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New Yorkers 1st Choice
Guide to Winter Park

Ice cream with chocolate

Made for those who refuse to choose between a rich cocoa fix and a cold scoop, insisting on the indulgence of both.

Based on 690 Opinions
+687
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Updated May 2026
01
Gelato-go Orlando image 1
Gelato-go Orlando image 2
Gelato-go Orlando image 3
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Ice cream shop

Sleek Italian gelato shop offers a wide array of flavors in a clean, modern setting. Cozy atmosphere invites relaxing moments both indoors and at outdoor seating ideal for people watching. Energy stays pleasant and attentive, making it a friendly spot for enjoying quality gelato.

Dubai Chocolate Gelato Cup stands out with rich, creamy texture and intense chocolate flavor. The hot chocolate also offers a deep, satisfying taste that complements the gelato well.

Offers exceptional gelato that many consider the best in the area. The ice cream is consistently rich and satisfying, making it a popular choice for special occasions.

People are saying

"I thought the gelato here was delicious and authentic Italian."

"I love their Tiramisu; it tastes like real tiramisu."

"The Dubai chocolate gelato is out of this world."

Good to know

1

Gelato-go Orlando offers a variety of vegan gelato flavors.

2

The store is conveniently located on Park Ave near the train station.

3

Expect a premium price for gelato, with cones costing around $12.

02
Wafflehead Ice Cream and Coffee image 1

Small, homey shop fills the air with the smell of fresh waffle cones and offers homemade ice cream in a warm, inviting atmosphere. The space feels cute and well-decorated, with limited seating inside and a patio option. It attracts those seeking a cozy spot for sweet treats with a peaceful vibe.

Scoops include chocolate and mint chocolate chip flavors served in a freshly-made waffle cone.

Exceptional Amish ice cream offers a rich, creamy texture that stands out. Ice cream comes in warm, freshly made waffle cones and bubble waffles, adding extra indulgence to every bite.

People are saying

"The bubble waffle with ice cream was incredible and fresh."

"The ice cream and bubble waffles make for creative Date Spots."

"The waffle cones were crispy, warm, and tasted so good."

Good to know

1

The shop offers unique ice cream flavors made from locally sourced ingredients.

2

Expect to pay around $13 for two ice creams with extra charges for toppings.

3

The shop hosts an outdoor movie night biweekly, perfect for a fun outing.

03
XOCOLAT Winter Park image 1
Ice cream shop

Small shop offers artisan gelato and single-origin Ecuadorian chocolate in a cozy, calming atmosphere with clean, cute decor. The space feels peaceful and laid back, attracting those seeking unique chocolate flavors and a quiet spot to enjoy them.

Single-origin Ecuadorian chocolate stands out with unique flavors like mango and xocobanana. The dark chocolate gelato offers a rich, intense taste that pairs well with other handmade chocolates and gelatos.

Handmade gelato offers unique flavors like blackberry, salted caramel, and dark chocolate. Sampling includes gelatos and sorbets with rich, delicious taste and friendly service explaining the options.

People are saying

"The handmade chocolates and gelato here are unique and delicious."

"Their unique teas and gelato are truly delicious."

"The gelato here is so flavorful and unique."

Good to know

1

The single serving size of ice cream is large at $5.

2

XOCOLAT offers a variety of natural chocolate bars.

3

Everything is freshly made at XOCOLAT.

04
Jala Indian Cuisine image 1
Modern Indian restaurant

Modern Indian restaurant offers an elegant and intimate atmosphere with vibrant decor and live music enhancing the experience. Guests enjoy both indoor and outdoor seating in a beautifully designed space that feels luxurious yet welcoming.

Chocolate appears in desserts like the Dubai chocolate gulab jamun and chocolate lava cake, both served alongside traditional dishes. These sweets offer a rich, indulgent finish to meals featuring Indian flavors.

Complimentary Kesar Pista ice cream comes with birthday celebrations, served in a unique glass dish with a party sparkler and smoke. The homemade Indian ice cream includes a round yellow pistachio creation and a delicious Kesar Pista Kulfi. Carrot halwa pairs with vanilla ice cream in a beautifully presented dish.

People are saying

"The food here is delicious and outstanding."

"The staff here makes your ice cream experience feel extra special."

"The chocolate lava cake was beyond delicious."

Good to know

1

They offer Jain and Swaminarayan food menus, which are hard to find in the area.

2

Parking is easy and close to the restaurant.

3

Many gluten-free options are available on the menu.

05
Kelly's Homemade Ice Cream Counter inside Foxtail Coffee image 1

Ice cream counter inside a clean coffee shop offers many flavors with creamy, smooth textures and accurate flavor profiles. Outdoor seating creates a calm, friendly atmosphere without indoor seating. Non-dairy and gluten-free options are available, though some flavors carry an upcharge.

