Best events in
Chipley

Looking for events or things to do in Chipley, FL? The local scene is rooted in small-town community gatherings, with Historic Downtown Chipley serving as the main hub for activity. Beyond the town center, the area's rural character offers a backdrop for annual festivals and outdoor recreation.

Historic Downtown Chipley is the center of community life, where monthly block parties bring food trucks and live entertainment to the streets.
For a casual evening, Chipley Station provides a family-friendly space with food trucks, craft beer, and lawn games in an indoor-outdoor setting.
The local arts scene is anchored by the Spanish Trail Playhouse, which hosts community theater performances in the heart of downtown.

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Events near Chipley

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Garden to Table: Herbs

Thursday • 5:00 PM

UF/IFAS Extension Jackson County

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2026 UF/IFAS Panhandle Cattlemen's College

Mon, Oct 19 • 8:00 AM

4925 State Hwy 162

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Hole-In -One Comedy

Fri, Oct 23 • 7:00 PM

Dogwood Lakes Golf Course

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Man Down Conference

Thu, Oct 29 • 6:00 PM

Grace Fellowship Christian Church, County Road 179, Bonifay, FL, USA

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Dothan, AL - iCandy Male Revue @ Cowboys

Fri, Oct 30 • 7:00 PM

4657 S Oates St

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Dothan AL - Midget Mayhem / Little Mania Mini Wrestling! (Ages 21+)

Fri, Nov 13 • 7:00 PM

Cowboys

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ALL BLACK GROWN AND SEXY BLACK FRIDAY EDITION

Fri, Nov 27 • 9:00 PM

Marianna National Guard Armory

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Wiregrass Heritage Festival 2027 Southern Soul Music Festival Dothan, AL

Sat, Sep 25 • 4:30 PM

National Peanut Festival Association

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Garden to Table: Herbs

Thursday • 5:00 PM

UF/IFAS Extension Jackson County

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2026 UF/IFAS Panhandle Cattlemen's College

Mon, Oct 19 • 8:00 AM

4925 State Hwy 162

Check ticket price on event

Hole-In -One Comedy

Fri, Oct 23 • 7:00 PM

Dogwood Lakes Golf Course

Check ticket price on event

Man Down Conference

Thu, Oct 29 • 6:00 PM

Grace Fellowship Christian Church, County Road 179, Bonifay, FL, USA

Check ticket price on event

Dothan, AL - iCandy Male Revue @ Cowboys

Fri, Oct 30 • 7:00 PM

4657 S Oates St

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Dothan AL - Midget Mayhem / Little Mania Mini Wrestling! (Ages 21+)

Fri, Nov 13 • 7:00 PM

Cowboys

Check ticket price on event

ALL BLACK GROWN AND SEXY BLACK FRIDAY EDITION

Fri, Nov 27 • 9:00 PM

Marianna National Guard Armory

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Wiregrass Heritage Festival 2027 Southern Soul Music Festival Dothan, AL

Sat, Sep 25 • 4:30 PM

National Peanut Festival Association

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Nearby cities

Dothan

31 miles away

Panama City Beach

43 miles away

Panama City

43 miles away

Upper Grand Lagoon

44 miles away

Enterprise

42 miles away

DeFuniak Springs

35 miles away

Lower Grand Lagoon

46 miles away

Lynn Haven

39 miles away

Marianna

18 miles away

Pretty Bayou

40 miles away

Kinsey

37 miles away

Taylor

30 miles away

Florala

48 miles away

Callaway

43 miles away

Blountstown

37 miles away

Bristol

41 miles away

Tyndall AFB

50 miles away

Dothan

31 miles away

Panama City Beach

43 miles away

Panama City

43 miles away

Upper Grand Lagoon

44 miles away

Enterprise

42 miles away

DeFuniak Springs

35 miles away

Lower Grand Lagoon

46 miles away

Lynn Haven

39 miles away

Marianna

18 miles away

Pretty Bayou

40 miles away

Kinsey

37 miles away

Taylor

30 miles away

Florala

48 miles away

Callaway

43 miles away

Blountstown

37 miles away

Bristol

41 miles away

Tyndall AFB

50 miles away

Online Events

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Perfectionnement en programmation Python [en ligne, PYT102]

Thursday • 9:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

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Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Perfectionnement en programmation Python [en ligne, PYT102]

Thursday • 9:00 AM EDT

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

Check ticket price on event

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

Check ticket price on event

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

Check ticket price on event

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

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

Thu, Nov 5 • 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

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Points of Interest near Chipley

City Of Chipley Jim Trawick Park

Frequently asked questions about Chipley

What are some family-friendly things to do in Chipley?

