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Events in Round Hill, VA

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2025 Breakfast with Santa in Middleburg
Sat, Dec 6, 7:30 AM
Middleburg · Middleburg Community Charter School, North Madison Street, Middleburg, VA, USA
2025 Breakfast with Santa in Middleburg
Sat, Dec 6, 7:30 AM
Middleburg · Middleburg Community Charter School, North Madison Street, Middleburg, VA, USA
Tenth Annual High-Heeled Holiday Party Loudoun
Thu, Dec 11, 6:00 PM
Purcellville · Walsh Family Wine
Tenth Annual High-Heeled Holiday Party Loudoun
Thu, Dec 11, 6:00 PM
Purcellville · Walsh Family Wine
Christmas in the Cabin at Firefly Cellars
Hamilton · Firefly Cellars
Christmas in the Cabin at Firefly Cellars
Hamilton · Firefly Cellars
Raise the Roof at Bears Den
Sat, Dec 6, 2:00 PM
Bluemont · Bears Den
Raise the Roof at Bears Den
Sat, Dec 6, 2:00 PM
Bluemont · Bears Den
Dave Mininberg
Tomorrow at 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
Dave Mininberg
Tomorrow at 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
Mt Defiance Cidery and Distillery - Christmas in Middleburg Parking
Sat, Dec 6, 8:00 AM
Middleburg · Mt.Defiance Cidery and Distillery
Mt Defiance Cidery and Distillery - Christmas in Middleburg Parking
Sat, Dec 6, 8:00 AM
Middleburg · Mt.Defiance Cidery and Distillery
Grateful Allman Band Experience Live at The Barns
Sat, Dec 6, 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
Grateful Allman Band Experience Live at The Barns
Sat, Dec 6, 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
Dinner with Santa
Fri, Dec 5, 5:30 PM
Purcellville · The American Legion Post 293
Dinner with Santa
Fri, Dec 5, 5:30 PM
Purcellville · The American Legion Post 293
Songs of Light and Wonder - Christmas Concert (3/3)
Sat, Dec 20, 4:00 PM
Leesburg · Holy Trinity Lutheran Church
Songs of Light and Wonder - Christmas Concert (3/3)
Sat, Dec 20, 4:00 PM
Leesburg · Holy Trinity Lutheran Church
November’s Stand-Up Comedy Brunch At Tarbender’s Lounge
Tomorrow at 1:00 PM
Leesburg · Tarbender's Lounge
November’s Stand-Up Comedy Brunch At Tarbender’s Lounge
Tomorrow at 1:00 PM
Leesburg · Tarbender's Lounge
Paint Night: By GNI Events
Thu, Dec 18, 6:00 PM
Bluemont · Bear Chase Brewing Company
Paint Night: By GNI Events
Thu, Dec 18, 6:00 PM
Bluemont · Bear Chase Brewing Company
Loudoun Fairfax Hounds Holiday Hunt Ball
Sat, Dec 13, 5:00 PM
Leesburg · Birkby House
Loudoun Fairfax Hounds Holiday Hunt Ball
Sat, Dec 13, 5:00 PM
Leesburg · Birkby House
Santa Express Train Rides 12/06/25 (Brunswick, MD)
Brunswick · 100 S Maple Ave
Santa Express Train Rides 12/06/25 (Brunswick, MD)
Brunswick · 100 S Maple Ave
Breakfast with Santa
Sun, Dec 14, 9:00 AM
Leesburg · The Branch
Breakfast with Santa
Sun, Dec 14, 9:00 AM
Leesburg · The Branch
Thanksgiving Centerpiece Floral Arranging Workshop
Tomorrow at 1:00 PM
Hillsboro · 868 Estate Vineyards
Thanksgiving Centerpiece Floral Arranging Workshop
Tomorrow at 1:00 PM
Hillsboro · 868 Estate Vineyards
Path & Portal
Sun, Nov 30, 11:00 AM
Leesburg · Temple in the Trees
Path & Portal
Sun, Nov 30, 11:00 AM
Leesburg · Temple in the Trees
Barter Players: I Want A Hippopotamus for Christmas
Sun, Dec 21, 3:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973
Barter Players: I Want A Hippopotamus for Christmas
Sun, Dec 21, 3:00 PM
Purcellville · Franklin Park Arts Center 540-338-7973
Holiday Wreath Making Workshop
Fri, Dec 12, 5:30 PM
Hamilton · 38350 Sleepy Hollow Ln
Holiday Wreath Making Workshop
Fri, Dec 12, 5:30 PM
Hamilton · 38350 Sleepy Hollow Ln
McKinley James Live at The Barns
Wed, Dec 10, 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
McKinley James Live at The Barns
Wed, Dec 10, 7:00 PM
Hamilton · The Barns at Hamilton Station Vineyards
Pre-Christmas New York City Day Trip I (Transportation Only)
Sat, Dec 20, 6:00 AM
Leesburg · Leesburg, Virginia
Pre-Christmas New York City Day Trip I (Transportation Only)
Sat, Dec 20, 6:00 AM
Leesburg · Leesburg, Virginia

Trends in Round Hill

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Frequently asked questions about Round Hill

What are the best events to attend?

According to Eventbrite, the best events are:

2025 Breakfast with Santa in Middleburg

Tenth Annual High-Heeled Holiday Party Loudoun

Christmas in the Cabin at Firefly Cellars

Raise the Roof at Bears Den

Which events are currently trending in Round Hill?

The trending searches this month in Round Hill are:

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

November’s Stand-Up Comedy Brunch At Tarbender’s Lounge

Thanksgiving Centerpiece Floral Arranging Workshop