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New Yorkers 1st Choice
Local picks in Chicago

Cookie spots and fun activities

You want to satisfy your sweet tooth while staying active.

Based on 801 Opinions
+798
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Updated May 2026
01
Folkmade Custom Cookies LLC image 1
Folkmade Custom Cookies LLC image 2
Folkmade Custom Cookies LLC image 3
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Custom cookie shop offers beautifully detailed cookies with premium homemade vanilla that enhances flavor. The atmosphere is personalized and artistic, reflecting careful craftsmanship and unique designs. Orders often serve special events, drawing praise for perfect execution and presentation.

Folkmadeโ€™s cookie workshop offers a fun design and warm instruction that makes decorating enjoyable for everyone. Step-by-step guidance turns a potentially intimidating task into a fun and easy experience.

Cookies feature flawless designs with beautiful detail and a lovely vanilla flavor. Custom themes and edits are handled with care to match exact visions.

People are saying

"Ashley's cookies are amazing and made our holidays extra special."

"Ashley brought my vision to life for our celebration."

"The step-by-step instruction made decorating cookies fun and easy."

Good to know

1

Ordering from Folkmade Custom Cookies is easy with a straightforward order form.

2

Delivery options are available for corporate events and special occasions.

3

Pick-up is convenient and can be arranged at a specified time.

02
Believe Cakes image 1
Cake shop

Cake shop offers custom-designed treats with beautiful decoration and delicious flavors. Classes provide beginner-friendly, fun, and therapeutic experiences suitable for many ages. Events often feature themed cakes and edible art that impress guests.

Cookie decorating offers a fun and interactive experience that is both therapeutic and educational. The activity combines learning new skills with tasty results, making it a popular choice for team events.

Cookie decorating classes offer a fun and therapeutic experience with delicious, beautifully done cookies. Custom cookies come quickly and impress with their stunning designs and great taste.

People are saying

"I found the cookie decorating class to be fun and informative."

"I was blown away by how realistic and beautiful the custom cake looked."

"The cookie decorating class is so fun and delicious."

Good to know

1

The cookie decorating class is suitable for all ages and skill levels.

2

All tools and ingredients are provided for the cookie decorating class.

3

Classes are interactive and designed to be fun and engaging.

03
Chip City image 1
Dessert shop

Small shop with a vibrant baby blue color scheme and a fun photo booth creates a lively atmosphere. Warm smell of fresh baked cookies fills the air, welcoming people inside. The place offers delicious, warm cookies and a cozy seating area for enjoying treats on site.

A Photo Booth offers a fun selfie experience with a cute setup. The spot combines sweet treats with this interactive activity for added enjoyment.

Cookies come out freshly baked, fluffy, and sweet without being overpowering. Varieties like Galaxy Brownie and s'mores stand out, with options made on request if ingredients are available.

People are saying

"These cookies are the best I've ever tasted."

"The photo booth here is super fun!"

"The staff here is so friendly and knowledgeable about the ice cream."

Good to know

1

Chip City is a grab-and-go place, not sit down.

2

They offer a BOGO deal on Uber Eats, which makes it easy to indulge.

3

The cookies are priced at $5, with an additional $4 for ice cream.

04
Prohibition THCafe - South Loop image 1

Cafe space combines live music, art-lined walls, and card games to create a lively, chill vibe. Outdoor patio seating adds to the inviting atmosphere. Late hours and a variety of infused products make it a convenient hangout spot.

Music, card games, and art along the walls create a lively vibe. Staff remain professional, helpful, and add to the fun atmosphere.

Banana Pudding Cookies deliver a ridiculous taste and a strong intoxicating effect. Cookies here are so good that people buy multiple at once and eat them immediately.

People are saying

"I loved the chill vibe and the music here."

"It's a fun atmosphere with music and games."

"I ate the cookies I bought right away."

Good to know

1

Karaoke night happens every Thursday at 10pm with a two-drink minimum.

2

Open Mic events are held regularly, but check for cancellations.

3

Prices for pre-rolls start at $25.

05
Above Average DIY Candle Studio image 1

Small, intimate studio in a basement offers DIY candle making paired with wine tasting and chocolate. Warm, welcoming atmosphere filled with great music and a friendly, energetic vibe encourages connection and fun among couples and friends.

Mixing hot wax that glows in the dark creates a relaxing and interactive experience. Classes like the lovers candle session offer a fun and sweet activity hosted by a warm and engaging instructor.

Delicious cookies come with a cocktail buzz and a candle from the DIY class. The experience blends cookie eating with candle making and cocktails for memorable moments.

People are saying

"Karen made the whole experience so fun and lively."

"It's a fun, unique experience for a creative date night."

"I decorated cookies and ate them before anyone could see my skills."

