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 Brattleboro - **Event Name**: Ruthie Foster - **Interested Audience**: - Count: 1 - **Date**: Thu Aug 13 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/ruthie-foster/2300030193304229 - **Venue**: The Stone Church - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Ruthie+Foster&date=Thu+Aug+13+2026+at+07%3A00+pm&bg=5 - **Categories**: contests, trips-adventures - **Event Name**: Vacation Manor - **Interested Audience**: - Count: 1 - **Date**: Thu Aug 27 2026 at 07:00 pm – Fri Aug 28 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/vacation-manor/2300029961968912 - **Venue**: The Stone Church - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9iMjRmYzdjMC03YjAyLTExZjEtODc4YS03MWExOTgyZTk4MzAtcmltZy13MTIwMC1oMTIwMC1kYzFiMTkxYS1nbWlyLmpwZz92PTE3ODM1Mzg2OTM.avif - **Categories**: trips-adventures, Contests - **Event Name**: Retreat Farm Ramble: 33 and 15 Mile Bike Rides - **Description**: The Retreat Farm Ramble is our third annual cycling event with multiple rides to choose from. We'll have a 33-mile mixed gravel and pavement farm tour and a 15 mile family-friendly hybrid bike and E-bike tour. Each route will have stops at our partnering - **Interested Audience**: - Count: 30 - **Date**: Sun Aug 16 2026 at 08:00 am (-04:00) - **Event URL**: https://allevents.in/brattleboro/retreat-farm-ramble-33-and-15-mile-bike-rides/200030144373338 - **Venue**: 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9iYWQwNzFkMmNkODRkYTRmMWZkNTQ2MDEwY2RiMGI1NTg2YzhjMmQxNmU4MTMxNWExYWQ2YjRkODkxODMxYjM2LXJpbWctdzEyMDAtaDEwMDctZGNmOGY4ZjgtZ21pcj92PTE3ODU3ODM0MDQ.avif - **Categories**: trips-adventures, cycling, trekking, sports, food-drinks, beer-festivals - **Event Name**: Crêpe Night with Green Mountain Camp - **Description**: Crêpe Nights are seasonal gatherings, held regularly throughout late Spring and Summer at Scott Farm. These are times to celebrate the harvest, good simple food, great music, and community in a stunning setting – picnic style. Outdoor and indoor tables an - **Interested Audience**: - Count: 17 - **Date**: Wed Aug 19 2026 at 05:30 pm – Wed Aug 19 2026 at 07:30 pm (-04:00) - **Event URL**: https://allevents.in/brattleboro/crêpe-night-with-green-mountain-camp/200030518543039 - **Venue**: 707 Kipling Rd, Dummerston Center, VT, United States, Vermont 05301 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84ZDNkYWY0ODQ1YzVjNGUyODU2ZjEyMmY2Yzk2OWVkMGVlMTkzMDJmZTM2MWQ2MTY4NmE3ZTUxZDM4YWRhODliLXJpbWctdzEyMDAtaDkwNC1kYzU4MjgyOC1nbWlyP3Y9MTc4NjA2OTUzOA.avif - **Categories**: trips-adventures, nonprofit - **Event Name**: Ian Sweet - **Description**: 📍 Venue: The Stone Church - Brattleboro 🏠 Address: 210 Main Street, Brattleboro, VT 05301 🌆 City: Brattleboro 📍 Location: 42.8549, -72.5595🎉 Prepare to be amazed at Ian Sweet, the most anticipated gathering of the season! 🌟 Set against t - **Date**: Fri Oct 16 2026 at 08:00 pm – Fri Oct 16 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/brattleboro/ian-sweet/3200029995400033 - **Venue**: The Stone Church - Brattleboro - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Ian+Sweet&date=Fri+Oct+16+2026+at+08%3A00+pm&bg=4 - **Categories**: trips-adventures ## Trending Events in Brattleboro - **Event Name**: Food Truck Roundup - **Description**: Our 9th season of Food Truck Roundup is here! Our fantastic summer lineup includes performances from local and regional bands playing