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 Middleburg - **Event Name**: The Shaggy Cow Lounge & Cabanas w/ Fluffy Highland Cows! | Middleburg, FL - **Description**: Middleburg, FL! - Introducing The Shaggy Cow Lounge & The Cowabunga Cabanas! 🐮🍹☀️ •••••• Welcome to The Shaggy Cow Lounge & our Cowabunga Cabana rentals! It is the ultimate retro-fluffy hangout for your favorite shaggy cows, adorable sheep, donkey - **Interested Audience**: - Count: 10 - **Date**: Sat May 30 2026 at 11:00 am – Sat May 30 2026 at 04:00 pm (-04:00) - **Event URL**: https://allevents.in/middleburg/the-shaggy-cow-lounge-and-cabanas-w-fluffy-highland-cows-|-middleburg-fl/200030041960817 - **Venue**: Middleburg, Florida - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy82MTdlY2FjZjI5MGIzMGY4MjYyMjJiMDE2ZDkzYzhkNzg2N2RlYzgxNzE5NGQ4MWUxYzBhOGM2NGQ4MmVmOTE5LXJpbWctdzEyMDAtaDY3NS1kY2E3Nzc0OC1nbWlyP3Y9MTc3ODQyODc1Ng.avif - **Categories**: trips-adventures - **Event Name**: SOS 2026 - **Description**: Come and join us at Sombrero Running Events for the 3rd Annual SOS trail race on the beautiful Sandridge trail on saturday 9/12 in Middleburg, Fla! We have multiple distances and divisions and also ruck divisions. Portions of the proceeds will go back to - **Interested Audience**: - Count: 61 - **Date**: Sat Sep 12 2026 at 07:00 am – Sat Sep 12 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/middleburg/sos-2026/200029796439608 - **Venue**: 2 Live Oak Ln, Middleburg, FL 32068, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy85ZjI0ZTgzZjkyNTA5OTg4YzM2ZGQ2ODYzZjk4YjA0OGZjYzE2ZDU5ZjU1YWMyMzhmOWQzMjY2MGZlYmUxNjY1LXJpbWctdzEyMDAtaDgwMC1kYzQ3NDkzMi1nbWlyP3Y9MTc3ODM2MTAxNA.avif - **Categories**: trips-adventures, sports, nonprofit - **Event Name**: Festivus 2026 - **Description**: We are making history again with the first ever 100 mile trail run on the Jennings State Forest and in the North East Florida region, we want to welcome you to the 4th Annual Festivus: For the rest of us! Sombrero Running Events and their sponsors are sup - **Interested Audience**: - Count: 71 - **Date**: Sat Dec 05 2026 at 07:00 am (-05:00) - **Event URL**: https://allevents.in/middleburg/festivus-2026/200029735136746 - **Venue**: 2A Live Oak Lane - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9hNDdlYTFlY2YxNjU1MzUxY2IzNjcyMTQ3ZTE1NjQyYmRjNmNjOGY5ZTU3ZjBhNmM0NjM3YTk1NThkMjBkNjQ5LXJpbWctdzEyMDAtaDkwMC1kYzA0MDMwMi1nbWlyP3Y9MTc3ODM0NDk3OQ.avif - **Categories**: trips-adventures, calendar - **Event Name**: Middleburg Adventure Challenge - **Description**: Join us for a team-based scavenger hunt adventure filled with photo challenges, video missions, and fun tasks around town!About this EventJoin us for a team-based scavenger hunt adventure filled with photo challenges, vid - **Date**: Sun May 17 2026 at 11:00 am – Sun May 17 2026 at 01:00 pm (-04:00) - **Event URL**: https://allevents.in/middleburg/middleburg-adventure-challenge/100001987871636577 - **Venue**: 2747 Blanding Blvd suite 103 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83ZjA0MTVjZmVkMDAyNDc3MjNjMWQzZTlmZDEyOThiNjAwODczNTcyYWRkZWYwYzUzZjM4NjIzN2YxMDliM2E5LXJpbWctdzEyMDAtaDgwMC1kYzQ4MmUxNi1nbWlyLmpwZz92PTE3NzY3NTU5MzU.avif - **Price**: USD 13 - **Categories**: trips-adventures, contests - **Event Name**: Wag & Walk-Black Creek Park & Trail! 2026 - **Description**: Join The Hound Crew as we have FUN while we walk! Join our guided pack walk, socialize safely and under the direction of our Trainers and explore your local areas! The locations change with each event so make sure to check where we will be! Wag & Walk - **Interested Audience**: - Count: 2 - **Date**: Sun Jun 14 2026 at 10:00 am – Sun Jun 14 2026 at 11:00 am (-04:00) - **Event URL**: https://allevents.in/middleburg/wag-and-walk-black-creek-park-and-trail-2026/200029915534028 - **Venue**: 389 Foxtail Ave , Middleburg, FL, United States, Florida 32068 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8wM2I5MTBjM2Q4OWI4YWMxY2EyMGNiNDYzYTg1MWJiM2VkOTc4MGNiMjNiMjlmMzc0ZDI2MDAxYTMyMmFmZWM2LXJpbWctdzg1MS1oMzE1LWRjMzNiOWVjLWdtaXI_dj0xNzc3NTkzMDIy.avif - **Categories**: trips-adventures, dog - **Event Name**: 10th Anniversary Customer