Good to know

1

Reservations are recommended for all events to ensure availability.

2

Candle-making classes are available for couples and groups, providing a fun interactive experience.

3

Murder mystery events are popular and provide a fun twist to the candle-making class.

06
City Skyline Chicago - Coffee Lounge image 1

Coffee lounge features aviation-themed decor with real plane seats, cockpit dashboards, and airplane parts used as furniture. Atmosphere feels cozy and inviting, suitable for reading, working, or chatting quietly. Space welcomes dogs and offers varied seating with some plugs for charging devices.

Many small touches make hanging out and exploring fun. The spot feels cool for kids with a lively vibe and offers great service, coffee, and pastries.

A chocolate chip cookie sits on the coffee lid, and a small cookie comes with the coffee. The cookie tastes great.

People are saying

"This cafe's aviation theme and decor are super unique and cute."

"It's so much fun when Simon the dog plays with other dogs here."

"This place's Cookie is adorable and clever."

Good to know

1

The lounge is open until 6 PM daily.

2

Parking is limited in the area.

3

The coffee shop is dog-friendly.

07
THC by Chitiva Wicker Park Bucktown image 1

Cannabis store combines beautiful interior with board games and TVs for a chill, fun atmosphere. Music plays softly, creating a relaxing vibe where people gather to enjoy pre-rolls and edibles. The space feels cozy and vibrant, inviting visitors to linger and socialize.

A chill and fun atmosphere sets the tone with lots of games to enjoy with friends. Karaoke nights add a relaxed vibe making it a fun spot to hang out for a while.

Soft, good tasting cookies come in flavors like body buzz and fruity pebbles. Chocolate chip cookies stand out, and helpful staff guide you to the perfect choice.

People are saying

"It's a really chill place to unwind and relax."

"The karaoke night here is so fun and chill."

"The staff gave me the perfect cookie and gummy."

Good to know

1

Karaoke night is every Thursday, starting at 10pm with a two-drink minimum.

2

A "puff and paint" class is offered on Wednesdays, providing a creative experience.

3

ID is required for entry and to create an account before purchasing.

08
Loaves & Witches image 1
Coffee shop

Space blends witchy cozy magic with eccentric styling and light macabre touches, creating a warm and welcoming atmosphere. Comfortable seating includes outdoor options, with tarot decks and card activities available on tables. Energy feels positive and lively, attracting a community-oriented crowd.

A variety of fun, artsy, and inclusive events take place here. The spot feels welcoming and offers a natural ingredient theme in its food names.

Chocolate chip cookies have a strong flavor and the lemon cookie is soft with a simple taste.

People are saying

"The coffee here is delicious, well-balanced, and made with quality beans."

"I loved their delicious pastries and coffee, plus playing card games."

"The lemon cookie was divine and soft."

Good to know

1

They host community events regularly, including artsy and inclusive gatherings.

2

A knitting group and succulent planting event are examples of their unique activities.

3

Seating can be limited during busy times, especially on weekends.

09
The Staley image 1
Sports bar

Large sports bar with huge projector screens and plenty of TVs creates a strong focus on watching games. Atmosphere feels like a dark basement man cave with a mix of upscale gastropub dรฉcor. Free arcade games and a mini game room add casual entertainment beyond sports viewing.

Large TV screens and a bright, renovated bar create a fun, spacious setting. Trivia nights led by Breezy add a unique, lively twist, while the energy during games keeps the vibe rowdy and welcoming.

Skillet cookie stands out with its warm, gooey texture and rich flavor. It often comes as a sweet finish after meals and pairs well with other dishes like wings and pizzas.

People are saying

"The food here is unique, delicious, and top-notch."

"You have to check out trivia night; the host is a legend."

"The staff here are gems, always attentive and helpful."

Good to know

1

Reservations are not accepted on game days; plan accordingly.

2

A 20% service charge is automatically added to bills on game days.

3

Happy hour features discounted drinks and appetizers from 4-7pm on weekdays.

10
Beyond Grandma's House Vintage LLC image 1

Massive space filled with vintage furniture, toys, and collectibles creates a museum-like atmosphere. Soft jazz music plays, and free coffee with cookies on weekends adds a welcoming vibe. The setting feels like stepping into a time capsule with a warm, soulful energy.

Exploring multiple rooms filled with hidden treasures offers a fun way to spend time. Staff engage warmly, making sure visitors enjoy the experience and find something special to take home.

Free cookies come with coffee for everyone. This creates a welcoming atmosphere like Grandma's house.

People are saying

"The vintage shop's staff greeted me like an old friend."

"It's so fun exploring this huge place packed with unique treasures."

"They offered free cookies and coffee upon entry."

Good to know

1

The store features 8,000 square feet of vintage items to explore.

2

Expect a diverse selection of antiques, furniture, and unique gifts.

