LookoutChatt
Your Weekly Guide to Chattanooga
 

Fall officially arrived this week, and Chattanooga has absolutely no intention of slowing down. The temperatures are finally dropping, the leaves haven't quite turned yet, but that golden September light is doing something magic on the river, and this weekend the city is meeting the moment.

Friday alone has Fortune Feimster bringing her national comedy tour to the Walker Theatre, a free Y2K-themed live band competition at First Horizon Pavilion, Keith Anderson playing The Parlour at The Signal, and (bonus) National Cheeseburger Day at The Tap House in St Elmo. Saturday is arguably even better: the 4th Annual Chatta Town Tasting Festival takes over Chattanooga Greens, the Black Jacket Symphony brings Def Leppard's Hysteria to life at Memorial Auditorium (pour one out for 1987), and NASA is setting up telescopes at Greenway Farm in Hixson for free moon-gazing. Sunday wraps up with the Golden Harvest Half Marathon at Tennessee River Park and Cultures in Concert at the Market.

If your couch has been winning lately, this is the weekend to let it know who's really in charge. 👇

⭐ The Big One

The Friday Mix: Y2K Night

A brand-new, free, family-friendly party at First Horizon Pavilion kicking off the Mocs Football home weekend. Five local bands compete for a people's choice cash prize (with a required 2000s throwback song in every set), a vintage market from Electric Crocodile, food trucks, drink specials, a game zone, and kids zone inflatables. The whole pavilion gets a full Y2K makeover for photos.

🕐 Friday, Sept 18 · 6:30–10:00 PM
📍 First Horizon Pavilion, Downtown
💰 FREE


→ More Info

Friday, September 18

😄 Fortune Feimster: Takin' Care of Biscuits Comedy Tour

If you've caught her on Netflix or The L Word, you already know, Fortune Feimster is as funny as they come, and her Takin' Care of Biscuits tour is the real deal. Confessional storytelling, sharp timing, and the kind of warmth that makes a whole room feel like it's in on the joke.

🕐 7:00 PM
📍 The Walker Theatre, Downtown
💰 Tickets online


→ Details & Tickets

🎸 Keith Anderson

Country music fans: Keith Anderson plays The Parlour at The Signal tonight, the cozier second stage with its own bar and entrance, which gives it a proper-show feel.

🕐 Doors 7:00 PM, show 8:00 PM
📍 The Parlour at The Signal, 21 Choo Choo Ave, Southside
💰 Tickets from $26


→ Details & Tickets

🍔 National Cheeseburger Day at The Tap House

Come grab a giant juicy cheeseburger to mark National Cheeseburger Day at St Elmo's neighborhood brewpub. Exactly the kind of low-key local thing that never makes the big event calendars.

🕐 11:00 AM–8:30 PM
📍 The Tap House, 3800 St Elmo Ave, St Elmo
💰 See menu for pricing


→ More Info

Saturday, September 19

🚴 History Tour by Bike with National Park Service

Outdoor Chattanooga and Chickamauga & Chattanooga National Military Park team up for a free guided ride through the battlefield, with an NPS ranger leading vivid historical commentary along the way. Loaner bikes available with advance reservation, helmets required, ages 10 and up.

🕐 8:30 AM–12:00 PM
📍 Chickamauga Battlefield (see registration for meetup spot)
💰 FREE — loaner bike registration required


→ Details & Registration

🛠️ Gear-age Sale & Repair Fair

The outdoor gear lover's Saturday morning. Local sellers set up at Greenway Farm to trade outdoor equipment, apparel, and hardware, plus repair stations where you can get gear fixed or learn to do it yourself.

🕐 9:00 AM–3:00 PM
📍 Greenway Farm Park, Hixson
💰 FREE for shoppers


→ More Info

🍽️ Chatta Town Tasting Festival 2026

The 4th Annual Chatta Town Tasting Festival is back at Chattanooga Greens, and it is the most fun you can have eating your way through a Saturday. Vendors from across the city bring their best, there's live music, kid activities, local shopping, and a new community choice award where you vote for your favorites.

🕐 10:00 AM–4:00 PM
📍 Chattanooga Greens, 140 Riverfront Pkwy, Downtown
💰 FREE — tastings $1–$10


→ Details & Tickets

🐶 Doggie Days of Summer

Miller Park goes full dog chaos for one morning, in the best way. Geared toward senior and disabled dogs but open to all pups and their families, with live busking from Pay the Reckoning, vendors, and helpful resources.

