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Best of Chicago

Historical sites

You want to explore historical sites at a pace that actually allows you to relax.

Based on 493 Opinions
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Updated May 2026
01
Graceland Cemetery image 1
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Cemetery offers ornate mausoleums and varied tombstone architecture set among rolling hills and winding paths. It maintains a peaceful, serene atmosphere with abundant wildlife and a certified arboretum. Visitors encounter a quiet, historic space rich in natural beauty and reflective calm.

Accessible greenspace offers a quiet, beautiful, and historic setting. It suits both walks and simply relaxing in a pleasant atmosphere.

Beautiful monuments and headstones mark the resting places of Chicago's rich history, including architects, athletes, and notable figures. Certified as an arboretum, it offers a peaceful walk filled with art, lore, and nature.

People are saying

"You'll find beautiful monuments and grand statues at these historical sites."

"It's a beautiful and peaceful place to walk and relax."

"It's a quiet, beautiful, and pleasant spot to relax."

Good to know

1

Graceland Cemetery closes 15 minutes earlier than the posted hours.

2

Visitors should keep an eye out for coyotes in the cemetery.

3

Coyotes have been spotted in the cemetery frequently, especially recently.

02
Jazz Showcase image 1
Jazz club

Intimate jazz club with historic dΓ©cor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.

Cozy and comfortable atmosphere creates a very relaxed environment. It offers a great spot to unwind and enjoy jazz music.

A historic jazz venue since 1947, it offers a cozy, intimate atmosphere with a rich sense of history. The Dearborn Station room adds an old-school vibe that highlights its deep roots.

People are saying

"I enjoyed the great live jazz performances here."

"It's a historical jazz venue with a rich history."

"I found the atmosphere here to be very relaxed and comfortable."

Good to know

1

Admission is $20 per person for entry.

2

Jazz Showcase does not serve food but allows patrons to bring their own.

3

It is advisable to buy tickets in advance as shows often sell out.

03
South Shore Cultural Center image 1

Elegant space with historic architecture offers beautiful lake views and a large, comfortable layout. Vibrant yet calm atmosphere includes music, beach access, nature trails, and golf. Setting blends natural beauty with cultural charm.

A peaceful walk by the lake offers a calm and mature atmosphere. People are relaxed and friendly, making it a nice spot to chill and unwind.

A beautiful, historic building with incredible architecture inside and out. The space carries a strong sense of historic charm and significance.

People are saying

"It's a beautiful place with a nice view of the lake."

"The historical sites here are beautiful and ornate."

"It's a nice, chill spot to relax."

Good to know

1

Parking is limited and can be challenging on busy event days.

2

The parking lot charges $7 for a full day of parking.

3

Events are often scheduled simultaneously, leading to crowded conditions.

04
New Sound Cafe image 1
Coffee shop

Space inside a renovated soul record label building features old skool vinyl record theme and bright second-story windows. Atmosphere feels warm and inviting with cozy workspaces and a dedicated kids play area. Spot suits both casual hangouts and focused work sessions.

A mellow and relaxed vibe fills the space, making it inviting for reading, working, or chatting. The environment stays beautiful and calm, perfect for studying or having conversations with friends.

The space preserves the history of an old record shop and celebrates local gospel heritage. Thoughtful preservation of the site's past creates a welcoming atmosphere.

People are saying

"This cafe has a gorgeous, bright interior with plenty of seating."

"It's a beautiful, mellow spot for studying or hanging out."

"The historical sites here thoughtfully preserve the old record shop's heritage."

Good to know

1

Parking in the lot connected to the cafe may result in booting your car.

2

Expect longer wait times due to the cafe's recent popularity.

3

There are plenty of laptop outlets available for remote work.

05
Palm Court image 1
Restaurant

Elegant decor centers around a large fountain, creating a grand atmosphere enhanced by a live harpist playing throughout. The space feels overcrowded with tightly packed tables, contributing to a bustling energy. Guests often add champagne to their tea, complementing the refined setting.

A calm, laid back atmosphere invites slow, relaxing moments filled with conversation and laughter. Women's bathrooms offer a unique retreat with beautiful couches and private stalls featuring their own sinks and benches for extra comfort.

Walking into this historic setting feels exciting and iconic. The Palm Court offers a great value high tea experience within a classic, historic hotel environment.

People are saying

"The tea options are incredible, with delicious cakes and crumpets."

"The afternoon tea here feels like a scene from Downton Abbey."

"The live harp music here creates an outstanding atmosphere."

Good to know

1

High Tea is available year-round at Palm Court.

2

The Holiday Tea experience costs $77 per person.

3

Reservations are recommended for the High Tea service.

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