14 Best Ice Cream Shops in Winter Park

Browse menus, reviews and photos of Ice Cream Shops in Winter Park.

Showing 14 of 32 restaurants

  • Gelato-go Orlando 513 South Park Avenue, Winter Park Gelato · $$

    1 Gelato-go Orlando

    4.8 Superb 447 Reviews

    513 South Park Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Bacio Affagato Hazelnut Chocolate Flavor
    • Sorbet - Vegan and Dairy Free Options
    • Mini Cannoli Box 3 Pieces
    • Ice Cream and Iced Latte

    “Such a vibrant place with excellent service and of course, great gelato!”

  • Wafflehead Ice Cream and Coffee 7335 Aloma Avenue, Winter Park Ice Cream Shop · $

    2 Wafflehead Ice Cream and Coffee

    4.8 Superb 195 Reviews

    7335 Aloma Avenue, Winter Park

    • Delivery

    Customers’ favorites

    • Mint Chocolate with Chocolate Waffle Cone
    • Bubble Waffle with Single Scoop
    • Waffle Bear with Whipped Cream
    • Powdered Bubble

    “Love this place! Staff is great and vibe inside and outside is cute”

  • Jeni's Splendid Ice Creams 510 North Orlando Avenue Suite 102, Winter Park Ice Cream Shop · $$

    3 Jeni's Splendid Ice Creams

    4.5 Superb 178 Reviews

    510 North Orlando Avenue Suite 102, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Brumbleberry and Salted Peanut Butter
    • Brown Butter Almond Brittle Pint
    • Lemon & Blueberries Parfait Pint
    • Buttercrisp Waffle Cones

    “Probably the best ice cream I’ve ever had! I would recommend it everyone! Amazing flavors, add ins and the texture is the best!”

  • Kelly's Homemade Ice Cream Counter inside Foxtail Coffee 1288 N Orange Ave, Winter Park Ice Cream Shop · $

    4 Kelly's Homemade Ice Cream Counter inside Foxtail Coffee

    4.4 Superb 53 Reviews

    1288 N Orange Ave, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Homemade Waffle Cone Pieces 5 Oz
    • Pint Ice Cream 16 Oz
    • Cake Cone 4 Pack

    “Kelly's ice cream, a sweet seduction like a whiskey-soaked kiss on a summer night Mint chip, your cool breath on my skin, like a cold beer on a hot day as we dance under the stars Strawberry, your ripe lips inviting me to taste with a shot of tequila our love becomes a flame Rocky road, your mix of nuts and chocolate like a rich bourbon that warms my soul Peanut butter cup, your creamy touch like a smooth Irish cream on a lazy Sunday Cookies and cream, your sweet vanilla skin with a cold pint of lager our love is a sweet sin Kelly's ice cream, you make me feel alive like a shot of espresso with a splash of desire”

  • Cold Stone Creamery 1939 Aloma Avenue, Winter Park Ice Cream Shop · $$

    5 Cold Stone Creamery

    4.4 Superb 131 Reviews

    1939 Aloma Avenue, Winter Park

    • Take-Out
    • Delivery

    “Reid is the best! Every time I come in, he is so friendly. This is the best coldstone in Orlando. He is very communicative about promotions, as well, which is helpful as a customer. The store is always clean. We always are greeted upon entrance, and the service is quick. I have an icecream parlor connected to my apartment complex, but I come all the way to this Coldstone because this of the wonderful customer experience.”

  • Jeremiah's Italian Ice 6864 Aloma Avenue, Winter Park Ice Cream Shop · $

    6 Jeremiah's Italian Ice

    4.4 Superb 314 Reviews

    6864 Aloma Avenue, Winter Park

    • Take-Out
    • Delivery
    • Drive-Through

    Customers’ favorites

    • Cotton Candy Italian Ice
    • Waffle Cone on the Side
    • Italian Ice & Soft Ice
    • Italian Ice Tangerine

    “Delicious 😋 simple of that.”