Appreciation Picnic! - **Description**: The Big Bark Picnic: 10 Years of Tails & Trails It is our 10 year Anniversary being your Friendly Neighborhood Dog Trainers and we want to celebrate WITH YOU! Join us on 9/12/26 for a celebration of community, family and friends! We will be doing a " - **Interested Audience**: - Count: 36 - **Date**: Sat Sep 12 2026 at 11:00 am (-04:00) - **Event URL**: https://allevents.in/middleburg/10th-anniversary-customer-appreciation-picnic/200030000159232 - **Venue**: 389 Foxtail Ave , Middleburg, FL, United States, Florida 32068 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9mY2Y3YmM5NjdmNGRiOTQzY2Y2ZmM5NjFlNzljYmM4MmFkMzMzNmNiOTJlM2Q0NTljMzVmNzg2ODMwODZjYWEwLXJpbWctdzg1MS1oMzE1LWRjNWY0OGRiLWdtaXI_dj0xNzc4NDI5NzY1.avif - **Categories**: trips-adventures, dog ## Trending Events in Middleburg - **Event Name**: Cliff Avril Family Foundation 13th Annual Family Fun Day - **Description**: The day is entirely FREE to the community and consists of food, kickball, face painting, bounce houses, music and much more!About this EventSeattle Seahawks Legend Cliff Avril returns home to host the 13th Annual Family F - **Venue**: Paul C. Armstrong Park - **Banner**: https://cdn-az.allevents.in/events4/banners/f50ecf650c0ea58e683d8f37d677c1bb04f93555879e03131d663f6ef255be0c-rimg-w1200-h1800-dcf3edd9-gmir.jpg?v=1773371364 - **Event Name**: Honda Heritage Cars, Bikes, and Coffee - **Description**: Join us for the 2nd monthly Honda Heritage Cars, Bikes, and Coffee. Our April event had over 400 cars and motorcycles on display and over 1,000 people in attendance! Enjoy free coffee and $1 donuts and meet fellow enthusiasts. The Museum will be open with - **Venue**: 24025 Honda Pkwy, Marysville, OH 43040-9182, United States - **Banner**: https://cdn-az.allevents.in/events3/banners/6ed69209df391a335b10c94778135b65eaf6b723d9fe7ede3bdd917f64c57d92-rimg-w1200-h900-dcd7dde9-gmir?v=1777974877 - **Event Name**: Jingle In The Burg 2026 - **Description**: Join us for Jingle in the Burg! Enjoy the Jingle Paws Parade, holiday vendors, live music, and a festive day in Middleburg from 10am–4pm .About this Event🐾 Jingle in the Burg: A Canine Christmas Celebration! 🎄Get r - **Venue**: South Madison Street - **Banner**: https://cdn-az.allevents.in/events8/banners/96d2468d87b333978539b8dfbe62712a246a11974d47c8b8ba56f85d1111f0f5-rimg-w1200-h799-dc161719-gmir.jpg?v=1774846270 - **Event Name**: 2027 Jacksonville Spartan Event Weekend Hosted by VISIT JACKSONVILLE - **Description**: Jacksonville Spartans, we’re heading back to Diamond D. Ranch! Just 30 minutes from downtown, this course brings fast, flat terrain with a wild Florida twist. You’ll race past bison, antelope, horses, and cows—just don’t let them outrun you. Get ready for - **Venue**: Diamond D Ranch - **Banner**: https://cdn-az.allevents.in/events4/banners/5e15eaf50e25678b86102fe415e43d8c41d2fee7a59c1c4f0424ec01423e8c49-rimg-w1200-h703-dc2d1d14-gmir?v=1777452701 - **Event Name**: Out West Fest - **Description**: Grab your denim and throw on your cowboy boots for a fun-filled dayAbout this EventGrab your denim and throw on your cowboy boots for a fun-filled day at Lost Barrel Brewing's Out West Fest on Saturday, May 16th, from 11- - **Venue**: Lost Barrel Brewing - **Banner**: https://cdn-az.allevents.in/events8/banners/61a34452f331bb07e7e2990bdf22457867ede5ddb0cb01a72c4a530ae4ec9ef2-rimg-w1200-h675-dcf3f3f3-gmir.jpg?v=1773428355 - **Event Name**: Slow Flow Yoga with Rhonda - **Description**: Relaxing morning of slow flow yoga at the winery!About this EventSlow Flow YogaCalm your mind and feel good in your body with Slow Flow Yoga at Cana Vineyards and Wine - **Venue**: Cana Vineyards and Winery of Middleburg - **Banner**: https://cdn-az.allevents.in/events3/banners/f84fc269d54da2ac25101692011f8a0057e099d809cd888fc55cfffa03c729f2-rimg-w1200-h600-dcffffff-gmir.jpg?v=1772332027 - **Event Name**: Pours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdot - **Description**: An elevated Loudoun wine tasting featuring Rosé, Petit Manseng & Petit Verdot top producersAbout this EventPours to Explore Tasting Series: Rosé, Petit Manseng & Petit Verdo - **Venue**: Cana