Looking for things to do in downtown Raleigh on Monday, September 14, 2026? The evening’s lineup includes a free tasting at The Raleigh Wine Shop, a haunted cocktail Rydables tour, trivia at West Street Dog and open mic comedy at Haymaker.

Whether the plan is an after-work outing or a night of laughs, here’s what’s on the calendar.

Free Tasting & Bar Takeover with Dalla Terra

Time: 5:30–7:30 p.m.
Location: The Raleigh Wine Shop
Admission: Tasting listed as free

The Raleigh Wine Shop hosts Dalla Terra for a free tasting and bar takeover. Wine enthusiasts can add this early-evening event to their Monday plans. Check with the shop for tasting details and any separate bar charges.

Spirits & Spirits: Haunted Cocktail Rydables Tour

Tour times: 5–7 p.m. and 7–9 p.m.
Organizer: Raleigh Rydables

Add a spooky twist to Monday with the Spirits & Spirits Haunted Cocktail Rydables Tour. Two listed time slots offer an early-evening outing or a later adventure.

Confirm ticket availability, the departure location, age requirements and what’s included before booking.

Trivia Night at West Street Dog

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

Gather a team and put everyone’s knowledge to the test during Trivia Night at West Street Dog. The evening time slot makes it an easy option for an after-work get-together.

Contact the venue for team registration details and any participation requirements.

IKYFL Monday: Open Mic Comedy Show

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

Close out Monday with stand-up at Haymaker’s IKYFL open mic comedy show. Performances begin at 7:30 p.m., with the end time depending on the evening’s lineup.

Comics interested in performing should check with the organizer for sign-up instructions.

Gallery C Exhibition: Check Hours Before Visiting

Exhibition: Watercolors by Suzanne Hetzel
Location: Gallery C
Listed hours: Tuesday–Saturday, 11 a.m.–5 p.m.

Watercolors by Suzanne Hetzel appears in the supplied September 14 listings, but the accompanying gallery hours do not include Monday. Confirm any special Monday opening directly with Gallery C, or plan a visit during its listed Tuesday–Saturday hours.

Plan Your Downtown Raleigh Evening

Monday’s schedule offers several ways to enjoy downtown Raleigh, from wine tasting and trivia to comedy and a haunted tour.

Confirm event details, availability, admission prices and age restrictions with organizers before heading out. The duplicated Rydables listing has been combined into one entry with both tour times.

---

Follow DoRaleigh.com for daily updates on government meetings, local festivals, and community happenings — your one-stop guide to everything Raleigh!

Connect With Us: Instagram | Facebook | BSky | Linkedin

Share With Us: Post your community News, Events, on our Submissions Page.

Advertise With Us: Interested in Advertising click here.

Published by Bryan Tomlinson | BTDesigns.pro |