12 Best Ice Cream Shops in Winter Park

Gelato-go Orlando Gelato • $$
513 S Park Ave, Winter Park

Customers` Favorites

Bacio Affagato Hazelnut Chocolate Flavor
Sorbet - Vegan and Dairy Free Options
Mini Cannoli Box 3 Pieces
Ice Cream and Iced Latte
Almond Biscotti Latte
Italian Hot Chocolate
Ferrero Rocher Mousse
Hazelnut Affogato
Cookies and Cream
Gelato Pin 16oz

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

4.8 Superb277 Reviews
Wafflehead Ice Cream and Coffee Ice Cream Shop • $
7335 Aloma Ave, Winter Park

Customers` Favorites

Mint Chocolate with Chocolate Waffle Cone
Bubble Waffle with Single Scoop
Waffle Bear with Whipped Cream
Powdered Bubble
Cinnamon Sugar
Ice Cream Pint
Brownie Sundae
Cotton Candy
Waffle Bowl
Cortadito

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

4.8 Superb173 Reviews
Jeni's Splendid Ice Creams Ice Cream Shop • $$
510 N Orlando Ave #102, Winter Park

Customers` Favorites

Brumbleberry and Salted Peanut Butter
Brown Butter Almond Brittle Pint
Lemon & Blueberries Parfait Pint
Buttercrisp Waffle Cones
Texas Sheet Cake DF Pint
Milkiest Chocolate Pint
Wildberry Lavender Pint
Gooey Butter Cake Pint
Chocolate Ice Cream
Rainbow Bfy Pint

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

4.5 Superb150 Reviews
Twistee Treat Winter Park Ice Cream Shop • $
3000 N Goldenrod Rd, Winter Park

Customers` Favorites

Brownie with Ice Cream Sundae
Banana Split the Best
Medium Twistee Twirl
Rainbow Sprinkles
Chocolate Sundae
Cookies & Cream
Ice Cream Cone
Twistee Pint
Brownie Boat
Strawberry

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

4.4 Superb173 Reviews
Kelly's Homemade Ice Cream Counter inside Foxtail Coffee Ice Cream Shop • $
1288 N Orange Ave, Winter Park

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“

4.4 Superb53 Reviews
Jeremiah's Italian Ice Ice Cream Shop • $
6864 Aloma Ave, Winter Park

Customers` Favorites

Cotton Candy Italian Ice
Waffle Cone on the Side
Italian Ice & Soft Ice
Italian Ice Tangerine
Strawberry Banana Ice
Mint Chocolate Chip
Orange Blast Gelato
Large Italian Ice
Black Raspberry
Soft Ice Cream

“Delicious 😋 simple of that.“

4.3 Superb104 Reviews
Cold Stone Creamery Ice Cream Shop • $$
1939 Aloma Ave, Winter Park

“Sarah helped me today and she was so sweet, friendly, and helpful! She made my visit really enjoyable and had such a positive attitude the whole time. Great customer service and just genuinely kind. Thank you for making my day a little better!“

4.3 Superb110 Reviews
Häagen-Dazs Ice Cream Shop • $$
116 E New England Ave, Winter Park

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.“

4 Good57 Reviews
Kilwins Ice Cream - Chocolate - Fudge Ice Cream Shop • $
122 N Park Ave, Winter Park

Customers` Favorites

Kilwins Original Recipe Ice Cream Hand-Packed Quarts
Hand Dipped Chocolates and Toffee
Chocolate Covered Marshmallow
Freshly Made Waffle Cone
Apple Pie Caramel Apple
Kilwins Chocolate Syrup
Mint Chocolate Chips
Caramel Walnut Apple
Jar of Caramel Sauce
Striped Rice Crispy

“The staff there is super friendly and warm. I went when it was busy and they still found the time to help me decided what I wanted for my order. Went for Valentine’s Day and moving forward I’m getting all my holiday sweets from them. The first time I went was for their ice cream and it’s just as good if not better than the candy.“

4.1 Good122 Reviews
Rainbow Sno-Cones Shaved Ice Dessert • $
3724 Howell Branch Rd, Winter Park

Customers` Favorites

Birthday Cake Sno-Cone
Rootbeer Sno-Cone
Rainbow Snow Cone
Rainbow Sno-Cone
Buttered Beer
Cotton Candy

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

5 Superb80 Reviews
11

Crumbl

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

Customers` Favorites

Caramel Cheesecake Maple Cinnamon Roll Pumpkin Pie Carrot Cake
Strawberry Cheesecake and Churros
Milk Chocolate Chip Cookie
Buttermilk Pancake
Cookies at Crumbl
Lemon Blackberry
Assorted Cookies
Raspberry Donut
Snickerdoodle
Mini 12-Pack

“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“

4.7 Superb249 Reviews
Peterbrooke Chocolatier of Winter Park Ice Cream • $
300 S Park Ave, Winter Park

Customers` Favorites

Dozen Chocolate Covered Strawberries
Chocolate Covered Potato Chips
Chocolate Covered Popcorn
24 Piece Assortment Box
Assorted Chocolates
Chocolate Popcorn
Mango Gelato
Gift Basket

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

4.2 Good112 Reviews

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