Best events in
Ashland

Events and things to do in Ashland, VA are shaped by its unique railroad-town charm and the energy of a college community. The walkable historic downtown serves as the main hub, where active train tracks run right through the center of the action. Days have a classic, front-porch feel, while evenings bring live performances and craft cocktails to the forefront.

Start an evening in the historic Railroad District, where a short walk connects classic movie screenings at the Ashland Theatre with late-night cocktails at Cask & Stave.
Experience large community celebrations like the annual Ashland Strawberry Faire or the Ashland Train Day, which bring hundreds of vendors and family fun to town.
Find local producers and artisans at the Ashland Farmers Market, a seasonal staple, or enjoy live music at the monthly Ashland Fourth Fridays summer series.

autocomplete

Popular in Ashland

Explore more events

DEIC Coffee & Connect - November 2026

DEIC - Dominion Energy Innovation Center

Check ticket price on event

REHAB - Live in Ashland, VA - Huddle Up Sports Bar

Sat, Nov 14 • 8:00 PM

Huddle Up Sports Bar & Grill

Check ticket price on event

Breaking Chains

Sat, Nov 14 • 6:30 PM

157 Junction Dr

Check ticket price on event

Dinner With A Ghost Civil War Hospital Old Baptist Church

Sat, Nov 14 • 6:30 PM

The Civil War Hospital at the Old Baptist Church Ashland Virginia

Check ticket price on event

WYLD Wellness: A Self-Care Experience

Sat, Nov 14 • 2:30 PM

Jaskaran Malhotra Cricket Academy

Check ticket price on event

Boots on the Floor part 2

Fri, Nov 27 • 7:00 PM

407 England St

Check ticket price on event

Vision With Intention: Vision Board & MyIntent Bracelet Workshop

Sat, Jan 23 • 11:00 AM

Around The Table

Check ticket price on event

DEIC Coffee & Connect - November 2026

DEIC - Dominion Energy Innovation Center

Check ticket price on event

REHAB - Live in Ashland, VA - Huddle Up Sports Bar

Sat, Nov 14 • 8:00 PM

Huddle Up Sports Bar & Grill

Check ticket price on event

Breaking Chains

Sat, Nov 14 • 6:30 PM

157 Junction Dr

Check ticket price on event

Dinner With A Ghost Civil War Hospital Old Baptist Church

Sat, Nov 14 • 6:30 PM

The Civil War Hospital at the Old Baptist Church Ashland Virginia

Check ticket price on event

WYLD Wellness: A Self-Care Experience

Sat, Nov 14 • 2:30 PM

Jaskaran Malhotra Cricket Academy

Check ticket price on event

Boots on the Floor part 2

Fri, Nov 27 • 7:00 PM

407 England St

Check ticket price on event

Vision With Intention: Vision Board & MyIntent Bracelet Workshop

Sat, Jan 23 • 11:00 AM

Around The Table

Check ticket price on event

Explore more events

Online Events

Explore more events

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

Check ticket price on event

Virtual - Powerful Gottman Method Couples Therapy Tools

Fri, Nov 20 • 8:00 AM CST

Check ticket price on event

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

Check ticket price on event

The 1911 Triangle Shirtwaist Factory Fire in NY - Film History Livestream

Sat, Mar 13 • 3:00 PM EST

Check ticket price on event

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

Check ticket price on event

Virtual - Powerful Gottman Method Couples Therapy Tools

Fri, Nov 20 • 8:00 AM CST

Check ticket price on event

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

Check ticket price on event

The 1911 Triangle Shirtwaist Factory Fire in NY - Film History Livestream

Sat, Mar 13 • 3:00 PM EST

Check ticket price on event

Explore more events

From nearby cities

Virginia Ukapalooza 2026

Friday • 6:00 PM

Shady Grove United Methodist Church

Check ticket price on event

Deputy Dan WSG Bernard “Pretty” Purdie

Sat, Nov 14 • 8:00 PM

The Tin Pan

Check ticket price on event

King Family Vineyards • Winemaker Dinner Series #48 @ Dover Hall

Thu, Nov 19 • 6:30 PM

Dover Hall

Check ticket price on event

Cycle The Pagne Away

