Where can you go to let go?
Come discover the hidden gem of the Shenandoah Valley. Escape for an unforgettable weekend on scenic Rt. 252 Turnpike Wine and History Trail, where rolling vineyards, rich history, and stunning mountain views create a delightful blend of relaxation and adventure. This getaway offers award-winning wines, historic attractions, and cozy lodging, all tailored for a rejuvenating two-day retreat. What better way to connect with friends and family than surrounded by the George Washington and Thomas Jefferson National Forests.
The Rt. 252 Turnpike Wine and History Trail, nestled in the lesser-known corner of Virginia, offers a refreshing escape from the crowded, predictable haunts of more popular tourist areas. These hidden gems weave through charming vineyards and historic sites along Route 252, showcasing the region’s rich heritage and growing wine scene. Visitors can explore quaint wineries crafting unique, small-batch vintages while soaking in the stories of colonial-era landmarks and scenic views of the two National Forests, far from the over-trodden paths of mainstream destinations. Choosing this trail means embracing authentic, off-the-beaten-path experiences, with engaging tasting rooms and a personal touch that mass-tourism spots can’t match. For those craving discovery over familiarity, the Rt. 252 Turnpike Wine and History Trail promises a delightful blend of flavor waiting to be uncovered. We are dedicated to providing an unparalleled selection of wines to cater to every taste and occasion. Join us in raising a glass to an exceptional experience!


Welcome to the Rt. 252 Wine & History Trail. Our goal is to create a safe, enjoyable, and memorable experience for all participants while supporting our local wineries, historic sites, and businesses. By participating, you agree to the following rules and conditions:
1. Responsible Participation
2. Transportation & Safety
3. Passport / Trail Program
4. Conduct
5. Participating Locations
6. Weather & Unforeseen Circumstances
7. Photography & Media
8. Rewards
9. Liability
Participation in the Rt. 252 Wine & History Trail is voluntary. Participants assume all risks associated with attendance, travel, and alcohol consumption. The organizers and participating businesses are not liable for personal injury, loss, or damage.
To the fullest extent permitted by law, participants release and hold harmless:
from any and all claims, demands, damages, liabilities, costs, or causes of action arising out of or related to participation in the Trail, including but not limited to personal injury, illness, death, property damage, or loss.
Copyright © 2025 Rt 252 Turnpike Wine and History Trail - All Rights Reserved.
We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.