Summer Festivals and Events
This summer, cool off and pack your bags for the Mountain Side of Maryland. We have a full calendar of special events and festivals happening to get your…
Cool off, chill out, roll on! Looking for a fun family outing this summer? Choose from three scheduled departure times: 5 PM, 6 PM, or 7 PM, with seating available for all ages in both Coach and Open-Air cars. Upon arrival and check-in at our beautiful downtown Cumberland…
- Allegany Museum
- Recurring daily
The 2025 Mountain Maryland Plein Air Competition and Exhibition, June 9-15th, 2025, at Cumberland’s Allegany Museum through the partnership of the Allegany Arts Council and the Mountain Maryland Plein Air Committee. Other events at Arcadian Gallery and the Gilchrist Gallery…
- Recurring daily
Mountain Maryland Museum Week is a 10-day promotion celebrating Allegany County, the Mountain Side of Maryland's three centuries of American history. We invite you to travel back in time as you explore our museum attractions and history and heritage-focused experiences…
A celebration of great wings, cold drinks and country music!
Cumberland Theatre Mini Wine Festival in partnership with Ristorante Ottaviani The Second Annual Mini Wine Festival in Downtown Cumberland will take place on Saturday, June 21st from 12:30 pm – 5:30 pm. Join CUmberland on the patio at Ristorante Ottaviani for an afternoon…
The annual festival, now in its 25th year, will be held on Saturday, June 28, 2025, on the grounds of the former Oldtown School located at 19210 Opessa Street, SE. The festival blends the history of Oldtown, founded by Thomas Cresap in 1741, with many family-oriented activities…
- Canal Place Heritage Park
- Recurring daily
The festival will be held June 25-29, 2025, at Canal Place in downtown Cumberland, MD. Wednesday • June 25 Bowling at White Oaks | 5:00 pm - 9:00 pm Thursday • June 26 Speak Their Names Vigil at Corner Tavern | 7:00 pm Stonewall Social at Corner Tavern | 9:00 pm Friday • June 27…
Frostburg Elks 48th Annual Derby Day. July 4, 9:30 AM. Over sixty entries will be racing on Main Street, starting at the Frostburg Library. Drivers are ages 9 thru 14. Experience your childhood & cheer all the drivers
Join the Children's Literature Centre this summer for a day of scallywagging fun! This free event gives children the opportunity to play pirate games, make pirate crafts, and hear a presentation from an author or illustrator as they come to Frostburg to share a summer themed…
- Allegany County Fairgrounds
- Recurring every week day
Experience the Allegany County Fair, a cherished tradition! Discover our passionate local makers, gardeners, photographers, proudly present their creations. Feel the thrill of the Ferris wheel and be captivated by live performances that bring smiles to faces of all ages. Make…
21st Annual XTERRA EX2 Escape the summer city heat and head for the mountains! Join us at Rocky Gap State Park in Flintstone, MD for the 21st annual XTERRA EX2 Off-Road Triathlon, Duathlon, and Relay. Race Date: Sunday July 13, 2025 Start Time: 9:00am Location: Rocky Gap State…
Joe Nichols live in concert at the Allegany County Fair, July 15, 2025, at 8:00 PM. Doors open at 6:30 PM.
Don’t miss the sensational Anne Wilson in concert! Anne is a force in Contemporary Christian Music and Country. GRAMMY-nominated, with Dove and K-LOVE Awards, she’s a trailblazer breaking barriers. Anne’s music and bestselling book, “My Jesus: From Heartache To Hope,” has…
Live Music Event with multiple stages, vendors, and bands to unite the local music community. Nonstop Music! Nonstop Food! Nonstop Good Time! to support local Non-Profit Organizations.
It's that time of the year again! Come to downtown Frostburg, Thursday, August 28th from 5-10 pm and step back in time! Check out some of the finest classic cars on the East Coast as Frostburg hosts the Classy Chassis Car Club's Annual Cruisin’ Main Street event!
The Western Maryland Craft Beverage Festival is back for 2025! And there's no better way to top off your summer and your glass with the best Maryland has! Get ready for a day filled with delicious sips and good vibes. Join us at Hoffman Park where the fun happens on Sunday, Aug…
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