Gary’s Olde Towne Tavern is the kind of place you can’t walk into without seeing a familiar face—and if you’re new, you won’t feel that way for long. Classic pub food, a full bar, and a backyard built for late-night stories around the fire.
Open late • Classic pub eats • Trivia, karaoke, live music & more in the heart of Naples, Maine.
Daily Special: Ask your server for today’s featured burger, basket, or comfort classic.
Tonight’s Event: Check the board inside for trivia, karaoke, live music, or DJ night.
Swing by, grab a seat, and stay a while—you’ll be a regular before your second round.

Burgers, baskets, and bar favorites done the way a neighborhood tavern should—hearty, hot, and perfect with a cold drink.
Handcrafted burgers & juicy sandwiches
Crispy wings with classic or bold sauces
Loaded fries, onion rings, and shareable apps
Gary's Pizza Specialty

There’s always something new on the board—from loaded burger creations to comfort classics that taste like home.
Ask your server or bartender what Gary’s cooking up today.


Owned and operated by local veteran Gary Skellett, Gary’s Olde Towne Tavern is Naples’ go-to gathering spot. It’s the place you swing by after work, meet up before the lake, or settle into on a snowy Maine night.
Inside, you’ll find a cozy bar, friendly faces, and staff who remember your usual. Out back, a laid-back yard with a fire pit and stage makes room for summer nights, live music, and long conversations under the Maine sky.
Whether you’re born-and-raised local, home on leave, or just passing through, you’re welcome here. Grab a stool, share a story, and add your chapter to the tavern’s.

Gary is a proud military veteran who believes in service—on and off duty. The tavern is his way of giving Naples a warm, welcoming place to gather, unwind, and look out for one another.
Around here, respect matters. You’ll feel it in the way folks hold the door, raise a glass, and always make room at the table.

From brain-busting trivia to sing-your-heart-out karaoke, Gary’s keeps the week lively. Check in often—there’s always a reason to stop by.
Pro tip: Follow the tavern on social or call ahead to see who’s playing, what we’re celebrating, and what’s on special tonight.
Bring your sharpest friends and your best team name.
Weekly • Bragging rights highly encouraged.

No judgment, just good times and louder-than-life choruses.
Sing solo or bring the crew.

Local bands and solo acts bringing the soundtrack to your night.
Catch them on the backyard stage when the weather’s right.

Dance, sing, and stay late when the DJ takes over.
Perfect for birthdays, reunions, and nights that turn into stories.

Settle in at the bar, grab a high-top with friends, or head to the backyard for firelight, music, and fresh air.

A classic New England tavern feel—warm wood, familiar faces, and a bar where the bartender knows your name (or learns it fast).

When the weather’s right, the party moves outside—string lights, fire pit, and a stage built for local talent and good times.
Gary’s isn’t just a bar—it’s a community room with beer taps. Locals gather here to celebrate wins, support each other through losses, and welcome anyone who walks through the door.
Veterans, first responders, families, and old friends all share the same space with the same simple rule: everyone deserves respect.

Inside Gary’s you’ll find a dedicated empty chair honoring our missing POWs and those who never made it home.
It’s a quiet reminder, in the middle of all the laughter and music, that freedom has a cost—and that we never forget.

Dedicated empty chair honoring POWs and MIAs
Veteran-owned and proudly supportive of active duty and first responders
Local fundraisers, benefit nights, and community events
Laid-back, judgment-free space where everyone is welcome
VISIT GARY'S OLDE TOWNE TAVERN
Whether you are dropping by for a quick drink, grabbing dinner with the family, or meeting friends for trivia and live music, you will always be welcome here.
Hours -
OPEN everyday at 11:30am
FULL MENU TIL 9:30PM
Location -
678 Roosevelt Trail
Naples, Maine
Plenty of Parking and easy access - right on Rte. 302
Good to Know
Family-friendly atmosphere until 9:30pm
21+ with valid ID after 9pmBullet List 3
Backyard stage and fire pit open weather permittingBullet List 4
Call ahead for large groups or partiesullet List 5

Gary's Olde Towne Tavern 678 Roosevelt Trail Naples, Maine
(207) 693-6806
Copyright 2026