Winchester Trips & Adventurous Activities

Trips & Adventurous Activities in Winchester Today

To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in Winchester 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 Winchester, we have got you covered.

Find your adventure and trips near Winchester.

|

Community Member

Community Member

Community Member

Join 1M+ Fellow Participants

Trips & Adventurous Activities in Winchester Today

Trips & Adventurous Activities in Winchester Today

Thu, 12 Mar, 2026 - 07:00 PM

Decision Height

Winchester Little Theatre

Explore events by date

calendar_icon

calendar_icon

calendar_icon

Custom Date

Pick Range

calendar_icon

Trips & Adventurous Activities from nearby cities

Thu, 12 Mar Onwards

Martinsburg Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Featured

Sat, 04 Apr • 02:00 PM

The Nervous System Reset Experience: 9D Breathwork, Sound Healing Technology, and Nature Walk

Beloved Yoga Sanctuary

14+ Interested

|

USD 65
Thu, 12 Mar Onwards

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Mt Airy Area

Windy Ridge Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 12 Mar Onwards

Chantilly Area - Pop Up Picnic Park Date for Couples! (Self-Guided)

Ellanor C. Lawrence Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 12 Mar Onwards

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Clifton Area!

Hemlock Overlook Regional Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 12 Mar Onwards

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Glenwood Area!

Warfields Pond Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 12 Mar Onwards

Pop-Up Park Picnic: Couple Date Night (Self-Guided) - Montgomery Area!

North Creek Lake Park - Recommended Park Venue or another park choice (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 12 Mar Onwards

Manassas Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)

USD 10
Thu, 21 May • 08:00 PM

Sting at Filene Center at Wolf Trap

Filene Center at Wolf Trap

Winchester's Most-Loved

Music events in Winchester Today

Business events in Winchester Today

Concert in Winchester Today

Parties in Winchester Today

Food & Drinks events in Winchester Today

Crafts events in Winchester Today

Festivals in Winchester Today

Dance events in Winchester Today

Health & Wellness events in Winchester Today

All Categories

All Events that you vibe with!

Customize your experience; only see the events that click with you!

Best in Winchester, straight to your inbox

Never miss a single fun event; let us keep you updated!

Explore more in Winchester

Explore Events in Nearby Cities