Locally Loved • Veteran Owned • Always Welcoming

Your Neighborhood Pub with a Whole Lot of Heart

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.

Tonight at Gary’s

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.

Food & Daily Specials

Classic Pub Grub Done Right

Burgers, baskets, and bar favorites done the way a neighborhood tavern should—hearty, hot, and perfect with a cold drink.

Pub Favorites

  • Handcrafted burgers & juicy sandwiches

  • Crispy wings with classic or bold sauces

  • Loaded fries, onion rings, and shareable apps

  • Gary's Pizza Specialty

Daily Specials

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.

Full Bar, No Fuss

  • Ice-cold beers & local favorites
  • Classic mixed drinks & shots
  • Seasonal sips and bartender picks
  • Plenty of options for your go-to order

About Gary’s Olde Towne Tavern

A Cozy Spot Where Everyone Knows Your Name (or Will Soon)

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.

Meet Gary

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.

Events & Entertainment

Something Fun Happening Every Week

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.

Trivia Night

Bring your sharpest friends and your best team name.

Weekly • Bragging rights highly encouraged.

Karaoke Night

No judgment, just good times and louder-than-life choruses.

Sing solo or bring the crew.

Live Music

Local bands and solo acts bringing the soundtrack to your night.

Catch them on the backyard stage when the weather’s right.

DJ & Theme Nights

Dance, sing, and stay late when the DJ takes over.

Perfect for birthdays, reunions, and nights that turn into stories.

Indoor & Outdoor Spaces

Cozy Inside, Wide Open Out Back

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

Cozy indoor bar with warm lighting at Gary's Olde Towne Tavern

The Indoor Pub

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

  • Comfortable bar and table seating
  • Full bar with beers, cocktails, and more
  • Laid-back vibe perfect for catching the game or catching up
Outdoor backyard seating with fire pit and stage at Gary's Olde Towne Tavern

The Backyard

When the weather’s right, the party moves outside—string lights, fire pit, and a stage built for local talent and good times.

  • Outdoor tables and relaxed seating
  • Fire pit for cool Maine nights
  • Stage for bands, DJs, and special events

Community & Veteran Pride

More Than a Bar—A Hometown Gathering Place

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.

The Empty Chair

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

Stop In, Pull Up a Chair, and Stay Awhile

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