Your version of Internet Explorer is not longer supported. Please upgrade your browser.

Holiday events
in Oakland, MD

Discover the best Holiday events in your area and online

Holiday
Oakland
Date
Explore what's popular within Holiday

Most popular events

Breakfast or Lunch with Santa and his Reindeer! primary image

Breakfast or Lunch with Santa and his Reindeer!

Sat, Dec 12, 10:30 AM

DiMarco's Bistro & Cantina

Check ticket price on event

FRIGHT NIGHT (HALLOWEEN) primary image

FRIGHT NIGHT (HALLOWEEN)

Sat, Oct 31, 8:30 PM

801 E Park Ave

Check ticket price on event

An Evergreen Christmas primary image

An Evergreen Christmas

Sat, Nov 14, 1:00 PM

Evergreen Heritage Center

Check ticket price on event

Mylan Park Holiday Fest primary image

Mylan Park Holiday Fest

Fri, Oct 23, 10:00 AM + 1 more

Hazel & J.W. Ruby Community Center at Mylan Park

Check ticket price on event

Nemacolin Castle Ghost Tours 2026 primary image

Nemacolin Castle Ghost Tours 2026

Friday at 18:00 + 89 more

136 Front St

Check ticket price on event

GROW WEST FALL FEST primary image

GROW WEST FALL FEST

Sun, Oct 18, 12:00 PM

1812 Brewery

Check ticket price on event

Haunted Halloween Tales: Stories of the Ligonier Valley primary image

Haunted Halloween Tales: Stories of the Ligonier Valley

Sat, Oct 24, 6:30 PM + 11 more

Compass Inn Museum

Check ticket price on event

Bonfire Celebration: An Old English Tradition primary image

Bonfire Celebration: An Old English Tradition

Sat, Nov 7, 3:30 PM

Compass Inn Museum

Check ticket price on event