To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in [CITY] like hiking in the forests, camping in mountains, hanging by the cliffs and a lot more. An adrenaline rush is sure to have when one is out there on adventure. Whether it’s swimming, river rafting, rappelling , riding with motorcycle club or cycling with friends or just a weekend getaway near [CITY], we have got you covered.
Find your adventure and trips near [CITY].
## Trips & Adventures Events in Chesapeake - **Event Name**: Striders Dismal Swamp 5 Miler and Kid's 1 Mile - **Description**: Course Information: 5 Miler: A 2.5-mile out and back course on the closed 2-lane roadway at the Dismal Swamp Trail Park in Chesapeake. 1 Miler: A .5 miles out and back on the same trail Start Times 5 Miler: 8:00 AM (Course will close at 10:30 AM) 1 Mi - **Interested Audience**: - Count: 144 - **Date**: Sat Apr 25 2026 at 08:00 am – Sat Apr 25 2026 at 11:00 am (-04:00) - **Event URL**: https://allevents.in/chesapeake/striders-dismal-swamp-5-miler-and-kids-1-mile/200029634622525 - **Venue**: Dismal Swamp Canal Trail - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9jYzdjNzJiYTJlZWY5OWRjNTQ2MmIyOWE3NDFhZjIzNWNlNTQwY2NkY2Q5ZjAzNmJmM2Q5ZDcyOGUyMzRiNDc0LXJpbWctdzEyMDAtaDQwMC1kYzczNzI3ZC1nbWlyP3Y9MTc3NTI2NzY4OQ.avif - **Categories**: trips-adventures, workshops, sports - **Event Name**: 🧭Adventures on the Northwest River - **Description**: 🧭Adventures on the Northwest River ✅️What's Available 🚣Kayak & Paddleboard Rentals 🚣♀️Kayak & Paddleboard Tours 🏄♂️Begginers Stand Up Paddleboard Class ⚠️All activities are by appointment only 🎟Spots are limited-reserve yours today! 📲757-2 - **Interested Audience**: - Count: 5 - **Date**: Thu May 14 2026 at 08:00 am – Thu May 14 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/adventures-on-the-northwest-river/200029700237500 - **Venue**: Bob's Fishing hole - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8xOTI5YjgxZTNjNTY4OTgxNDg0MDgzNzAxNWQwZGE3Y2U0OWUxMjM0ZTJkOWRhNzAzNWM1NDU4OGIyYWQzYmFhLXJpbWctdzEyMDAtaDE2MDAtZGMxOTE4MTctZ21pcj92PTE3NzQwNTAxNzI.avif - **Categories**: workshops, trips-adventures - **Event Name**: Mother’s Day Hike at Oak Grove Lake Park 💐🌿💗 - **Description**: Mother’s Day Hike 💐🌿 Sunday, May 10, 2026 | 8:00 AM – 10:00 AM 📍 Oak Grove Lake Park (Chesapeake) Let’s celebrate Mother’s Day with a fun, feel-good morning hike with East Coast Hikers! Moms, grandmas, bonus-moms, and anyone celebrating a mother figure a - **Interested Audience**: - Count: 141 - **Date**: Sun May 10 2026 at 08:00 am – Sun May 10 2026 at 10:00 am (-04:00) - **Event URL**: https://allevents.in/chesapeake/mother’s-day-hike-at-oak-grove-lake-park/200029413554649 - **Venue**: Oak Grove Lake Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvODZkNmE2MDFiOGYyMzAyNWFhNmExZjVjODdjN2M5YjE2N2JlZWY2OGVlODI2MjRmNWNiYmQ1Yjk1N2E3Y2MyMC1yaW1nLXcxMjAwLWg5MDAtZGNhYmMxZDgtZ21pcj92PTE3NzQzNzE1ODU.avif - **Categories**: trips-adventures, meetups - **Event Name**: The Gothic Market - **Description**: 🌟 Journey into wonder at The Gothic Market, where extraordinary experiences await around every corner! 