LookoutChatt
Your Weekly Guide to Chattanooga
 
The Doobie Brothers are coming to Chattanooga. The Rock & Roll Hall of Famers play Soldiers and Sailors Memorial Auditorium on Friday night at 8, touring behind Walk This Road. If you grew up on this band, you already know the songs, and Friday is your chance to hear them live.
But that's just the centerpiece. Friday also brings Celtic Thunder at the Walker Theatre, comedy with DJ Sandhu, and a country dance night at Barrelhouse, while Halloween Trail Fest and Boo in the Zoo open both Friday and Saturday. Saturday has the Spooky Paws Pet Parade at the Riverpark, a free guided kayak tour, the River Market, and Mocs football at Finley. Sunday is the Health Fair Expo at the Chattanooga Market, then The Phil Collins Story at the Walker or Pigeons Playing Ping Pong at Barrelhouse that night.
Four of these events cost nothing. It's a lot. Pick your spots. Here's everything worth doing this weekend. 👇
Be sure to check each event's link before you head out, as venues and times can change.
🗓️ Running More Than One Day
Three Things You Can Fit In Around Everything Else
🎃 Halloween Trail Fest. Enterprise South Nature Park turns into a haunted woods, with three trails. The two-mile Haunted Trail is for the brave, the Glow Trail is open to all ages, and the Too Cute To Spook trick-or-treat trail is for kids 12 and under (6:00–8:00 PM). There's also a kids zone, a bonfire, food trucks, face painting, and a maze. Park at the Volkswagen lot and take the free shuttle, and allow 15 to 30 minutes. No pets, service animals only.
Fri 10/9, 6:00–11:00 PM & Sat 10/10, 6:00–11:00 PM
📍 Enterprise South Nature Park, 190 Still Hollow Loop
💰 $15 ages 13+, $7 ages 4–12, free ages 3 and under
→ Details & Tickets
🦁 Boo in the Zoo. Candy stations, character meet and greets, costume shows, a bounce house, and a scavenger hunt at the Chattanooga Zoo. Tickets are online only with timed entry, and there are no gate sales, so book ahead.
Fri 10/9, 4:00–8:00 PM & Sat 10/10, 4:00–8:00 PM
📍 Chattanooga Zoo, 301 N Holtzclaw Ave
💰 $11.95 members, $17.95 non-member ages 3–12, $20.95 non-member adults
→ Details & Tickets
⛺ CaveFest at The Caverns (Day Trip). About 50 minutes out in Pelham, with music above and below ground. The lineup includes Gillian Welch & David Rawlings, the Peter Rowan & Sam Grisman Project, Rising Appalachia, and a John Prine 80th birthday tribute. There are also cave tours, cave yoga, and kids' activities. Kids 12 and under are free.
Sat 10/10 & Sun 10/11
📍 The Caverns, 555 Charlie Roberts Rd, Pelham
💰 $99 for two days, camping included
→ Details & Tickets
⭐ The Big One
The Doobie Brothers
A Rock & Roll Hall of Fame band takes the Memorial Auditorium stage on the Walk This Road tour. One of the great American rock bands, live in Chattanooga for one night.
🕐 Friday, Oct 9 · 8:00 PM
📍 Soldiers and Sailors Memorial Auditorium, 399 McCallie Ave, Downtown
💰 $64–$268
→ Details & Tickets
Friday, October 9
🎹 Nik Parr & the Selfless Lovers
Piano-driven roots rock out of Austin, from a bandleader who plays sax and piano at the same time. Standing room with limited seating. Ages 18 and up, or younger with a parent or guardian.
🕐 Doors 6:00 PM, show 7:00 PM
📍 Songbirds, 206 W Main St, Southside
💰 See Songbirds for pricing
→ Details & Tickets
🎤 DJ Sandhu
Stand-up at the Comedy Catch inside the Choo Choo, two shows a night, Friday and Saturday both.
🕐 7:00 PM & 9:15 PM (also Saturday)
📍 The Comedy Catch at the Choo Choo, 29 Station St, Southside
💰 $22.75–$28
→ Details & Tickets
☘️ Celtic Thunder
The Irish vocal group plays the Walker Theatre, right next door to the Doobie Brothers show. Same address, same start time, so it's a pick-your-Friday situation.