danceable rock, soul, bluegrass, Cajun, jazz and more. Food vendors vary from night to night, and this year include Amy - **Venue**: 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events7/banners/a0bdb506a71c88acf30efb805c1bd3036c9d37bb3b7019c989481822838c2e14-rimg-w1200-h474-dc88b8e8-gmir?v=1786111371 - **Event Name**: Music Under the Stars: Celtic Night - **Description**: The three-part Music Under the Stars series returns to Farmhouse Square. Presented by the Brattleboro Music Center and Retreat Farm, this free outdoor concert series is rated one of Vermont’s Top 10 Summer Events. This striking duo is a leading light in - **Venue**: 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301 - **Banner**: https://cdn-az.allevents.in/events4/banners/18391bb3b41860345f0b4cf2d4c3be9cec248ae126abaab267dad7db2eb7440f-rimg-w859-h671-dc385838-gmir?v=1786035182 - **Event Name**: 8th Annual Street Food Festival - Brattleboro Vermont - **Description**: Enjoy great food, drink and entertainment at the 9th annual Street Food Festival!! Family friendly and FREE to attend! The list of food vendors attending so far this year are: Juniors Food Truck J&B Curbside Cafe Vermont Lemon Wheel Frisky Cow Ge - **Venue**: Brattleboro Common - **Banner**: https://cdn-az.allevents.in/events5/banners/f2431808488cb323d1eb958ca81ad52e84a92bad5fc1088482b876065189b378-rimg-w1200-h524-dcf8f8f8-gmir?v=1786381778 - **Event Name**: Ruthie Foster - **Venue**: The Stone Church - **Event Name**: Ladies Night Out {Early Price} with Men in Motion -Brattleboro VT (21+) - **Description**: An Exciting Night Out With America's #1 Hunky, Wild, Performers in Brattleboro VT - Men in Motion!! - **Venue**: BAR 580 - **Banner**: https://cdn-az.allevents.in/events9/banners/d1c83fdd751c60a73578d51f971a10b20acf1d6d36f35d783caa3b90b55d2c9a-rimg-w1200-h600-dc181a16-gmir.jpg?v=1777379635 - **Event Name**: Alex Clark | Jokes From The Brink | Stand-Up Comedy - **Description**: With 4 million YouTube subscribers and 500 million views, Alex has mastered funny ways of oversharing. Alex is an award-winning comedian.About this EventWe use Eventbrite for promotion only. To attend, ple - **Venue**: Hooker-Dunham Theater & Gallery - **Banner**: https://cdn-az.allevents.in/events6/banners/c77ed1328f5829bb95f583b04d9e556b25d71192fb9f636e191516eea42c0503-rimg-w1200-h675-dc161113-gmir.jpg?v=1777816253 - **Event Name**: Comedian Bob Marley BRATTLEBORO VERMONT Friday November 6! - **Description**: COME AND LAUGH! NO REFUNDS OR EXCHANGES! TICKET PRICE INCLUDES ALL FEES! SEATING IS GENERAL ADMISSION! - **Venue**: Latchis Theatre - **Banner**: https://cdn-az.allevents.in/events3/banners/facb675e6d917b4d549d447da9ac5e740b8627abf5f1b9aa2edf1a74e2f84df3-rimg-w1200-h628-dc000000-gmir.jpg?v=1784925965 - **Event Name**: Ian Sweet at The Stone Church - VT - **Venue**: The Stone Church - VT - **Banner**: https://cdn-az.allevents.in/events7/banners/f7da2330-63d8-11f1-9c86-c3d3270d49a7-rimg-w1024-h1024-dc171618-gmir.jpg?v=1780991895 - **Event Name**: Mad Caddies, The Supervillains in Brattleboro - **Description**: 🎶 Get Ready for Mad Caddies Live at Stone Church on Wednesday, August 26, 2026! 