🏛️ Set against the backdrop of Chesapeake Conference Center in dynamic Chesapeake, VA - **Date**: Fri May 29 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/chesapeake/the-gothic-market/2300029788981353 - **Venue**: Chesapeake Conference Center - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8xMTczMTA4MC0yZjg3LTExZjEtYmVjOS1hZDNmMWU5NmFjOTktcmltZy13MTIwMC1oNTQ3LWRjMjgyZTM0LWdtaXIuanBnP3Y9MTc3NTIzOTI1OA.avif - **Categories**: trips-adventures - **Event Name**: SEVA Sunday 4x4 Ride - **Description**: Ride the best off road trails in Hampton Roads! Trail rides take about an hour depending on ground conditions. Beginner & family friendly. Kids welcome. No pets please. Learn more & grab a spot to wheel here: https://w2wparks.com/product/757-trai - **Interested Audience**: - Count: 5 - **Date**: Sun Apr 12 2026 at 12:00 pm – Sun Apr 12 2026 at 01:00 pm (-04:00) - **Event URL**: https://allevents.in/chesapeake/seva-sunday-4x4-ride/200029700258810 - **Venue**: Suffolk, VA - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mMzU0MTk5NzNmNTczMjhkYjI3NDYzYmMzMzQ2YWI4NjRiZTQ0NDlmMjFmMmU4ODJhZmM2ODZhNjUwZTkzODQ5LXJpbWctdzcyMC1oOTYwLWRjNDk0NDMwLWdtaXI_dj0xNzc1MjM5MTM3.avif - **Categories**: trips-adventures, kids ## Trending Events in Chesapeake - **Event Name**: The 43rd Annual Chesapeake Jubilee - **Description**: 2026 CHESAPEAKE JUBILEE DATES FOOD, VENDOR & CRAFTER APPLICATIONS ARE LIVE! Vendors interested in joining our event are welcome to reach out to Capp98907@gmail.com. vendor apply(https://forms.gle/HJ8Yc2UDmFNZD4699) We now have additional openings ava - **Venue**: 900 Greenbrier Pkwy, Chesapeake, VA 23320-3677, United States - **Banner**: https://cdn-az.allevents.in/events10/banners/7d565f2f0ef8437a331c87fb387b11181a0046adcbab7c6f4ebfe4f3db5325f0-rimg-w1200-h1200-dc010101-gmir?v=1774648684 - **Event Name**: Chesapeake Spring Arts Festival - **Description**: Experience the vibrant heart of Chesapeake at our Spring Art Festival, where over 170 artists bring the city to life with their creativity. The Rotary Club of Chesapeake, in conjunction with the Chesapeake Fine Arts Commission, is having our sixth annual - **Venue**: Chesapeake City Park - **Banner**: https://cdn-az.allevents.in/events5/banners/e8eed3b08786fbd5ece4b965ca5794342d173c6482a377d527a9fc2a39a12205-rimg-w1200-h540-dc785c48-gmir?v=1774906152 - **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=1774812705 - **Event Name**: Easter egg hunt and Vendor Market - **Description**: !!!! Interested vendors!!!! DO NOT respond to any comments inquiring about vendors. The only way to sign up is by texting me at 757-560-6763 Easter Egg Hunt and Vendor Market 10-3! Easter Celebration and Egg hunt! Vendor market with local artisans, bak - **Venue**: 2928 Battlefield Blvd S, Chesapeake, VA, United States, Virginia 23322 - **Banner**: https://cdn-az.allevents.in/events6/banners/ed0c66bddcfa6da4328accd8f32c4aaf581b88af227523bd34a98caf7a673190-rimg-w851-h315-dcfde6f4-gmir?v=1774751061 - **Event Name**: Easter Egg Hunt at Historic Greenbrier Farms - **Description**: Our annual Easter Egg Hunt is coming! https://historicgreenbrierfarms.ticketspice.com/easter-egg-hunt-2026-gbf TICKET INCLUDES: - Children's Easter Egg Hunt (Bring your own Basket) - Visits with the Easter Bunny (Bring Your own Camera) - Coloring Cra - **Venue**: 225 Sign Pine Rd, Chesapeake, VA, United States, Virginia 23322 - **Banner**: https://cdn-az.allevents.in/events8/banners/3c1603c8efbaa6becf1ac1e4fc080885eaa86fd6d268fd8aa721e3b88e1dee58-rimg-w1200-h676-dc0fbec0-gmir?v=1775061986 - **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=1774177709 - **Event Name**: Tidewater Strider Spring Marathon and Half Marathon - **Description**: Course Information: The Marathon (26.2 mi) and Half Marathon (13.1 mi) take place on the closed 2-lane roadway at the Dismal Swamp Trail Park in Chesapeake. The Full Marathon course is a USATF Certified Course—this means this is a great Boston Qualifyin - **Venue**: Dismal Swamp Canal Trail - **Banner**: https://cdn-az.allevents.in/events10/banners/9a7d626bbb3442357e9c6665a20655c223e727dce88784e810c69f783368d454-rimg-w1200-h400-dc74727d-gmir?v=1775149843 - **Event Name**: 11th Annual Touch-a-Truck - **Description**: Touch-a-Truck™ is a hands-on learning experience for children to explore, climb and touch their favorite big trucks and vehicles as well as meet the professionals who protect, build and serve the South Hampton Roads community. We will have fire trucks, - **Venue**: Greenbrier Mall - **Banner**: https://cdn2.allevents.in/thumbs/thumb69a3a5422be08.