Tailor Bakes

Sweets · Dessert near Lake Cumberland — Monticello, Wayne County, Kentucky

Kid-friendlyGreat for familiesLocal favoriteMobile — check schedule

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Heading out? Visit this Monticello spot · if they ask how you found them, you can mention Monticello Eats & Finds.

Hours

Hours vary — owners post when they roll out

Find us

Mobile food truck — menu is public here so you can decide if you want it.

Exact parking spot changes. Owners usually post when and where they are out. If you see something you want, treat it as a local treasure hunt or use any phone number listed on this page.

Area

Monticello · Lake Cumberland, KY

About the place

Popular for lake weekends: gourmet cookies, cupcakes, banana pudding cups, and dirty sodas. Tailor Bakes brings bakery sweets to Monticello KY and Lake Cumberland cabin weeks — custom orders welcome when the trailer is live around Wayne County.

Tailor Bakes is a mobile sweet shop working Monticello and Wayne County, Kentucky — the Lake Cumberland side of the county where most cabin and houseboat weeks start. Gourmet cookies, cupcakes & dirty sodas.

Locals treat it as the after-swim reward — cold, sweet, and right on the way back to the cabin from Fall Creek, Twyford Point, or the ball fields in town.

Great for a car full of kids; smaller sweet spots sell out on hot afternoons, so earlier is safer.

Found them here? Mention Monticello Eats & Finds when you stop in — it helps hometown Wayne County businesses see that lake visitors are finding them.

Support local Monticello · Tourist-friendly guide

Tailor Bakes menu

Cookies & Cupcakes

Gourmet Cookies$4 ea / $40 dozen
Chocolate Chip, Oreo Cheesecake, Biscoff — gourmet cookies Monticello KY favorites. Oreo Cheesecake cookies for Lake Cumberland cabin weeks; grab a dozen for the dock or cabin counter.
Cupcakes$3 ea / $30 dozen
Vanilla, Strawberry Cheesecake, Biscoff, Cookies & Cream, Banana Pudding. Strawberry Cheesecake cupcakes Monticello KY and Biscoff cupcakes Lake Cumberland crews order for birthdays and cabin parties.
Banana Pudding Cups$5
Classic banana pudding cups after the swim — creamy, portable, and made for Monticello lake weekends.
Cheesecake Cups$6
Cheesecake cups Monticello locals and cabin guests love — individual portions ready for the cooler or party table.

Dirty Sodas (20 oz)

Coco Loco$5
Sprite · Coconut · Strawberry — a Monticello dirty soda favorite for hot Lake Cumberland afternoons.
The Dirty Doc
Dr. Pepper · Biscoff — loaded dirty soda for cabin week sugar runs around Wayne County.
The Situation Sip
Coke · Coconut · Lime — bright and fizzy after a day on the lake near Monticello KY.
Orange Cloud / Midnight Dreams / Berry on Top$5
Rotating dirty soda flavors for lake weekends in Monticello — ask what's on when Tailor Bakes is live.

Dirty Energy (20 oz)

Barbie Girl$6
Loaded energy dirty soda — Monticello pick-me-up before the marina or evening cabin plans.
Feelin' Peachy$6
Peachy dirty energy drink for long Lake Cumberland days and late boat rides home.

Nearby ideas for lake week

While you’re out and about…

Heading through town toward the lake? Riverbend Grilling on South Main serves BBQ plates, tater bowls, and easy takeout for cabin crews.Hours & menu Craving steak after the lake? Black Stallion Steak House is Monticello’s sit-down steak restaurant — lunch and dinner daily, salad bar, Southern plates for cabin week.Hours & menu

Plan more of your Monticello lake week

Tailor Bakes is one stop among many Monticello food trucks and restaurants near Lake Cumberland. Check the Wayne County community calendar or the tourist guide for swim spots and family tips.

Events calendar Things to do Lake map More Sweets & bakeries

Don't see your favorite spot?

Found a Monticello food truck or restaurant we don't have listed? Have the owner send their menu and details to contact@bluegrassdigitalforge.com. We list local businesses free — no gimmicks.

Visiting Lake Cumberland cabin week?

Pair Tailor Bakes with swimming at Fall Creek or Conley Bottom, boat ramps on the map, and Wayne County events while you're in Monticello KY.

🏊 Swimming spots 🗺️ Boat ramps map 🗓️ Day plans 🎆 Wayne Co. events

Directions to Tailor Bakes

Mobile food truck — menu is public here so you can decide if you want it.

Exact parking spot changes. Owners usually post when and where they are out. If you see something you want, treat it as a local treasure hunt or use any phone number listed on this page.