Chipley offers several family-friendly activities, especially in its community spaces. The annual Panhandle Watermelon Festival at Jim Trawick Park is a major draw, and Chipley Station provides a casual setting with outdoor games and food trucks suitable for all ages.

Where can I find live music events in Chipley?

Local spots in downtown Chipley are great for discovering live music events. Establishments like 1901 on Main often host entertainment, while Chipley Station features occasional live performances. Community festivals also frequently include musical acts.

Are there free events in Chipley, FL?

Yes, Chipley hosts free community events, with a major highlight being the Panhandle Watermelon Festival. This annual music event takes place in June and includes a parade and vendors, with performances at Jim Trawick Park offered at no charge.

What is the nightlife like in Chipley?

Chipley's nightlife is relaxed and centered around downtown community hubs. Places like 1901 on Main offer wine and craft beer, while Chipley Station provides a social atmosphere with food trucks. The scene focuses on low-key gatherings rather than bustling clubs.

What kind of food and drink events are in the Chipley area?

Food and drink experiences in Chipley often revolve around community gatherings. Monthly downtown events feature a variety of food trucks, and local spots like 1901 on Main offer tapas and wine. Chipley Station also has a rotating lineup of food vendors.

What sorts of events happen in Historic Downtown Chipley?

Historic Downtown Chipley is the main stage for community-focused events. The area hosts a seasonal farmer's market at the old train depot and a monthly evening celebration where local shops stay open late. The Spanish Trail Playhouse also presents theatrical productions.

How can I experience art and culture events in Chipley?

The local arts scene is anchored by the Spanish Trail Playhouse in Historic Downtown Chipley. This community theater is a key cultural institution, presenting a variety of stage performances. The seasonal farmer's market also showcases local crafts.

Are there many outdoor events near Chipley?

Yes, the area around Chipley is well-suited for outdoor events and activities. Jim Trawick Park is the venue for large community festivals, and Chipley Station offers a popular indoor-outdoor social space. The region's natural landscape also inspires many outdoor pursuits.

Events near Chipley

Garden to Table: Herbs

2026 UF/IFAS Panhandle Cattlemen's College

Hole-In -One Comedy

Man Down Conference

Dothan, AL - iCandy Male Revue @ Cowboys

Dothan AL - Midget Mayhem / Little Mania Mini Wrestling! (Ages 21+)

ALL BLACK GROWN AND SEXY BLACK FRIDAY EDITION

Wiregrass Heritage Festival 2027 Southern Soul Music Festival Dothan, AL

Garden to Table: Herbs

2026 UF/IFAS Panhandle Cattlemen's College

Hole-In -One Comedy

Man Down Conference

Dothan, AL - iCandy Male Revue @ Cowboys

Dothan AL - Midget Mayhem / Little Mania Mini Wrestling! (Ages 21+)

ALL BLACK GROWN AND SEXY BLACK FRIDAY EDITION

Wiregrass Heritage Festival 2027 Southern Soul Music Festival Dothan, AL

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Nearby cities

Dothan

Panama City Beach

Panama City

Upper Grand Lagoon

Enterprise

DeFuniak Springs

Lower Grand Lagoon

Lynn Haven

Marianna

Pretty Bayou

Kinsey

Taylor

Florala

Callaway

Blountstown

Bristol

Tyndall AFB

Dothan

Panama City Beach

Panama City

Upper Grand Lagoon

Enterprise

DeFuniak Springs

Lower Grand Lagoon

Lynn Haven

Marianna

Pretty Bayou

Kinsey

Taylor

Florala

Callaway

Blountstown

Bristol

Tyndall AFB

Online Events

Perfectionnement en programmation Python [en ligne, PYT102]

HBR Book Webinar: Resilient Optimism

Biodiversity Law and Governance Day 2026

(ONLINE) Women on the Move with Ann Patchett

Witch hunts and real lives

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

Lean Global Connection 2026

Washington Crossing the Delaware / The Crossing - Film History Livestream

Perfectionnement en programmation Python [en ligne, PYT102]

HBR Book Webinar: Resilient Optimism

Biodiversity Law and Governance Day 2026

(ONLINE) Women on the Move with Ann Patchett

Witch hunts and real lives

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

Lean Global Connection 2026

Washington Crossing the Delaware / The Crossing - Film History Livestream

Things to do around Chipley

Points of Interest near Chipley