Loudoun County, Virginia, is known as Virginia’s wine country and October is Virginia Wine Month, so there’s no better time to visit the region than now. Here are a few wine-related (and other) events to add to your trip itinerary.
The month kicked off with the 46th annual Virginia Wine Festival Oct. 1–2, but there’s wine fun to be had the entire month. Check out the full calendar of Virginia Wine Month events, taking place at different wineries throughout the region, ranging from special wine-pairing dinners to fall markets to live music events.

© Visit Loudoun
Waterford Fair is a long-standing festival celebrating all things artisan in the mid-Atlantic. The fair, which takes place within a National Historic Landmark-designated historic village, features demonstrations, living historians, a juried art show, historic tours and more. The ticketed fair takes place Oct. 7–9.
When you think of famous film festivals, you might not automatically think of Middleburg Film Festival, but then you might be surprised at the famous faces that show up here. From Dakota Johnson to Viggo Mortensen to Emma Stone, the festival attracts a wide variety of actors, producers, filmmakers and other professionals for four days of film, Oct. 13–16.
Read This Next
6 Must-See Sites in Bozeman, Montana
North America
Nov 10, 2026#TrazeeTravel
Insta FeedDestinations / Europe
Nov 6, 2026You Can Now Use Lyft in Europe
If you’re an adamant Lyft user and live in North America, then you may’ve been frustrated trying to use your typical Lyft app while traveling in Europe. However, that will no longer be the case during future trips.
Sponsored Content
Taiwan: Whatever Your Pleasure
Taiwan’s wealth of offerings ensures travelers find destinations, activities and amenities to suit all interests.
Hotel
Nov 6, 2026Mandarin Oriental Welcomes New Guest Experiences
Rather than focusing on just food and beverage offerings at its on-site restaurant and bars, Mandarin Oriental introduces a new approach to guest dining experiences around the globe.
Destinations / Europe
Nov 5, 2026Delano London to Open in 2027
Delano London will officially open in early 2027, overlooking Kensington Gardens and Hyde Park.
Sponsored Content
GET TO KNOW TAP FORBIZ
Unlock flexible, refined business travel with TAP Air Portugal’s program, TAP FORBIZ. Developed for small, medium and large Companies, with options for corporate events, TAP FORBIZ offers exclusive advantages adapted to each type of business.
Destinations / Europe
Nov 3, 2026Plan to Attend These 4 Zürich Christmas Markets
Zürich’s Christmas markets will welcome merrymakers in the very near future — some as soon as this weekend.
ShareThis