  • Kilwins Ice Cream - Chocolate - Fudge 122 North Park Avenue, Winter Park Ice Cream Shop · $

    7 Kilwins Ice Cream - Chocolate - Fudge

    4.4 Superb 275 Reviews

    122 North Park Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Kilwins Original Recipe Ice Cream Hand-Packed Quarts
    • Hand Dipped Chocolates and Toffee
    • Chocolate Covered Marshmallow
    • Freshly Made Waffle Cone

    “Highly recommended this Kilwins location based on my recent experience. Made the last minute decision to drive 25 minutes out of my way for some fudge and ice cream and I was not disappointed. Not only did I receive delicious chocolate, I also was treated with a great service experience by Fischer. He made me feel like I was an important customer at this establishment. If I were a business owner I would absolutely want him representing my company. He was genuine and very personable. Qualities that are often missing in the customer service industry. Thank you, Fischer for your kindness.”

  • Rainbow Sno-Cones Shaved Ice 3724 Howell Branch Road, Winter Park Dessert · $

    8 Rainbow Sno-Cones Shaved Ice

    4.9 Superb 162 Reviews

    3724 Howell Branch Road, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Birthday Cake Sno-Cone
    • Rootbeer Sno-Cone
    • Rainbow Snow Cone
    • Rainbow Sno-Cone

    “We love rainbow snow cones !!!! Been going since the 90’s. Bob is the nicest and makes the experience fun w snow balls!”

  • Häagen-Dazs 116 East New England Avenue, Winter Park Ice Cream Shop · $$

    9 Häagen-Dazs

    4.3 Superb 109 Reviews

    116 East New England Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Shakes Toppings
    • Butter Pecan

    “Haagen-Dazs has definitely been one of my favorite ice cream and dessert brands since I took my first bite, many years ago. They are notoriously upscale, and therefore, not the cheapest menu among their competitors. Most of the time, I am willing to overlook that fact and splurge every once in awhile. Everyone needs the occasional treat. I was delighted when, while scrolling through restaurants on a third-party delivery app, I landed on this Haagen-Dazs location that is not too far from my house, and therefore, a viable option while deciding which delectable dessert would be mine for the night. Of course, with today's added fees for just about anything and everything, especially delivery, the cost for two milkshakes was far more than I had anticipated. Nearly $30. By the time I received the milkshakes, they were slightly melted, and one was the incorrect flavor. I don't place faults on the shop alone, seeing as they are likely overwhelmed by the new demands for takeout orders and the limited number of staff to get every single item made to perfection. However, I will say that after stopping by this location in person a few weeks later, I was impressed with their employees quickness and accuracy. Plus, my two milkshakes went from $30 down to about $18-ish. My advice? Cut the third-party companies out of your order and take your business into their location. Oh yeah, and don't forget to try the "Belgian Chocolate Milkshake". It is simply the BEST. Vegetarian options: There is not a vegetarian-friendly menu at Haagen-Dazs, but there are a couple flavors of sorbet that are vegan-friendly. Dietary restrictions: They have several options for seekers of 'healthier' or 'less fattening' options. Their newly released "HEAVEN" collection includes the following flavors: Sea Salt Caramel, Cold Brew Espresso Chip, Strawberry Waffle Cone, and Peanut Butter Chip. The collection is made with 1/2 the fat, 1/3 of the calories, and 25% less sugar than the regular flavors. They also contain no artificial sweeteners. At this time, I believe the "Heaven" Collection is only available in 14 oz. take-home containers. They also have a collection called "DIVINE" which has 50% less fat and 25% less sugar. Parking: Handicapped parking spots and plenty of spaces in the lot. It is located in a strip mall, so there are spots all around, although there are times when this area is busy. Kid-friendliness: There are kids-size single scoops and plenty of sweet treats that your kids will be grateful for! Wheelchair accessibility: Handicapped parking spots, ramps on the sidewalk, no stairs, easy to access in a wheelchair or crutches.”