Sat, Nov 21 • 11:00 AM

BOHO Cycle Studio

Check ticket price on event

Lakeside Friendsgiving Market

Sun, Nov 22 • 11:00 AM

6110 Lakeside Ave

Check ticket price on event

BLACK AFTER BRUNCH™

Sun, Nov 22 • 3:00 PM

63Thirty5 Restaurant

Check ticket price on event

Advent/Christmas Concert — River Road Chancel Choir

Sun, Dec 6 • 7:30 PM

River Road Church

Check ticket price on event

3rd ANNUAL RVA LIVE HOLIDAY AFFAIR W/ THE ILLHARMONIC ORCHESTRA BELA DONA

Fri, Dec 18 • 4:00 PM

Main Street Station

Check ticket price on event

Virginia Ukapalooza 2026

Friday • 6:00 PM

Shady Grove United Methodist Church

Check ticket price on event

Deputy Dan WSG Bernard “Pretty” Purdie

Sat, Nov 14 • 8:00 PM

The Tin Pan

Check ticket price on event

King Family Vineyards • Winemaker Dinner Series #48 @ Dover Hall

Thu, Nov 19 • 6:30 PM

Dover Hall

Check ticket price on event

Cycle The Pagne Away

Sat, Nov 21 • 11:00 AM

BOHO Cycle Studio

Check ticket price on event

Lakeside Friendsgiving Market

Sun, Nov 22 • 11:00 AM

6110 Lakeside Ave

Check ticket price on event

BLACK AFTER BRUNCH™

Sun, Nov 22 • 3:00 PM

63Thirty5 Restaurant

Check ticket price on event

Advent/Christmas Concert — River Road Chancel Choir

Sun, Dec 6 • 7:30 PM

River Road Church

Check ticket price on event

3rd ANNUAL RVA LIVE HOLIDAY AFFAIR W/ THE ILLHARMONIC ORCHESTRA BELA DONA

Fri, Dec 18 • 4:00 PM

Main Street Station

Check ticket price on event

Frequently asked questions about Ashland

Where can I find live music events in Ashland?

The Ashland Theatre is a key venue for a diverse range of live music events. The historic theater hosts concerts in its restored Art Deco space, and local spots like Huddle Up Sports Bar & Grill also feature live acts and a dance floor.

What are some family-friendly events in Ashland?

Ashland hosts several large annual street festivals perfect for families. The Ashland Strawberry Faire and Ashland Train Day fill the downtown area with activities and entertainment. The Hanover NAACP Juneteenth Celebration is another great family-friendly event with food and music.

What is the nightlife scene like in Ashland's downtown?

Downtown Ashland offers a relaxed but lively nightlife centered around the Railroad District. A good evening could include catching a show at the Ashland Theatre, followed by craft cocktails at Cask & Stave or live music at Huddle Up Sports Bar & Grill.

Are there food and drink events in Ashland?

Yes, Ashland has great food and drink-focused community gatherings. The Ashland Farmers Market is a seasonal staple for local produce, while festivals at the Hanover Arts & Activities Center sometimes feature craft beer. Many local events incorporate food vendors.

How can I find free events in Ashland?

Many of Ashland's large community gatherings are free to attend. The annual Ashland Strawberry Faire and Ashland Train Day are street festivals with free admission. The monthly Ashland Fourth Fridays series also offers free outdoor music on the Town Hall lawn.

What's a good plan for a date night out in Ashland?

A classic Ashland date night could involve seeing a film or live performance at the historic Ashland Theatre. Afterward, walk over to Cask & Stave for inventive craft cocktails in a lively, late-night setting in the heart of the Railroad District.

Where are the main hubs for arts and culture events?

The main hubs are the Ashland Theatre and the Hanover Arts & Activities Center. The theatre presents movies and live performances, while the arts center hosts community-focused cultural events, from youth theater programs to local parades and festivals.

Does Ashland host any major outdoor events?

Yes, Ashland is known for its large outdoor street festivals and community events. Annual traditions like the Ashland Strawberry Faire and Ashland Train Day take over downtown, and the Ashland Fourth Fridays series offers live music on the Town Hall lawn.