By Bryan Tomlinson | DoRaleigh.com

Downtown Raleigh’s Monday, October 5, 2026 lineup includes open mic comedy at Haymaker, Red Tailed Rounders at Slim’s Downtown, haunted cocktail tours and trivia at West Street Dog. The schedule also lists a Raleigh greenway exhibition and the opening of The Raleigh Wine Shop’s annual Korktoberfest sale and fundraiser.

Here is the Downtown Raleigh event guide, with an art exhibition to keep in mind for later in the week.

Raleigh Greenway Exhibition at the City of Raleigh Museum

The Park with a City in It: Celebrating 50 Years of the Raleigh Greenway System
Listed time: 9 a.m.–4 p.m.
Venue: City of Raleigh Museum

The exhibition celebrates 50 years of the Raleigh greenway system, offering a local history topic for residents interested in the city’s parks and trails.

The supplied Monday listing gives hours of 9 a.m.–4 p.m. Confirm the museum’s October 5 opening hours before making a daytime visit.

Haunted Cocktail Rydables Tour

Spirits & Spirits: Haunted Cocktail Rydables Tour
Times: 5–7 p.m. and 7–9 p.m.
Organizer: Raleigh Rydables

Spirits & Spirits adds a seasonal option to Monday’s downtown lineup, with two evening tour windows. Check with Raleigh Rydables for booking availability, departure information, pricing and age requirements.

Trivia Night at West Street Dog

Time: 6:30–8 p.m.
Venue: West Street Dog

West Street Dog hosts Monday evening trivia, giving downtown visitors an after-work activity before the night’s later entertainment. Confirm participation details and any team requirements with the venue.

Red Tailed Rounders at Slim’s Downtown

Time: 7–9 p.m.
Venue: Slim’s Downtown

Red Tailed Rounders are listed for a two-hour evening performance at Slim’s Downtown. Music fans should check the venue for admission details and age restrictions.

IKYFL Monday: Open Mic Comedy at Haymaker

Time: 7:30 p.m. until the comics finish
Venue: Haymaker

Haymaker’s IKYFL Monday Open Mic Comedy Show begins at 7:30 p.m. The show has no fixed ending time in the listing; it continues until the lineup of comics is complete.

Anyone interested in performing should confirm sign-up details with the organizer.

Korktoberfest Sale and Fundraiser Opens

Opening: 16th Annual Korktoberfest Sale & Fundraiser
Venue: The Raleigh Wine Shop
Time: Not provided

The Raleigh Wine Shop’s 16th Annual Korktoberfest Sale & Fundraiser is listed as opening Monday. Contact the shop for sale hours, offers and fundraising details.

Plan Ahead: Quiet Company at Gallery C

Quiet Company: Paintings and Linocuts by Will South
Listed hours: Tuesday–Saturday, 11 a.m.–5 p.m.
Venue: Gallery C

Gallery C’s Quiet Company exhibition features paintings and linocuts by Will South. Its supplied hours are Tuesday through Saturday, so a Monday visit is not included in the listed schedule. Keep it in mind for a downtown art outing later in the week.

Plan Your Monday Downtown

Comedy, live music, trivia and haunted tours give downtown Raleigh several evening options on October 5. Confirm event hours, ticket requirements, age restrictions and schedule changes with each venue before attending.

This guide is based on the supplied listings. All times are Eastern.

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