  • Crumbl 501 N Orlando Ave Ste 309, Winter Park Bakery · $$

    10 Crumbl

    4.7 Superb 288 Reviews

    501 N Orlando Ave Ste 309, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Caramel Cheesecake Maple Cinnamon Roll Pumpkin Pie Carrot Cake
    • Strawberry Cheesecake and Churros
    • Milk Chocolate Chip Cookie
    • Buttermilk Pancake

    “I visited this cookie 🍪 place for the first time yesterday (2/20/26) with a friend, and it smelled amazing inside! The staff were very friendly while making more cookies. I bought one large Buckeye Brownie Cookie, and it was delicious! On the downside, I was expecting a bit more variety. I’m not a huge cookie fan, especially the simpler ones they mostly offer. I would love to see more dessert-style cookies—they had a few cheesecake cookie options, but aside from that, there wasn’t much I would personally eat. I’m not lowering my rating because this is mostly a matter of personal taste. The large cookie had around 800 calories—definitely rich! It was packed with ingredients, but a bit too sweet for me. It took me two days to finish, as I was only taking small bites after meals. Overall, everything was fabulous, but it’s just not my kind of dessert shop. Keep up the great work, and thank you”

  • Twistee Treat Winter Park 3000 North Goldenrod Road, Winter Park Ice Cream Shop · $

    11 Twistee Treat Winter Park

    4.3 Superb 290 Reviews

    3000 North Goldenrod Road, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Brownie with Ice Cream Sundae
    • Banana Split the Best
    • Medium Twistee Twirl
    • Rainbow Sprinkles

    “Major win for ice cream and humanity in general. Go ahead and buy a banana split.”

  • Peterbrooke Chocolatier of Winter Park 300 South Park Avenue, Winter Park Ice Cream · $

    12 Peterbrooke Chocolatier of Winter Park

    4.5 Superb 273 Reviews

    300 South Park Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Dozen Chocolate Covered Strawberries
    • Chocolate Covered Potato Chips
    • Chocolate Covered Popcorn
    • 24 Piece Assortment Box

    “My kids did a summer day camp here and loved it !”

  • Shake Shack Winter Park 119 North Orlando Avenue, Winter Park Hamburger · $

    13 Shake Shack Winter Park

    3.9 Good 426 Reviews

    119 North Orlando Avenue, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Shack Burger and Cheese Fries
    • Shack Burger and Fries
    • Bacon Cheese Fries
    • Bacon Cheeseburger

    “Great burger and great place on the lake”

  • Foxtail Coffee - Howell Branch 2451 Howell Market Lane Suite 1105, Winter Park Coffee Shops · $

    14 Foxtail Coffee - Howell Branch

    3.6 Good 139 Reviews

    2451 Howell Market Lane Suite 1105, Winter Park

    • Take-Out
    • Delivery

    Customers’ favorites

    • Banana Pudding Ice Cream
    • Kelly's Ice Cream Flight
    • Ham and Cheese Croissant
    • Cold Brew Bottle

    “Full disclosure - I dont drink coffee. I do drink tea and they have some interesting choices for tea flavors. It's a great place to meet for an informal meeting (one-to-one or maybe small groups). They serve breakfast as well, but I've not tried that (looks and smells good, but I can't comment on taste yet).”

Ice Cream Shops Nearby

You May Also Like

  • 10 Weirdest Ice Cream Flavors Worth Trying

    10 Weirdest Ice Cream Flavors Worth Trying

    Ice cream has always been a beloved treat, offering a wide array of flavors that cater to every taste. Lately, however, the spotlight has shifted to more unconventional flavors, making classic choices like vanilla and chocolate seem ordinary. From ketchup to oysters, here are ten of the most unusual ice cream flavors to try.

  • Chicago's Rainbow Cone Goes National After 98 Years

    Chicago's Rainbow Cone Goes National After 98 Years

    Rainbow Cone, a Chicago ice cream shop, is spreading its colorful layers across the country for the first time in its 98-year history. The shop is known for its unique five-flavor ice cream cone, which stacks chocolate, strawberry, Palmer House, pistachio, and orange sherbet in colorful "slices." Since announcing franchising two years ago, Rainbow Cone has grown to 21 locations, mostly around Chicago, but they're not stopping there. They've also opened a store in Indiana and recently made a deal to open 10 spots in Texas.