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New Yorkers 1st Choice
Local picks in the Loop

Relaxing spots with outdoor space

You need fresh air to truly decompress and will not compromise on finding a spot that offers it.

Based on 764 Opinions
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Updated April 2026
01
Grant Park image 1
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City park

Urban park offers panoramic city skyline views and a huge central fountain surrounded by spacious green lawns and walking paths. Atmosphere balances peaceful lakeshore relaxation with lively areas like a skatepark and playground. Frequent events and live entertainment bring diverse crowds together in a vibrant yet calm setting.

Lakeshore offers a relaxing atmosphere despite busy paths. The area provides skyline views and spots to sit away from city noise.

A green space axis stretching nearly 2.5 km along Lake Michigan offers wide open areas for picnics, hiking, and outdoor exercise. Kids find plenty of room to run and play, making it a hub for outdoor activities and a peaceful escape within the city.

People are saying

"It's a beautiful, spacious park with great walking trails."

"It's a beautiful, spacious city park, a truly relaxing spot."

"I loved the open green spaces and walking trails here."

Good to know

1

Parking costs $30 per day near Grant Park.

2

Public restrooms are not available in Grant Park.

3

Consider using Uber or bus transportation when visiting Grant Park.

02
citizenM Chicago Downtown image 1

Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.

Rooftop and patio areas offer spacious spots to relax. Communal living spaces feature a mix of designer furnishings that create a pleasant atmosphere for chilling and personal activities.

Rooftop and patio areas offer a very relaxing atmosphere. The outside patio works well for unwinding after a long day of walking.

People are saying

"I loved staying at this hotel; I'll definitely return."

"The outdoor patio and terrace areas are really relaxing."

"The rooms here are small but clean and comfortable."

Good to know

1

The hotel is located in the heart of Chicago, close to major attractions.

2

Parking costs around $50 a night and is located a block away from the hotel.

3

The gym is one of the best hotel gyms available.

03
Brews & Bites Riverwalk image 1

Outdoor seating offers beautiful river views and a scenic urban backdrop with architecture and bridges. The atmosphere stays chill and cozy, with a relaxed weekend vibe that suits larger groups and casual gatherings.

Boats passing by create a calm view that pairs well with the chill weekend vibe. The atmosphere stays relaxed, making it easy to unwind with friends.

Plenty of outdoor seating sits under shade trees with a nice view of the River Walk.

People are saying

"I loved the gorgeous view of the river."

"It's a beautiful spot with perfect river views."

"The outdoor space has plenty of seating with nice shade trees."

Good to know

1

Happy hour features a special menu with discounted drinks and appetizers.

2

The venue is seasonal and only operates for a limited time each year.

3

Outdoor seating is plentiful, providing great views of the river.

04
The St. Regis Chicago image 1

Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.

Incredibly spacious rooms create a calm atmosphere for relaxing. The pool and sauna add to the soothing experience, while the bathtub offers a quiet spot to unwind. The Miru restaurant provides a relaxing vibe with drinks and sushi.

A small cafe outside serves very good chai lattes and other drinks. The patio deck and outdoor terrace offer lovely spots to enjoy city views and drinks.

People are saying

"Vince at the Hotel concierge desk went all out to make everything exceptional."

"The staff's attentiveness made this a truly relaxing spot."

"The outdoor terrace offers amazing views of the city lights."

Good to know

1

Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.

2

There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.

3

The hotel is located near Riverwalk, providing easy access to attractions.

05
Bereket Turkish Mediterranean restaurant (Halal Certified) image 1

Space combines warm, earthy colors and authentic Turkish decor with a spacious patio for outdoor seating. Atmosphere feels calm and family-friendly, welcoming guests like a home with thoughtful, friendly energy. Music adds a relaxing vibe that complements the genuine cultural setting.

Generous, attentive hospitality creates a genuinely welcoming atmosphere. Soft, relaxing music adds to the calm vibe.

