories**: parties, entertainment - **Event Name**: Jerry's of Indian River - **Description**: Full Band - **Interested Audience**: - Count: 9 - **Date**: Sat Nov 28 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/chesapeake/jerrys-of-indian-river/200029614363105 - **Venue**: Jerrys Of Indian River - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8yZDRmOWMyZjUwYzQ3YTNkM2I5NDU1ODNjMmE1OTk4Y2ZjYzc2MjM0ZTlhYmZlYWIwMzYyMjc3ODcyZWYwYTQ1LXJpbWctdzQ4Mi1oNTk1LWRjZjgwODA4LWdtaXI_dj0xNzg4MTgwNTE3.avif - **Categories**: music, entertainment ## Trending Events in Chesapeake - **Event Name**: Dear Summer All White Labor Day Party – 3rd Annual Edition - **Description**: Dear Summer All White Labor Day Party – 3rd Annual Edition Sunday, September 6th | 4PM – 11PM Cutlass Grille Jamaican Jerk Barbeque 725 EdenAbout this EventThe summer isn't officially over until we celeb - **Venue**: Cutlass Grille - **Banner**: https://cdn-az.allevents.in/events5/banners/bf0ea85f6b30a4545a0ebbd26ce39da98a8923976986ab2d3a9bd939328b529e-rimg-w1200-h593-dcffffff-gmir.jpg?v=1781557565 - **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 Prese - **Venue**: Delta Hotels Chesapeake Norfolk - **Banner**: https://cdn-az.allevents.in/events7/banners/0e8c73431ff6e8eb63ff139b5e94146904086e0f36ccbd535d625e7da2811a5b-rimg-w1200-h675-dc015da3-gmir.jpg?v=1777380071 - **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-dc180808-gmir?v=1787404129 - **Event Name**: Symphony Under the Stars - **Description**: Join us for a free, family-friendly concert with the Virginia Symphony Orchestra on the Bagley Stage! Free parking. A variety of food trucks will be available for an evening picnic. Bring your own chairs or blanket. Pop-up tents and oversized umbrellas ar - **Venue**: City Park Dr, Chesapeake, VA 23320, United States - **Banner**: https://cdn-az.allevents.in/events1/banners/68b993a1976caae0e8dbbf3bae726979281d9e66acdf740f321e41d046e30880-rimg-w800-h800-dc080808-gmir?v=1787030071 - **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**: Frightmare Opening Weekend! - **Description**: Frightmare is a walk through indoor haunted house adventure! Season begins 9/11 through 10/31! We are scary! Live actors & real screams! - **Venue**: Frightmare - **Banner**: https://cdn-az.allevents.in/events2/banners/c299a2b67d64c40cfafc3081ed982c2df4fe4bf73707c4cbc7f8bc6255dbdb84-rimg-w1200-h801-dc150504-gmir.jpg?v=1784314894 - **Event Name**: Chesapeake Craft Marketplace & Community Festival - **Description**: Join us at Chesapeake Craft Marketplace & Community Festival for local art, crafts, food, and good vibes in person!About this EventJoin us for the Chesapeake Craft Marketplace & Community Festival, a premier three - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events1/banners/bbd71137f5eefc60755eaa99b58693afe27a0a3e30e974fdeae2cf1beaf841a4-rimg-w1054-h1492-dcf3f4f0-gmir.jpg?v=1785323624 - **Event Name**: 3rd Annual Rides & Rescues Charity Car Show - **Description**: Mark your calendars and join Team Ultraspeed for our 3rd annual charity car show to benefit local non-profit animal rescues in Hampton Roads! Car show pre-registration will be $25, day-of registration will be $30. 