Vineyards and Winery of Middleburg - **Banner**: https://cdn-az.allevents.in/events2/banners/bf21731b97999a42d7a4cc5e287eb8b7d1fb62f76a1ea099199bbc1c910a8280-rimg-w1200-h600-dc313649-gmir.jpg?v=1777379878 - **Event Name**: Rosé Brunch in Wine Country - **Description**: Sip rosé, munch on brunch bites, and relax with friends at our summertime Rosé brunch in Middleburg!About this EventRosé Brunch in Wine CountryGet ready for a chill and - **Venue**: Cana Vineyards and Winery of Middleburg - **Banner**: https://cdn-az.allevents.in/events6/banners/ba4512d9c8215fd305ae1aa5d73a7e37d7073ba78511b24020e83b3823237116-rimg-w1200-h1200-dc750204-gmir.jpg?v=1777753476 - **Event Name**: Stars, Stripes, and Vines - Summer 2026 - **Description**: Join us for a summertime staycation at your favorite wineries in the Susquehanna Heartland Wine Trail!About this EventStars, Stripes, and VinesCome and join us for a staycation cel - **Venue**: Susquehanna Heartland Wine Trail - **Banner**: https://cdn-az.allevents.in/events5/banners/a64fc8ff117f4658ebaa5d5bab7c3dc5de55fd574710896b10c3701489d50993-rimg-w1200-h600-dc191618-gmir.jpg?v=1777796443 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Middleburg](https://allevents.in/middleburg/trips-adventures--today) - [Trips & Adventures Events This Weekend in Middleburg](https://allevents.in/middleburg/trips-adventures--this-weekend) - [Trips & Adventures Events in May in Middleburg](https://allevents.in/middleburg/trips-adventures--may) - [Trips & Adventures Events in June in Middleburg](https://allevents.in/middleburg/trips-adventures--june) ## FAQs - **Q**: What are the top Trips & Adventures events in Middleburg? - **A:** The Shaggy Cow Lounge & Cabanas w/ Fluffy Highland Cows! | Middleburg, FL (Sat May 30 2026 at 11:00 am at Middleburg, Florida), SOS 2026 (Sat Sep 12 2026 at 07:00 am at 2 Live Oak Ln, Middleburg, FL 32068, United States), Festivus 2026 (Sat Dec 05 2026 at 07:00 am at 2A Live Oak Lane), Middleburg Adventure Challenge (Sun May 17 2026 at 11:00 am at 2747 Blanding Blvd suite 103), Wag & Walk-Black Creek Park & Trail! 2026 (Sun Jun 14 2026 at 10:00 am at 389 Foxtail Ave , Middleburg, FL, United States, Florida 32068). - **Q**: What Trips & Adventures events are happening in Middleburg this weekend May 15–17, 2026? - **A:** Middleburg Adventure Challenge (Sun May 17 2026 at 11:00 am at 2747 Blanding Blvd suite 103), Morgan Wallen at Ben Hill Griffin Stadium (Fri, 15 May at 05:30 pm at Ben Hill Griffin Stadium). - **Q**: What Trips & Adventures events are happening in Middleburg in May 2026? - **A:** The Shaggy Cow Lounge & Cabanas w/ Fluffy Highland Cows! | Middleburg, FL (Sat May 30 2026 at 11:00 am at Middleburg, Florida), Middleburg Adventure Challenge (Sun May 17 2026 at 11:00 am at 2747 Blanding Blvd suite 103), Morgan Wallen at Ben Hill Griffin Stadium (Fri, 15 May at 05:30 pm at Ben Hill Griffin Stadium), Juice - Rock Band (Wed, 20 May at 07:00 pm at Blue Jay Listening Room). - **Q**: How can I find Trips & Adventures events in Middleburg? - **A:** You can discover upcoming Trips & Adventures events in Middleburg 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 Middleburg? - **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 Middleburg? - **A:** Some popular venues hosting Trips & Adventures events in Middleburg include Middleburg, Florida, 2 Live Oak Ln, Middleburg, FL 32068, United States, 2A Live Oak Lane. - **Q**: What is the price range for Trips & Adventures events in Middleburg? - **A:** Prices for Trips & Adventures events in Middleburg range from USD 13 to USD 13. Many events also offer free entry. - **Q**: Who are the top organizers for Trips & Adventures events in Middleburg? - **A:** Popular organizers hosting Trips & Adventures events in Middleburg include The Cowabunga Camp, Mike Martinez, Massageology, LLC. - **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 Middleburg? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Middleburg. ## 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 Starke](https://allevents.in/starke/trips-adventures) - [Trips & Adventurous Activities in Jacksonville](https://allevents.in/jacksonville/trips-adventures)