🕐 8:00 PM
📍 Walker Theatre, 399 McCallie Ave, Downtown
💰 See Tivoli for pricing
→ Details & Tickets
🤠 Boot Scootin Boogie Nights
A country dance night at Barrelhouse Ballroom. Wear the boots. Ages 21 and up.
🕐 Doors 7:00 PM, show 8:00 PM
📍 Barrelhouse Ballroom, 1501 Long St, Southside
💰 $20 advance, $25 day of show
→ Details & Tickets
Saturday, October 10
🛶 History by Kayak: Patton Island
Outdoor Chattanooga, National Park Partners, and the Chickamauga and Chattanooga National Military Park team up for a guided paddle tour of Patton Island. History on the water, and it's free. Registration is required.
🕐 8:30 AM–12:30 PM
📍 Meeting spot in event details
💰 FREE
→ Register & Details
🐾 Spooky Paws Pet Parade
The third annual pet costume parade and contest, with pet vendors, rescue groups, an artisan market, and food vendors. Live music from Amber Fults (10 AM to noon) and Shani Palmer (1 to 3 PM). Leashed, friendly pets welcome, and parking is free.
🕐 10:00 AM–4:00 PM
📍 Tennessee Riverpark, 4301 Amnicola Hwy
💰 FREE
→ More Info
🛍️ River Market
The weekly Saturday market on the Aquarium Plaza, with local makers and artists. Live music from Maria Jordania this week and a food truck from Bopcha.
🕐 10:00 AM–5:00 PM
📍 Tennessee Aquarium Plaza, 1 Broad St, Downtown
💰 FREE
→ More Info
🏈 Chattanooga Mocs vs. Samford
Southern Conference football at Finley Stadium with an afternoon kickoff.
🕐 1:00 PM
📍 Finley Stadium, 1826 Reggie White Blvd, Southside
💰 Tickets at GoMocs.com
→ Details & Tickets
🤘 All Them Witches
Nashville's psychedelic, blues, and rock band plays The Signal behind their new album, House of Mirrors.
🕐 Doors 6:30 PM, show 8:00 PM
📍 The Signal, 21 Choo Choo Ave, Southside
💰 $40.30–$70.38
→ Details & Tickets
Sunday, October 11
🩺 Health Fair Expo at the Chattanooga Market
Health and wellness booths, farm-fresh produce, and handmade goods, with live music from Scenic City Sound. No pets indoors, but the dog park and outdoor areas next door are open.
🕐 11:00 AM–4:00 PM
📍 First Horizon Pavilion, 1801 Reggie White Blvd, Southside
💰 FREE
→ More Info
🎶 The Phil Collins Story
A tribute show covering the Phil Collins catalog, from "In the Air Tonight" to "Sussudio" and "Another Day in Paradise."
🕐 7:30 PM
📍 Walker Theatre, 399 McCallie Ave, Downtown
💰 See Tivoli for pricing
→ Details & Tickets
🕊️ Pigeons Playing Ping Pong
The Baltimore jam band stops at Barrelhouse Ballroom behind their new album, Feed the Fire. Ages 21 and up.
🕐 Doors 7:00 PM, show 8:00 PM
📍 Barrelhouse Ballroom, 1501 Long St, Southside
💰 $32.50 advance, $38 day of show
→ Details & Tickets
In Case You Missed It 📌
🌉 The Walnut Street Bridge is open again. It reopened Saturday after about 18 months of construction. A free walk for Sunday afternoon if you haven't crossed it yet. → Choose Chatt
👻 Haunted season is open. Dread Hollow runs Thursday through Sunday nights through Oct 31, with three haunted houses and three horror escape rooms. → Dread Hollow
📅 Coming up: the Lookout Comedy Festival runs Oct 14–17, and Oktoberfest follows Oct 17–18. → October Guide
Family in town for fall? 🧳
🚂 Family in town for fall? 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 the in-laws visit.
Check it out →
🍴 Want to eat your way through the Southside?
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 →
⚓ Have you seen Chattanooga 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 your weekend, Chattanooga. If you catch the Doobie Brothers, hit reply and tell us how it was. We genuinely want to know.

See you next Thursday,
The Lookout team

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