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=1774759936 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Chesapeake](https://allevents.in/chesapeake/trips-adventures--today) - [Trips & Adventures Events This Weekend in Chesapeake](https://allevents.in/chesapeake/trips-adventures--this-weekend) - [Trips & Adventures Events in April in Chesapeake](https://allevents.in/chesapeake/trips-adventures--april) - [Trips & Adventures Events in May in Chesapeake](https://allevents.in/chesapeake/trips-adventures--may) ## FAQs - **Q**: What are the top Trips & Adventures events in Chesapeake? - **A:** Striders Dismal Swamp 5 Miler and Kid's 1 Mile (Sat Apr 25 2026 at 08:00 am at Dismal Swamp Canal Trail), 🧭Adventures on the Northwest River (Thu May 14 2026 at 08:00 am at Bob's Fishing hole), Mother’s Day Hike at Oak Grove Lake Park 💐🌿💗 (Sun May 10 2026 at 08:00 am at Oak Grove Lake Park), The Gothic Market (Fri May 29 2026 at 07:00 pm at Chesapeake Conference Center), SEVA Sunday 4x4 Ride (Sun Apr 12 2026 at 12:00 pm at Suffolk, VA). - **Q**: What Trips & Adventures events are happening in Chesapeake in April 2026? - **A:** Striders Dismal Swamp 5 Miler and Kid's 1 Mile (Sat Apr 25 2026 at 08:00 am at Dismal Swamp Canal Trail), SEVA Sunday 4x4 Ride (Sun Apr 12 2026 at 12:00 pm at Suffolk, VA). - **Q**: How can I find Trips & Adventures events in Chesapeake? - **A:** You can discover upcoming Trips & Adventures 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 Trips & Adventures 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 Trips & Adventures events in Chesapeake? - **A:** Some popular venues hosting Trips & Adventures events in Chesapeake include Dismal Swamp Canal Trail, Bob's Fishing hole, Oak Grove Lake Park. - **Q**: Who are the top organizers for Trips & Adventures events in Chesapeake? - **A:** Popular organizers hosting Trips & Adventures events in Chesapeake include Tidewater Striders Club, Adventure Kayak & SUP Tours, Yulia Moshkariova. - **Q**: Are there any online Trips & Adventures events available? - **A:** Yes, many Trips & Adventures 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 Trips & Adventures events in Chesapeake? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Chesapeake. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/d4/526b9c2f9443799c294c7c3b6e3343/freepik__candid-photography-with-natural-textures-and-highl__27226-1.webp ## Trips & Adventurous Activities from nearby cities - [Trips & Adventurous Activities in Portsmouth](https://allevents.in/portsmouth-va/trips-adventures) - [Trips & Adventurous Activities in Norfolk](https://allevents.in/norfolk/trips-adventures) - [Trips & Adventurous Activities in Suffolk](https://allevents.in/suffolk/trips-adventures) - [Trips & Adventurous Activities in Moyock](https://allevents.in/moyock/trips-adventures) - [Trips & Adventurous Activities in Virginia Beach](https://allevents.in/virginia-beach/trips-adventures) - [Trips & Adventurous Activities in Hampton](https://allevents.in/hampton/trips-adventures) - [Trips & Adventurous Activities in South Mills](https://allevents.in/south-mills/trips-adventures) - [Trips & Adventurous Activities in Newport News](https://allevents.in/newport-news/trips-adventures)