A patio offers outdoor seating with a nice interior layout visible from outside. Sitting there lets you watch the city go by when the weather is good.

People are saying

"I found the food here to be delicious and fantastic."

"The food here is delicious, especially the kebabs and bread."

"The staff here makes you feel like family in the Outdoor Space."

Good to know

1

The restaurant is BYOB, so bring your own drinks.

2

A 20% service charge is added to all bills, regardless of group size.

3

Expect an additional 3% fee for credit card payments.

06
Intelligentsia image 1
Coffee shop

Spacious cafรฉ with streamlined neutral tones and geometric fixtures creates a calm, cozy atmosphere despite busy surroundings. Local artwork decorates the walls, adding a quiet craft vibe. Few tables and excellent Wi-Fi support a relaxed, unhurried experience.

A laidback atmosphere creates a very relaxing vibe here. It works well for starting the day or just unwinding.

Outdoor seating includes patio tables that offer a quiet spot away from downtown's busyness. The space works well for enjoying coffee and sweets while soaking up a summer day.

People are saying

"I thought the coffee here was really good and well made."

"The staff here are so friendly and attentive, it's a great Relaxing Spot."

"You can sit outside and enjoy the summer day."

Good to know

1

Expect a line during peak hours, especially in the morning.

2

Seating can be limited, especially during busy times.

3

Payment methods include credit cards and mobile payments.

07
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.

Balcony views showcase city lights that create a romantic and relaxing atmosphere. The vibe stays friendly and laid-back, perfect for unwinding with solid food.

Outdoor seating includes a rooftop patio with gorgeous views. The terrace offers a nighttime rooftop view that stands out.

People are saying

"The rooftop city views are stunning and beautiful."

"The view from the rooftop outdoor space is beautiful."

"The views from this relaxing spot are absolutely stunning."

Good to know

1

Reservations are required to secure a table at LH Rooftop due to limited space.

2

Expect long wait times during peak hours, especially on weekends.

3

Bring your ID as it is required for entry; no photos accepted.

08
Necessary & Sufficient Coffee - Printers Row image 1

Cafe offers spacious seating with large open windows facing the street, creating a vibrant yet cozy atmosphere. Live DJs and local art displays add to the creative and chill vibe. Both indoor and outdoor areas provide comfortable spots for work or relaxation.

Trendy and cozy decor creates a relaxed atmosphere. Friendly staff and a welcoming vibe make it easy to unwind or chat with friends.

Outdoor seating includes tables and window spots that feel comfortable and cute. Games add a bit of fun to the space while waiting for food.

People are saying

"I found the coffee here to be good and smooth."

"The outdoor space is comfortable and cute with a wonderful view."

"The staff here is so friendly, it's a great relaxing spot."

Good to know

1

They invest heavily in community events and support numerous local small businesses.

2

Sundays are lively with a DJ setting the tone for the day.

3

They automatically add a 15% gratuity to all orders.

09
Radisson Blu Aqua Hotel, Chicago image 1

Modern hotel showcases unique design by Jeanne Gang with breathtaking views and a rooftop pool and track. Spacious rooms feel comfortable and clean despite some maintenance issues. Noise from late-night guests and city sirens creates a lively, sometimes loud atmosphere.

An enormous 3rd floor outdoor promenade offers space for relaxation, swimming, smoking, and barbecuing. Afternoon tea provides an exquisite and very calming experience.

An outdoor park and trail sits on the third floor, paired with a swimming pool that stays open until 11 pm. Rooms feature wall-to-ceiling windows and patio doors with sweeping views of the outdoor space.

People are saying

"The Hotel wedding coordinator handled every detail for peace of mind."

"The outdoor pool was nice and stayed open after Labor Day."

"The outdoor pool is a serene oasis, a perfect relaxing spot."

Good to know

1

Parking costs $63 per night with no re-entry or $80 per day with in/out access.

2

The hotel has a poor cleanliness record, with reports of dirty rooms and maintenance issues.

3

Expect long lines to enter the hotel, especially during peak times.

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