Best events in
Paola

For events and things to do in Paola, KS, the town's social calendar is deeply rooted in community gatherings and seasonal celebrations. Much of the activity centers around the historic Park Square, which transforms for everything from bustling markets to annual festivals. Beyond the downtown square, local wineries offer relaxed settings for live music and tastings.

Stroll through the historic downtown area, where the Park Square hosts the annual Roots Festival and the summer Music and the Market series.
Enjoy a glass of wine with live music at local spots like Somerset Ridge Vineyard & Winery or NightHawk Vineyard & Winery.
Catch a local play or concert inside the historic Paola Community Center, a key venue for indoor performances.

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Events near Paola

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Xtreme Bullriding - Paola, Kansas

Saturday • 7:00 PM

401 Wallace Park Dr

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Sunday • 1:00 PM

Fireflies Farm

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Thu, Nov 5 • 6:00 PM

Bourgmont Winery

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The Bean's Holiday Pop-Up - Friday Night!

Fri, Dec 11 • 6:00 PM

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Xtreme Bullriding - Paola, Kansas

Saturday • 7:00 PM

401 Wallace Park Dr

Check ticket price on event

FireFlies Farm Pilates & Pinot

Sunday • 1:00 PM

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MOH DAHAK /USA TOUR 2026/ KANSAS

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Check ticket price on event

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Fri, Oct 30 • 11:00 AM

RENEW COUNSELING CENTER

Check ticket price on event

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Thu, Nov 5 • 6:00 PM

Bourgmont Winery

Check ticket price on event

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118 S Main St

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Frequently asked questions about Paola

What are some family-friendly events in Paola, KS?

The annual Miami County Fair and Rodeo is a highlight for all ages. This event celebrates local agriculture with a parade and exhibitions. Many gatherings at the historic Park Square, like the Farmers Market, are also great for families.

Where can I find live music events in Paola?

Local wineries are the primary spots for live music performances. Somerset Ridge Vineyard & Winery and NightHawk Vineyard & Winery both regularly schedule musicians on their grounds. The annual Roots Festival also brings blues and bluegrass to the Park Square.

Are there good date night ideas in Paola?

A unique evening can be found at the Somerset Schoolhouse. This restored schoolhouse features a speakeasy-style bar for cocktails. For a more relaxed date, the area wineries offer wine tastings and scenic views, sometimes accompanied by live music.

What outdoor events happen around Paola?

Most of Paola's signature events take place outdoors at the historic Park Square. This includes the summer Music and the Market series and annual festivals. The local wineries also host many of their music and food truck events on their spacious grounds.

How can I find free events in Paola?

Many community gatherings on the Park Square are free to attend. Browsing the Farmers Market or enjoying the atmosphere during the annual Paola Heartland Car Show are popular free activities. Some concerts in the square are also offered without an admission fee.

What's the event scene like in historic downtown Paola?

The downtown historic Park Square is the heart of Paola's community life. It's the central venue for the town's main events, including seasonal festivals, concerts, and markets. The surrounding area has local shops and restaurants, making it a walkable hub.

What is there to do for nightlife in Paola, KS?

Paola's nightlife is more low-key than a typical late-night scene. Evenings often center on the wineries, which host music, or unique spots like the Somerset Schoolhouse bar. The town's social energy focuses on scheduled community events rather than bars open late.

Are there food and drink events in Paola?

Food and drink experiences are often paired with other local happenings. The wineries offer tastings, while festivals like the Roots Festival feature numerous food vendors. The Music and the Market series combines the local farmers market with live entertainment.

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Nearby cities

Kansas City

Overland Park

Olathe

Lawrence

Kansas City

Lee's Summit

Independence

Lenexa

Blue Springs

Shawnee

Mission Woods

Prairie Village

Parkville

Gladstone

Garnett

Spring Hill

Riverside

Lansing

Leavenworth

Fairway

Gardner

Raymore

Belton

Grain Valley

Tonganoxie

Bonner Springs

Lane

Ottawa

Merriam

Mission

Kansas City

Overland Park

Olathe

Lawrence

Kansas City

Lee's Summit

Independence

Lenexa

Blue Springs

Shawnee

Mission Woods

Prairie Village

Parkville

Gladstone

Garnett

Spring Hill

Riverside

Lansing

Leavenworth

Fairway

Gardner

Raymore

Belton

Grain Valley

Tonganoxie

Bonner Springs

Lane

Ottawa

Merriam

Mission

Online Events

How To Be Kind To Yourself - Shahroo Izadi

HBR Book Webinar: Resilient Optimism

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ARBD in the community: recognition, response and pathways forward

Coming Together for Multilingual Children with DLD

(ONLINE) Women on the Move with Ann Patchett

Witch hunts and real lives

Washington Crossing the Delaware / The Crossing - Film History Livestream

How To Be Kind To Yourself - Shahroo Izadi

HBR Book Webinar: Resilient Optimism

Winning at VA: What It Takes to Compete, Build Trust & Grow

ARBD in the community: recognition, response and pathways forward

Coming Together for Multilingual Children with DLD

(ONLINE) Women on the Move with Ann Patchett

Witch hunts and real lives