Chocolate appears in rich forms like the chocolate peanut butter brownie ice cream and the Mexican hot chocolate ice cream. Chocolate shakes and the Rocky Road ice cream with nuts offer creamy, nutty flavors.

Ice cream here is creamy and smooth with rich flavors like chocolate peanut butter brownie, Mexican hot chocolate, and Red Velvet Cheesecake. Fast, friendly service complements the unique flavor combinations and quality.

People are saying

"Riley's patience and kindness made choosing ice cream a joy."

"The chocolate peanut butter brownie ice cream was the best I ever had."

Good to know

1

This location does not accept cash payments.

2

They charge an extra $1.50 for non-dairy sorbet.

3

Gluten-free cones are available for those with dietary restrictions.

06
AJ Chocolate House image 1
Chocolate cafe

Chocolate cafe combines European-inspired design with live jazz music and a romantic, cozy atmosphere. Guests enjoy gourmet chocolates alongside espresso martinis and wine, creating a setting suited for celebrations or intimate evenings.

Offers pure Belgian chocolate including a unique liquid hot chocolate served from a tap. Features European chocolate selections and pairs well with wine for tastings.

Homemade ice cream offers smoothness, creaminess, and bold flavor. White chocolate and coffee flavors stand out for their richness and quality.

People are saying

"The chocolates here are exceptional, rich, and full of flavor."

"The staff here is super friendly and outgoing."

"The chocolate ice cream here is amazing and smooth."

Good to know

1

Bottomless mimosas are available on weekends for $25.

2

Musical entertainment occurs every Friday night.

3

Ladies night with live music happens every Tuesday.

07
Kilwins Ice Cream - Chocolate - Fudge image 1

Cold interior filled with the smell of fresh waffle cones and chocolate creates a welcoming atmosphere. Small space offers premium ice cream and chocolates with about 20 to 25 flavors and three cup sizes. Outdoor seating under umbrellas allows watching people pass by while enjoying treats.

Chocolate-covered apples and marshmallows on a stick stand out as popular treats. The selection includes dark chocolate with sea salt, truffles, bon bons, and mint chocolate, all rich in flavor and perfect for an after-dinner indulgence.

Premium ice cream offers a wide variety of flavors with generous sampling available. Unique options like pumpkin pie ice cream stand out alongside consistently top notch quality and delicious fudge.

People are saying

"I found the ice cream here to be amazing and top-notch."

"I found the chocolate-covered apples and strawberries to be delicious."

"The staff here are so friendly and welcoming."

Good to know

1

The shop works until 10 pm every day.

2

The small cup of ice cream costs $7.33.

3

Seating is limited to outdoor tables, which may be dirty.

08
Peterbrooke Chocolatier of Winter Park image 1

Chocolate shop with colorful decor and a glass wall kitchen lets customers watch sweets being made. Bright and clean space offers an expansive selection of high-quality chocolates and gelato. Atmosphere feels upbeat and nostalgic, drawing those seeking a rich chocolate experience.

Dubai milk chocolate bar stands out as a signature item. The shop offers an overwhelming selection of chocolates and candies, including milk chocolate covered pretzels and chocolate covered apples, all noted for their high quality.

Gelato variety includes flavors like mango and Fire๐Ÿ”ฅ Gelatos, often packed with nuts and chocolate. The chocolate ice cream and Pumpkin Cheesecake Ice Cream stand out among the many sweets offered.

People are saying

"The chocolate staff here is so sweet and helpful."

"The ice cream here is unbelievably fabulous and chock full of ingredients."

"They have an expansive selection of cookies and desserts."

Good to know

1

Parking can be difficult; plan to arrive early to find a spot.

2

The shop offers a large selection of chocolates, candies, and ice cream.

3

Prices are considered high, but the quality of chocolate is generally good.

09
Luca Turci Italian Restaurant image 1

Outdoor seating under an oak tree and fresh pasta made in the dining room create a beautiful, authentic Italian atmosphere. Soft music and thoughtful touches like real roses at each table add to the romantic, intimate vibe. Guests often enjoy sharing dishes with a lazy Susan centerpiece and pairing meals with well-chosen wines.

Desserts showcase high-quality Belgian chocolate with standout items like a light mousse tiramisu topped with chocolate crumble designed to look like a potted plant, and a rich chocolate lava cake.

Salted caramel gelato stands out with its rich flavor. The lava cake pairs well with gelato, offering a crunchy crumb under the ice cream and a balanced sweetness.

People are saying

"The food here is delicious and flavorful."

"The gnocchi was fresh, stuffed, and topped with Alfredo sauce."

"You have to try their homemade salted caramel gelato; it's a must-try."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Expect a wait time of 30-60 minutes during peak dinner hours.

3

The average cost per person is around $100, including drinks.

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Winter Park, Florida

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