To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in Milford 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 Milford, we have got you covered.
Find your adventure and trips near Milford.
## Trips & Adventures Events in Milford - **Event Name**: 17th Annual Downtown Milford Wine Trail - **Description**: The Downtown Milford Business Association is hosting its 17th Annual Wine Trail, inviting attendees to say farewell to summer with a foodie-friendly stroll through downtown, all while benefiting The Milford Junior Major League The Wine Trail takes place - **Interested Audience**: - Count: 139 - **Date**: Sat Oct 10 2026 at 05:00 pm – Sat Oct 10 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/milford/17th-annual-downtown-milford-wine-trail/200029873824245 - **Venue**: Downtown Milford Connecticut - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy83YTk4MDQyODc2YWM4NDdkZDczMjE3ODU2NzViYzJjOGM5YTgxN2RjNTE5ZTUxNjllMzExNDc1ZTBhMGE4MTg4LXJpbWctdzEyMDAtaDYyOC1kYzg4MTgzOC1nbWlyP3Y9MTc4ODczOTgzMA.avif - **Categories**: trips-adventures, nonprofit ## Trending Events in Milford - **Event Name**: FUNBOX at Connecticut Post Mall — The World's Biggest Bounce Park - **Description**: FUNBOX, known as The World's Biggest Bounce Park, returns to Connecticut Post Mall in Milford this fall with 25,000 square feet of FUN!About this EventFUNBOX, known as The World's Biggest Bounce Park, returns to Connectic - **Venue**: Connecticut Post Mall Shopping Center - **Banner**: https://cdn-az.allevents.in/events4/banners/a3a5eb35257025718eb442867c4f3dea96e65b96f19b61632ef9ac0e6e80df52-rimg-w1078-h1359-dcf8f8f8-gmir.jpg?v=1788822970 - **Event Name**: Milford Oktoberfest 2026 DAY 1 ~ Music, Beer & Fun Fall Festival!! - **Description**: 🍻 Save the Date! 🍻Milford Oktoberfest is a 2 Day EVENT Join us for our Annual Milford Oktoberfest 2026 — a weekend full of great music, cold beer, and fall fun! 📅 Friday, Sept. 25 & Saturday, DAY 1 Sept. 26 - Day 2 📍 Fowler F - **Venue**: Fowler Field - **Banner**: https://cdn-az.allevents.in/events3/banners/dd3cc30f5209c51c6a7f7a8f0947f7891c5c49607e993c69b4dfb78e9cc33b04-rimg-w1178-h940-dce8f8f8-gmir?v=1788367637 - **Event Name**: Milford Art Affaire - **Description**: For the past nineteen years on the 4th Saturday in September, the streets of downtown Milford have come alive with Art Affaire. This juried art and fine craft event brings thousands of visitors to see hundreds of artis - **Venue**: Downtown Milford - **Banner**: https://cdn2.allevents.in/thumbs/thumb6983a794116b7.jpg - **Event Name**: Milford Pumpkin Festival - Leannalie - **Description**: One of the most sought after fall festivals in New England! Hours: Friday October 9th 5pm-9pm Saturday October 10th 10am-9pm Sunday October 11th 10am-3pm Located in the Milford Oval, New Hampshire Find Leannalie near the gazebo! 🎃 Please direct any a - **Venue**: Milford Oval - **Banner**: https://cdn-az.allevents.in/events5/banners/cee3e39a2cc1c40ecdaff310b96d6f985028e60e097eee89e62dcc69bd560204-rimg-w1200-h1553-dcf8f8f8-gmir?v=1787127846 - **Event Name**: Jazz'n Downtown: The Ultimate Jazz & Arts Experience - **Description**: Get ready to groove at Jazz'n Downtown, an immersive live music and artisan experience where live jazz meets Milford's coastal city vibes.About this EventUnwind as you enjoy strolling boutiques - **Venue**: Taylor Memorial Library (Main Check-In) - **Banner**: https://cdn-az.allevents.in/events3/banners/4431ba23804c56baa9bbdfad88f0aa42348db6b5b87a8f3b21f57a393e51cd26-rimg-w1200-h600-dc010000-gmir.jpg?v=1780232017 - **Event