Best events in
Mathews

Events and things to do in Mathews, VA reflect the area's tranquil, unhurried pace. The scene is a blend of long-standing community traditions and a creative arts culture centered on its historic downtown village. Weekends bring a noticeable energy with farmers markets and live music, especially during warmer months.

The historic downtown courthouse area is the center of activity, hosting the monthly Markets on Main and the large annual Mathews Market Days festival.
Live music can be found in unique settings, from the restored gas station that is Flat Iron Crossroads to the elegant courtyard of The White Dog Bistro.
Explore the local arts scene through gallery exhibitions and classes at the Bay School Community Arts Center on Main Street.

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Hampton

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Surry

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Warsaw

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Poquoson

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Charles City

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Central Garage

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Gloucester Courthouse

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Poured After Dark: Candle Making + Movie Night

Tomorrow • 8:00 PM

Coastal Virginia Candle Co.

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Cheese Making Workshop

Thu, Nov 12 • 2:00 PM

Montague Kitchen & Cookery School

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Autumn Pumpkin Centerpiece Workshop

Sat, Nov 14 • 4:00 PM

252 Main St

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Jazz Legacy Gala 2026: Saturday Night of Elegance

Sat, Nov 14 • 5:30 PM

Hampton Roads Convention Center

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Pumpkins, Petals, & Praise

Fri, Nov 20 • 6:00 PM

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Herbal Formulations for Health

Fri, Nov 20 • 10:00 AM

Brent & Becky's

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Holiday Light Stroll 2026 presented by Langley Federal Credit Union

Tue, Nov 24 • 5:00 PM

Woodside High School - Bus Staging

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2027 William & Mary Law School Negotiation Tournament

Fri, Feb 26 • 8:30 AM

William & Mary Law School

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Poured After Dark: Candle Making + Movie Night

Tomorrow • 8:00 PM

Coastal Virginia Candle Co.

Check ticket price on event

Cheese Making Workshop

Thu, Nov 12 • 2:00 PM

Montague Kitchen & Cookery School

Check ticket price on event

Autumn Pumpkin Centerpiece Workshop

Sat, Nov 14 • 4:00 PM

252 Main St

Check ticket price on event

Jazz Legacy Gala 2026: Saturday Night of Elegance

Sat, Nov 14 • 5:30 PM

Hampton Roads Convention Center

Check ticket price on event

Pumpkins, Petals, & Praise

Fri, Nov 20 • 6:00 PM

4291 Soles Ln

Check ticket price on event

Herbal Formulations for Health

Fri, Nov 20 • 10:00 AM

Brent & Becky's

Check ticket price on event

Holiday Light Stroll 2026 presented by Langley Federal Credit Union

Tue, Nov 24 • 5:00 PM

Woodside High School - Bus Staging

Check ticket price on event

2027 William & Mary Law School Negotiation Tournament

Fri, Feb 26 • 8:30 AM

William & Mary Law School

Check ticket price on event

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Frequently asked questions about Mathews

Where are the best spots for live music events in Mathews?

Flat Iron Crossroads is a top destination for diverse musical genres. This restored venue hosts intimate indoor shows and outdoor concerts, while downtown spots like The White Dog Bistro and Southwind Pizza feature regional bands and local music events on weekends.

What are some family-friendly events in Mathews?

The annual Mathews Market Days is a highlight for all ages. Held the weekend after Labor Day, this event fills the historic downtown with crafts, food, and entertainment. The Gwynn's Island Festival in June is another great community-focused option for families.

How can I experience the local art scene in Mathews?

The Bay School Community Arts Center on Main Street is the hub for local art. It features gallery exhibitions from regional artists, an artisan market, and various art classes. You can also find many local artists at the Mathews Farmers Market.

Do you have recommendations for a date night in Mathews?

A great date night could involve dinner and live music at The White Dog Bistro. This historic mansion offers fine dining, a casual wine bar, and frequent weekend performances. For a more relaxed evening, try a waterfront meal on Gwynn's Island.

Are there free events to attend in Mathews, VA?

Yes, many community events in Mathews are free to attend. The monthly Markets on Main brings live music and entertainment to the downtown area, and strolling through the Mathews Farmers Market on a Saturday morning is a popular local activity.

What is there to do on Gwynn's Island?

Gwynn's Island offers a relaxed, maritime atmosphere perfect for a scenic outing. Enjoy fresh seafood with bay views at Hole in the Wall Waterfront Grill or attend a community event at the Gwynn's Island Civic Center. The annual Gwynn's Island Festival is a major draw.

What's the nightlife scene like in Mathews?

Nightlife in Mathews is relaxed and centered around dining and music. The White Dog Bistro's "Wine Down Bar" offers a more lively atmosphere on weekends, while Southwind Pizza hosts casual jam nights. The scene is more low-key than in a large city.

Where can I find outdoor events in Mathews?

Many events in Mathews take advantage of its beautiful setting. Williams Wharf Landing provides a scenic waterfront backdrop for community gatherings, and Flat Iron Crossroads offers an outdoor stage. The annual Mathews Market Days and Gwynn's Island Festival are also held primarily outdoors.

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Nearby cities

Virginia Beach

Norfolk

Hampton

Newport News

Chesapeake

Portsmouth

Suffolk

Williamsburg

Smithfield

Yorktown

Cape Charles

Carrollton

Urbanna

Exmore

Gloucester Point

Tappahannock

Windsor

Surry

Warsaw

Poquoson

Charles City

Central Garage

Gloucester Courthouse

Crisfield

Virginia Beach

Norfolk

Hampton

Newport News

Chesapeake

Portsmouth

Suffolk

Williamsburg

Smithfield

Yorktown

Cape Charles

Carrollton

Urbanna

Exmore

Gloucester Point

Tappahannock

Windsor

Surry

Warsaw

Poquoson

Charles City

Central Garage

Gloucester Courthouse

Crisfield

Online Events

Humanitarian Water Engineering Fall 2026

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

Lean Global Connection 2026

The Walrus Talks at Home: Canada After America

REVISED Cottage Food Safety Statewide Online Training

Gestion de l’anxiété dans le traitement des troubles alimentaires

The MI5 Archive: Official Secrets

Washington Crossing the Delaware / The Crossing - Film History Livestream

Humanitarian Water Engineering Fall 2026

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

Lean Global Connection 2026

The Walrus Talks at Home: Canada After America

REVISED Cottage Food Safety Statewide Online Training

Gestion de l’anxiété dans le traitement des troubles alimentaires

The MI5 Archive: Official Secrets

Washington Crossing the Delaware / The Crossing - Film History Livestream

Events near Mathews