3

The shop includes a coffee stand for refreshments while browsing.

11
Wake N Bakery Logan Square image 1

Spacious, colorful coffee shop with an open, laid-back atmosphere and free games like Jumbo Jenga and UNO. The vibe stays chill and artistic, inviting people to relax and hang out comfortably. THC-infused baked goods and tasty pastries add a unique twist to the experience.

Many fun free activities keep the energy lively. Games like Jumbo Jenga and UNO add to the playful vibe, and karaoke night offers a unique way to enjoy the space.

Variety of cookies come with different THC levels, including some without THC. Cookies taste homemade and include unique flavors like butterscotch chips in raisin cookies.

People are saying

"The staff at this bakery are so warm and helpful."

"This place is a great little shop, I'll be back."

"The drinks here pack a significant punch for a fun time."

Good to know

1

Karaoke happens every Friday night starting at 10pm.

2

The bakery offers a variety of infused and non-infused options.

3

They provide free game day snacks during events.

12
Kennedy Rooftop image 1
Restaurant

Rooftop space offers nearly 360-degree skyline views with heated igloos featuring Bluetooth speakers and retractable cloth covers for comfort. Atmosphere feels cozy and warm even in cold weather, with a vibrant yet relaxed vibe. Visitors enjoy outdoor city views year-round with a mix of intimate and open seating.

Outdoor Connect Four game and fun seating options create a playful vibe. The spot suits dates and happy hour outings with a festive atmosphere.

Skillet cookies stand out here with options like chocolate chip and peanut butter. The cookie skillet serves as a rich, warm dessert that pairs well with drinks.

People are saying

"The city skyline views from here are stunning."

"The heated igloos offer a cozy and fun winter dining experience with great views."

"The views of the Chicago skyline are just amazing."

Good to know

1

Happy hour runs from 4-7pm with great deals on drinks and small plates.

2

Reservations for igloos require a minimum spend of $85 per person.

3

Free street parking is available on Ashland, but spots are limited.

13
DoubleTree by Hilton Hotel Chicago - Magnificent Mile image 1

Hotel offers a rooftop pool with city views and a grand, elegant lobby. Atmosphere tends to be loud and busy, with frequent noise from construction, sirens, and lively groups. Rooms feel comfortable but somewhat outdated.

Outdoor and rooftop pools offer games like Cornhole, Jenga, and pool table that keep kids entertained. The rooftop pool adds a busy but fun atmosphere for all ages.

Warm cookies greet guests at check-in, kept fresh in a warming drawer. Staff consistently offer cookies alongside bottled water for a welcoming touch.

People are saying

"The hotel staff were all amazing and so polite."

"They give you warm cookies and water bottles upon arrival."

"The pool area was so much fun with games for all."

Good to know

1

Parking costs $62 per day, regardless of discounts.

2

Breakfast is not included with the room rate, despite some bookings indicating otherwise.

3

The rooftop pool is closed until mid-July, which is not disclosed on the booking site.

14
Nutella Cafe Chicago image 1

Nutella-themed decor creates a bright and inviting space with personalized Nutella jars as a unique feature. The cafe feels cramped and crowded, with small tables placed very close together, often leading to a noisy atmosphere. Outdoor patio seating offers an alternative to the tight indoor space.

Colorful menu items and customized Nutella jars create a playful atmosphere. Kids enjoy hot chocolate and the chance to take home personalized souvenirs.

Nutella-filled cookies come free with every drink and stand out over croissants and breads. The cookies pair well with coffee and Nutella mocha, making them a sweet highlight alongside ice cream.

People are saying

"You have to try the Nutella Crepe with bananas; it's very tasty."

"It's a fun experience for Nutella lovers satisfying sweet cravings."

"The Nutella cookies served with drinks were delicious."

Good to know

1

Expect a wait time of 30-45 minutes during peak hours.

2

The cafe opens at 8 am daily.

3

You can personalize your Nutella with your name for a unique souvenir.

15
GoodTimes Brewery + Kitchen image 1

Massive bar and large open space with oak detailing create an inviting setting. Atmosphere feels warm and friendly with brewing equipment visible, adding to the vibe. Multiple TVs and games make it a chill spot for groups and events.

Fun ambiance creates a lively atmosphere. Trivia night adds an extra layer of engaging entertainment.

Skillet chocolate chip cookie serves warm and tastes like homemade. The cookie skillet stands out as a popular dessert choice.

People are saying

"The German and Czech style beers here are some of the best I've had."

"The food and drinks here are incredible, especially the cookie skillet."

"You have to try the cookie skillet; it's warm and delicious."

Good to know

1

Trivia night happens every Tuesday at 8pm with a $5 entry fee.

2

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

3

On Mondays, the BYO pizza is half off.

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