Name**: Pink Floyd USA Experience at Milford Theater - **Venue**: Milford Theater - **Banner**: https://cdn-az.allevents.in/events4/banners/02c5bc50-b0d2-11f1-aa22-43be95323b73-rimg-w1200-h613-dc080808-gmir.jpg?v=1789455146 - **Event Name**: JUST ANNOUNCED! RGB headlines on Green Stage at Durham Fair 7pm - **Description**: RGB headlines Green Stage on Friday Sept 25th at 106th Durham Fair in Durham,CT 7-9pm Our friend Aaron Stone is our Sound Engineer for the evening. RGB featuring.... Rob Glassman Mike Piercey Ralph Santoro Eli Farland - **Venue**: Durham Fair, Durham, CT - **Banner**: https://cdn-az.allevents.in/events8/banners/fdb9f5ec0b713921e4ef78e43fa1b5a92609a4833689a2945d497e19927b49a1-rimg-w1200-h1200-dc080808-gmir?v=1787967498 - **Event Name**: 17th Annual Downtown Milford Wine Trail - **Description**: The Downtown Milford Business Association is hosting its 17th Annual Wine Trail, inviting attendees to say farewell to summer with a foodie-friendly stroll through downtown, all while benefiting The Milford Junior Major League The Wine Trail takes place - **Venue**: Downtown Milford Connecticut - **Banner**: https://cdn-az.allevents.in/events6/banners/7a98042876ac847dd7321785675bc2c8c9a817dc519e5169e311475e0a0a8188-rimg-w1200-h628-dc881838-gmir?v=1788739830 - **Event Name**: Milford Artisan Market - **Description**: **🍂 Milford Artisan Market – Fall Festival 🍂** **October 17 & 18, 2026 | 10:00 AM – 4:00 PM** **Milford Green, Downtown Milford, CT** Celebrate the beauty of fall at the **award-winning Milford Artisan Market!** Spend the weekend exploring **170+ tal - **Venue**: 168-176 Broad Street, Milford, CT, United States, Connecticut 06460 - **Banner**: https://cdn-az.allevents.in/events7/banners/a21c3c1cf1e1cd574233ff5c44940fee2332f1675b306871e0dba6392a0aac4f-rimg-w1200-h500-dcb81808-gmir?v=1787877249 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Milford](https://allevents.in/milford/trips-adventures--today) - [Trips & Adventures Events This Weekend in Milford](https://allevents.in/milford/trips-adventures--this-weekend) - [Trips & Adventures Events in September in Milford](https://allevents.in/milford/trips-adventures--september) - [Trips & Adventures Events in October in Milford](https://allevents.in/milford/trips-adventures--october) ## FAQs - **Q**: What are the top Trips & Adventures events in Milford? - **A:** 17th Annual Downtown Milford Wine Trail (Sat Oct 10 2026 at 05:00 pm at Downtown Milford Connecticut). - **Q**: How can I find Trips & Adventures events in Milford? - **A:** You can discover upcoming Trips & Adventures events in Milford 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 Milford? - **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 Milford? - **A:** Some popular venues hosting Trips & Adventures events in Milford include Downtown Milford Connecticut. - **Q**: Who are the top organizers for Trips & Adventures events in Milford? - **A:** Popular organizers hosting Trips & Adventures events in Milford include Downtown Milford Business Association. - **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 Milford? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Milford. ## 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 Bridgeport](https://allevents.in/bridgeport/trips-adventures) - [Trips & Adventurous Activities in Ansonia](https://allevents.in/ansonia-ct/trips-adventures) - [Trips & Adventurous Activities in Fairfield](https://allevents.in/fairfield-ct/trips-adventures) - [Trips & Adventurous Activities in Hamden](https://allevents.in/hamden/trips-adventures)