100% of registrations will be donated to - **Venue**: Greenbrier Mall - **Event Name**: Waterway Market at Great Bridge Village - **Description**: ⛱️ Summer just won't let go! Take a break and enjoy a Sunday walk under the trees at the Waterway Market at Great Bridge Village 🥒🍅🌽🍆🥗🍇🌱🧋🥚🥩🥖💐 We are packed to the gills this week with everything you need to squeeze one more bite of the rest of the best - **Venue**: 116 Reservation Road, Chesapeake, VA, United States, Virginia 23320 - **Banner**: https://cdn-az.allevents.in/events1/banners/a0818ef63d131e28740b369e2f3f5c6e7ed77d25390412d121f7ffd45bf8c26f-rimg-w1080-h1350-dc387848-gmir?v=1786811538 ## 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 September in Chesapeake](https://allevents.in/chesapeake/entertainment--september) - [Entertainment Events in October in Chesapeake](https://allevents.in/chesapeake/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Chesapeake? - **A:** Dear Summer All White Labor Day Party – 3rd Annual Edition (Sun Sep 06 2026 at 04:00 pm at Cutlass Grille), 6th Annual Somewhere Over The Rainbow Gala (Sat Sep 19 2026 at 06:00 pm at Delta Hotels Chesapeake Norfolk), DJB @ Bucket's Bar and Grille (Sat Sep 26 2026 at 08:00 pm at Buckets Bar and Grill), Pain and Pleasure: Tattoo Party (Sat Sep 05 2026 at 04:00 pm at Royal 7 Empire), River Walk Concert in the Park (Fri Sep 11 2026 at 06:00 pm at 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States). - **Q**: What Entertainment events are happening in Chesapeake this weekend September 4–6, 2026? - **A:** Dear Summer All White Labor Day Party – 3rd Annual Edition (Sun Sep 06 2026 at 04:00 pm at Cutlass Grille), Pain and Pleasure: Tattoo Party (Sat Sep 05 2026 at 04:00 pm at Royal 7 Empire), ENDERA, VALETE, CROATAN, ARTERIES LIKE ESTUARIES (Sat Sep 05 2026 at 07:00 pm at 2002 Bainbridge Blvd, Chesapeake, VA, United States, Virginia 23324), Dear Summer All White Labor Day Party – 3rd Annual Edition (Sun, 06 Sep at 04:00 pm at Cutlass Grille). - **Q**: What Entertainment events are happening in Chesapeake in September 2026? - **A:** Dear Summer All White Labor Day Party – 3rd Annual Edition (Sun Sep 06 2026 at 04:00 pm at Cutlass Grille), 6th Annual Somewhere Over The Rainbow Gala (Sat Sep 19 2026 at 06:00 pm at Delta Hotels Chesapeake Norfolk), DJB @ Bucket's Bar and Grille (Sat Sep 26 2026 at 08:00 pm at Buckets Bar and Grill), Pain and Pleasure: Tattoo Party (Sat Sep 05 2026 at 04:00 pm at Royal 7 Empire), River Walk Concert in the Park (Fri Sep 11 2026 at 06:00 pm at 701 River Walk Pkwy, Chesapeake, VA 23320-9200, United States). - **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**: What are the popular venues for Entertainment events in Chesapeake? - **A:** Some popular venues hosting Entertainment events in Chesapeake include Cutlass Grille, Delta Hotels Chesapeake Norfolk, Buckets Bar and Grill. - **Q**: What is the price range for Entertainment events in Chesapeake? - **A:** Prices for Entertainment events in Chesapeake range from USD 13 to USD 1,923. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Chesapeake? - **A:** Popular organizers hosting Entertainment events in Chesapeake include Elite Promotions, Mile High Kids and Community Development Inc., The Daniel Jordan Band. - **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 Portsmouth](https://allevents.in/portsmouth-va/entertainment) - [Entertainment events in Norfolk](https://allevents.in/norfolk/entertainment) - [Entertainment events in Suffolk](https://allevents.in/suffolk/entertainment) - [Entertainment events in Fort Monroe](https://allevents.in/fort-monroe/entertainment) - [Entertainment events in Moyock](https://allevents.in/moyock/entertainment) - [Entertainment events in Virginia Beach](https://allevents.in/virginia-beach/entertainment) - [Entertainment events in Hampton](https://allevents.in/hampton/entertainment) - [Entertainment events in Carrollton](https://allevents.in/carrollton-va/entertainment)