Upcoming Oakland Events

Check out what's happening all around Oakland, MD

Friendsgiving: A Benefit Event 🤍

 Thu Nov 21 2024 at 04:00 pm 485 Boy Scout road, Oakland, MD

✨ Create Your Own (K + CO) Charm Jewlery ✨

 Wed Nov 13 2024 at 05:00 pm 485 Boy Scout road, Oakland, MD

OUTSTANDING 390±ACRE CERTIFIED ORGANIC FARM for PUBLIC AUCTION!

 Wed Nov 20 2024 at 12:00 pm 442 Baker Farm Rd, Oakland, MD 21550-6471, United States

Bottle Shock @ Honi Honi Bar

 Sat Nov 16 2024 at 08:00 pm Honi Honi Bar

Christmas Celebration

Sun Dec 15 2024 at 02:00 pm 706 East Alder Street, Oakland, MD, United States, Maryland 21550

SGAA’s Fall Sports Awards Ceremony

 Sun Nov 17 2024 at 06:00 pm Southern Garrett High School

Life Line Screening - Oakland, MD

 Tue Nov 19 2024 at 09:00 am American Legion Riders Post 71 Oakland MD

Grand Opening

Sat Nov 23 2024 at 10:00 am 191 Kendall Drive, Oakland, MD

2024 Joy of Christmas Light Show

 Fri Nov 29 2024 at 05:00 pm 14 North 8th Street, Oakland, MD, United States, Maryland 21550

Sip and Shop

 Mon Dec 09 2024 at 05:00 pm 433 North Bradley Lane, Oakland, MD

NYE with The Warped Band at Honi Honi | Deep Creek Lake, MD

 Tue Dec 31 2024 at 08:30 pm Honi Honi Bar

Artist's Third Thursday

 Thu Nov 21 2024 at 11:00 am The Gallery Shop & $MART ART Spaces

Artists' Third Thursday

 Thu Nov 21 2024 at 11:00 am 108 S 2nd Street, Oakland, MD, United States, Maryland 21550

Double Chuckle Comedy Tour

 Sat Nov 16 2024 at 06:00 pm Caddyshack Bar & Grill

Nourishing Neighbors Mobile Market & Resource Exchange

 Fri Nov 22 2024 at 12:00 pm Glades Town Park

Santa's Workshop

 Sat Dec 07 2024 at 09:00 am American Legion Post 71 Oakland Maryland

Friends and Couples Wine Pairing

 Thu Nov 21 2024 at 06:00 pm 114 South Third Street, Oakland, MD, United States, Maryland 21550

UNDERCOVER at Honi Honi 11.30.2024 (8PM)

 Sat Nov 30 2024 at 08:00 pm Honi Honi Bar

Crafternoon

 Sat Nov 16 2024 at 01:00 pm 6 N Second St., Oakland, MD, United States, Maryland 21550

Survivorship Begins with Diagnosis Cancer Survivors Event

 Thu Nov 21 2024 at 02:00 pm 251 N Fourth Street, Oakland, MD, United States, Maryland 21550

Light Up Night

 Fri Nov 29 2024 at 06:00 pm Downtown Oakland, Maryland

Fish Wagon!

 Wed Nov 13 2024 at 08:00 am 1862 Maryland Hwy, Mountain Lake Park, MD 21550

Created for Good

 Fri Apr 25 2025 at 03:00 pm Haley Farm Inn and Retreat Center, Garrett Highway, Oakland, MD, USA Free

A Great Small Town Christmas

 Sat Dec 14 2024 at 11:00 am 15 S. Third St, 21550

Janice Ray @ Average Joe's!

 Sat Nov 16 2024 at 07:00 pm 17869 Garrett Highway Suite A, 21550

🎄 Brodak's Banquet Hall Holiday Vendor Show 🎄

Fri Nov 29 2024 at 10:00 am 18268 Garrett Highway, Oakland, MD

Ben Benson @ Average Joe's!

 Fri Nov 22 2024 at 07:00 pm 17869 Garrett Highway Suite A, Oakland, MD, United States, Maryland 21550

“Tail”gate for a Cause

 Sun Nov 17 2024 at 12:00 pm 206 E Alder Street, Oakland, MD

206 Alder Bistro & Bar

 Sat Nov 23 2024 at 04:00 pm 206 Alder Bistro and Bar

TJ Simpson @ Average Joe's Tavern

 Sat Nov 23 2024 at 07:00 pm 17869 Garrett Highway Suite A, 21550

Friendsgiving!

 Wed Nov 27 2024 at 06:00 pm 17781 Garrett Hwy, Oakland, MD, United States, Maryland 21550

Santa Is Coming To Freedom Ag!

 Sat Dec 14 2024 at 10:00 am 1862 Maryland Hwy, Mountain Lake Park, Maryland, 21550

Thirsty Thursday w/ Jonathan Zinn

 Thu Nov 21 2024 at 07:00 pm 17869 Garrett Highway Suite A, 21550

206 Alder Bistro & Bar

 Fri Nov 29 2024 at 02:00 pm 206 E Alder St, Oakland, MD 21550-1514, United States

Scott Ross @ Average Joes

 Fri Dec 06 2024 at 07:00 pm 17869 Garrett Highway Suite A, 21550

Ben Benson @ Average Joe's!

 Fri Dec 13 2024 at 07:00 pm 17869 Garrett Highway Suite A, Oakland, MD, United States, Maryland 21550

Janice Ray @ Average Joe's!

 Fri Dec 20 2024 at 08:00 pm 17869 Garrett Highway Suite A, 21550

Craft Show at Brodaks Banquet Hall

 Fri Nov 29 2024 at 12:00 am Brodak's Banquet Hall

The Bill Ali Band

 Sat Dec 07 2024 at 09:00 pm The Honi-Honi Bar

206 Alder Bistro & Bar

 Fri Dec 20 2024 at 05:00 pm 206 Alder Bistro and Bar

HY-5 at the Honi Honi

 Fri Dec 06 2024 at 09:00 pm Honi Honi Bar

HY-5 at the Honi Honi

 Fri Nov 22 2024 at 09:00 pm Honi Honi Bar

NYE at Riverside

 Tue Dec 31 2024 at 09:00 pm Oakland, MD

Pleasant Valley Annual Holiday Bazaar

Sat Nov 30 2024 at 09:00 am Pleasant Valley Community Center

Alzar Evening Function | Oakland MD.

 Thu Nov 14 2024 at 07:30 pm 1523 Oakland Sang Run Rd

Friday night w/ Kelly Lynott!

 Fri Nov 15 2024 at 06:00 pm 17869 Garrett Highway Suite A, 21550

Friday Night w/ Briana Markel

 Fri Dec 27 2024 at 07:00 pm 17869 Garrett Highway Suite A, 21550

UNDERCOVER at Riverside Grille 11.27.2024 (9PM)

 Wed Nov 27 2024 at 09:00 pm Riverside Grille