🎶 This is not just a concert—it's a moment you'll talk about for years. Mad Caddies is set to light up Stone Church with their unforget - **Venue**: Stone Church - **Banner**: https://cdn-az.allevents.in/events1/banners/faa9c8b0-862c-11f1-9a9e-39ca0151cd66-rimg-w1200-h675-dc472e1a-gmir.webp?v=1784766316 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Brattleboro](https://allevents.in/brattleboro/trips-adventures--today) - [Trips & Adventures Events This Weekend in Brattleboro](https://allevents.in/brattleboro/trips-adventures--this-weekend) - [Trips & Adventures Events in August in Brattleboro](https://allevents.in/brattleboro/trips-adventures--august) - [Trips & Adventures Events in September in Brattleboro](https://allevents.in/brattleboro/trips-adventures--september) ## FAQs - **Q**: What are the top Trips & Adventures events in Brattleboro? - **A:** Ruthie Foster (Thu Aug 13 2026 at 07:00 pm at The Stone Church), Vacation Manor (Thu Aug 27 2026 at 07:00 pm at The Stone Church), Retreat Farm Ramble: 33 and 15 Mile Bike Rides (Sun Aug 16 2026 at 08:00 am at 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301), Crêpe Night with Green Mountain Camp (Wed Aug 19 2026 at 05:30 pm at 707 Kipling Rd, Dummerston Center, VT, United States, Vermont 05301), Ian Sweet (Fri Oct 16 2026 at 08:00 pm at The Stone Church - Brattleboro). - **Q**: What Trips & Adventures events are happening in Brattleboro this weekend August 14–16, 2026? - **A:** Retreat Farm Ramble: 33 and 15 Mile Bike Rides (Sun Aug 16 2026 at 08:00 am at 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301). - **Q**: What Trips & Adventures events are happening in Brattleboro in August 2026? - **A:** Ruthie Foster (Thu Aug 13 2026 at 07:00 pm at The Stone Church), Vacation Manor (Thu Aug 27 2026 at 07:00 pm at The Stone Church), Retreat Farm Ramble: 33 and 15 Mile Bike Rides (Sun Aug 16 2026 at 08:00 am at 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301), Crêpe Night with Green Mountain Camp (Wed Aug 19 2026 at 05:30 pm at 707 Kipling Rd, Dummerston Center, VT, United States, Vermont 05301), Vacation Manor (Thu, 27 Aug at 07:00 pm at The Stone Church). - **Q**: How can I find Trips & Adventures events in Brattleboro? - **A:** You can discover upcoming Trips & Adventures events in Brattleboro 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 Brattleboro? - **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 Brattleboro? - **A:** Some popular venues hosting Trips & Adventures events in Brattleboro include The Stone Church, 45 Farmhouse Square, Brattleboro, VT, United States, Vermont 05301, 707 Kipling Rd, Dummerston Center, VT, United States, Vermont 05301. - **Q**: Who are the top organizers for Trips & Adventures events in Brattleboro? - **A:** Popular organizers hosting Trips & Adventures events in Brattleboro include Ticket Network Events, Retreat Farm, Scott Farm Orchard. - **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 Brattleboro? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Brattleboro. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/d4/526b9c2f9443799c294c7c3b6e3343/freepik__candid-photography-with-natural-textures-and-highl__27226-1.webp ## Explore Events in Nearby Cities - [Events in West Brattleboro](https://allevents.in/west-brattleboro) - [Events in West Chesterfield](https://allevents.in/west-chesterfield-nh) - [Events in Hinsdale](https://allevents.in/hinsdale-nh) - [Events in Marlboro](https://allevents.in/marlboro-vt) - [Events in Spofford](https://allevents.in/spofford) - [Events in Putney](https://allevents.in/putney-vt) - [Events in Winchester](https://allevents.in/winchester-nh) - [Events in Newfane](https://allevents.in/newfane-vt)