🕐 10:00 AM
📍 Miller Park, Downtown
💰 FREE


→ More Info

🚤 Maclellan Island Eco Tours

Here's one most people don't know about: a boat ride from downtown to Maclellan Island, a hidden natural area on the Tennessee River. A guide covers the island's ecology, history, and the Audubon Society's conservation work, plus a visit with the resident goats. Wear good shoes, bring water.

🕐 12:00 PM
📍 Departs from Southern Belle Riverboat dock, 151 Riverfront Pkwy, Downtown
💰 $44.99 adult, $34.99 child (3–12)


→ Details & Tickets

🌙 NASA's International Observe the Moon Night

Outdoor Chattanooga, the Brainerd Astronomy Society, and UTC team up at Greenway Farm for NASA's annual moon-gazing night, telescopes pointed at the moon, Saturn, Andromeda, and whatever else looks good. Bring a chair, a picnic, and your curiosity. Weather-dependent, check for updates around 2:30 PM Saturday.

🕐 7:00–10:00 PM
📍 Greenway Farm, Hixson
💰 FREE


→ More Info

🎸 The Black Jacket Symphony: Def Leppard's Hysteria

The Black Jacket Symphony does one thing really well: they pick a classic album, perform it start to finish with meticulous precision, then keep the party going with a greatest-hits set. Tonight it's Def Leppard's Hysteria, Pour Some Sugar on Me, Love Bites, Animal, the whole thing live. If you grew up with this record, you know.

🕐 Doors 6:30 PM, show 7:30 PM
📍 Soldiers and Sailors Memorial Auditorium, Downtown
💰 Tickets online


→ Details & Tickets

Sunday, September 20

🏃 Golden Harvest Half Marathon & 5k/10k

Whether you're a half-marathon regular or your kid just wants to do the untimed Kids Dash, this is a good one. Designer shirt, finisher medal, chip timing, race photos, snacks at the finish. Half marathon, 10k, 5k, 1 mile, and a Kids Dash for 10 and under. Youth pricing is $17 for under-12 in the 5k/10k.

🕐 8:00 AM
📍 Tennessee River Park Pavilion 2, 4501 Amnicola Hwy
💰 Varies by distance


→ Details & Registration

🚵 Trail Quest: Intro to Mountain Biking

If you've been meaning to try mountain biking, this is the way to do it. Outdoor Chattanooga's Sunday trail class takes beginners through fundamentals, then onto actual local singletrack. Instructors adapt to where you are, loaner bikes available.

🕐 9:00 AM–1:00 PM
📍 Greenway Farm, Hixson
💰 $25, registration required


→ Details & Registration

🌍 Cultures in Concert at the Chattanooga Market

The Chattanooga Market adds something special this Sunday, world music performances from across continents, a global food court with international dishes, and all the usual market goodness. Browse with a soundtrack.

🕐 11:00 AM–4:00 PM
📍 First Horizon Pavilion, 1801 Reggie White Blvd, Downtown
💰 FREE


→ More Info

🌿 Plants + Pinot @ Unknown Caller

Round out the weekend at Unknown Caller on Cherry Street, plants and wine in the same room, which is honestly the best combination. Easy Sunday vibes in the heart of downtown.

📍 Unknown Caller, 715 Cherry Street, Downtown
💰 See link for details


→ Details & Tickets

Having Family or Friends In for the Weekend? 🧳

🚂 Chasing that golden fall light? Here's your afternoon.

Chattanooga Derailed: Trolley Tour + Train Ride
A vintage trolley ride through downtown plus a trip on the Tennessee Valley Railroad Museum's Missionary Ridge Local. Turntable demo, restoration shop, the whole thing. Perfect for when family comes to visit this fall. Likely to sell out, book ahead.

Check it out →

🍴 Still hungry after the tasting festival?

Southside Food Tour with Lunch
Three hours, six stops, one very full stomach. A guided walking tour through Chattanooga's Southside with tastings at local restaurants, plus a sit-down lunch to finish.

Check it out →

⚓ Skip the crowds and watch the moon rise from the water.

Private Electric Boat Rental on the Tennessee River
Skipper your own quiet electric boat down the Tennessee River. No license needed, no gas fumes, no engine noise. Cruise past Ross's Landing, under the Walnut Street Bridge, and along the Riverwalk at your own pace.

Check it out →

Booking through these links may support LookoutChatt at no cost to you.

Enjoy every bit of it, Chattanooga. If you catch Fortune Feimster Friday or make it out to any of the Saturday lineup, hit reply and tell us how it went, we genuinely want to know.

See you next Thursday,
The Lookout team

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