Cumberland is a perfect place to spend October weekends. Fall colors look spectacular in Cumberland. Add the plethora of great arts and entertainment events happening during the weekend and you've got the perfect weekend to head to Cumberland.
Love the arts?
The Western Maryland Artist Studio Tour - Western Maryland artists will be sharing and selling their work on the weekends of October 18-19 and 25-26, 2025. The Studio Tour is free to the public and features over 50 regional artists. Experience the arts of Western Maryland!
https://wmdartiststudiotour.com/
The C. William Gilchrist Museum of Art - October 17 - 19 - Watercolor Society's "Anything Goes Show" -
http://www.gilchristgallery.com/
Love music?
Gallery Stage - October 18, 7 pm - Rivers - Rivers’ style is a wash of genres that defies classification and leaves audiences thirsty for more. Now this folk slaps. www.gallerytstage.com
Loft 129 - October 18, 8 pm - Western Skies - Imagine Crosby, Stills and a female Nash with Jimi Hendrix on lead guitar. www.loft129.org
Love theatre?
The Embassy - October 17 - 26 - Bonnie & Clyde -
https://www.facebook.com/embassytheatrecumberland/
Wanna Ride a Train?
You've got two great options - October 18 - Allegheny Mountain Dinner Train; October 19 - Pumpkin Patch Unlimited - www.wmsr.com
With great local dining options and terrific local shops and boutiques, this is the weekend to head for the Western Maryland mountains and enjoy all that Cumberland Historic City Center has to offer.
Also check out other Arts events in Cumberland, Music events in Cumberland, Theatre events in Cumberland.