Tolla's Deli & Cafe

Winter Park

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In a Nutshell

  • Authentic Italian cuisine
  • Build your own pizzas & subs
  • Family-friendly atmosphere

The Fine Print

Promotional value expires Dec 15, 2011. Amount paid never expires. Limit 2 per person. Limit 1 per table. Reservation required. Dine-in only. Valid only for dinner. No cash back. Tax and gratuity not included. Not valid with other offers. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Common symptoms of hunger include irritability, decreased attention span, and close encounters with pizza apparitions. Dine on supernatural deliciousness with today’s Groupon: for $12, you get $25 worth of Italian fare at Tolla’s Deli & Cafe in Winter Park.

Tolla’s serves up authentic Italian recipes in a fun, family-friendly environment. The menu takes flight over the varied terrain of Italian pastas, pizzas, and sandwiches, crashing into the taste-bud topiary with starters such as garlic bread with cheese ($3.50) and assorted olives ($4.95). A variety of pastas, including penne and linguine ($7.50 lunch, $8.75 dinner) share the stage with the stuffed chicken Tolla, a lightly breaded chicken breast filled with a cadenza of prosciutto, feta cheese, and fresh spinach, served over marinara-splashed pasta with a caesar or garden salad on the side ($13.95 lunch, $15.95 dinner). Sausage sculptors and pepperoni potters can build their own pizza masterpiece, utilizing a selection of 10 delectable toppings ($6.95+). Hot subs ($7.25+) embrace chicken cutlets, italian sausages, or portobello mushrooms with bread arms and a side of chips and a pickle.

Tolla's wines by the glass feature an international selection of reds and whites ($6.75), adding a cosmopolitan touch to any meal not served from the kids' menu. Dine in live, entertained style with living entertainers on Friday and Saturday night.

Tolla’s is closed on Mondays.


Seven Google Mappers give Tolla's Deli & Cafe a 4.9-star average. Six Yelpers give it an average of four stars, and TripAdvisors give it a 3.5 owl-eye average.

  • Sitting on the patio with great food makes the Tolla's experience. The menu has something for everyone and the atmosphere is great. Some of the best cannolies [sic] for dessert. – Eamon C., Yelp, 8/19/09
  • The food was good and fresh and the environment is very nice and romantic. My family and I loved it. –Chirily, TripAdvisor

Tolla’s Italian Restaurant

Chef and owner Gary Tolla selects dishes from a large rolodex of family Italian recipes to fill out the menu at Tolla’s Italian Restaurant. Veal and chicken receive the parmigiana, marsala, and piccata treatments, and raviolis are stuffed with cheese to create little pillowy pockets almost identical to actual dollhouse pillows. A selection of wine helps wash down hot and cold subs or pizzas concocted from shareable 12-inch disks or personal 10-inch crusts. On Friday and Saturday evenings, live entertainment—from bands to a Rat Pack balloon artist—entertains patrons inside the eatery.

Customer Reviews

Great restaurant and food will be back again!
Iris C. · November 4, 2012
Great little neighborhood Italian place! I will definitely be back!
Carrie K. · September 26, 2012
Great food, great service, great atmosphere!
R. C. · September 23, 2012
Merchant Location Map
  1. 1

    Winter Park

    240 N Pennsylvania Ave.

    Suite 101

    Winter Park, Florida 32789

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