Pleasant Home Tours and Activities

Plan a trip to see Pleasant Home

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$828, price is now AU$565 per person
AU$565
per person
16 Nov - 19 Nov
found 18 hours ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!

Reviewed on 6 Oct 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
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Price was AU$1,857, price is now AU$1,166 per person
AU$1,166
per person
16 Nov - 19 Nov
found 18 hours ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on 6 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$1,186, price is now AU$762 per person
AU$762
per person
16 Nov - 19 Nov
found 18 hours ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend

Reviewed on 7 Oct 2025

Tours & day trips

See all 141 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour and 15 minutes
9.6 out of 10 with 1482 reviews
Free cancellation available
Price is AU$74 per adult
Architecture River TourOpens in new tab

Food, drink & nightlife

See all 22 activities
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

Activity duration is 1 hour and 30 minutes
9.0 out of 10 with 20 reviews
Free cancellation available
Price is AU$64 per adult
Chicago: Architecture Boat Tour with DrinksOpens in new tab

Private & custom tours

See all 21 activities
Eastside Chicago The Heist Exploration Game and Tour

Eastside Chicago The Heist Exploration Game and Tour

Activity duration is 1 hour and 35 minutes
Free cancellation available
Price is AU$14 per adult*
Eastside Chicago The Heist Exploration Game and TourOpens in new tab

Attractions

See all 14 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.4 out of 10 with 671 reviews
Free cancellation available
Price is AU$46 per adult
360 CHICAGO Observation DeckOpens in new tab

Adventure & outdoor

See all 8 activities
Rosemont: Two Flight Indoor Skydiving Experience

Rosemont: Two Flight Indoor Skydiving Experience

Activity duration is 1 hour
6.6 out of 10 with 7 reviews
Free cancellation available
Price is AU$148 per traveller
Rosemont: Two Flight Indoor Skydiving ExperienceOpens in new tab

Popular places to visit

Unity Temple showing a temple or place of worship, interior views and a city

Unity Temple

Frank Lloyd Wright’s magnum opus, Unity Temple is a revolutionary design over a hundred years old – a remarkable example of religious architecture.

Unity Temple
Ernest Hemingway Museum and House featuring interior views and food

Ernest Hemingway Museum and House

A captivating insight into the life and work of the Nobel Prize-winning author and one of the true giants of American literature.

Ernest Hemingway Museum and House
Frank Lloyd Wright Historic District

Frank Lloyd Wright Historic District

Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.

Frank Lloyd Wright Historic District

Mills Park

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Mills Park

Oak Park Visitors Center

After visiting Oak Park Visitors Center, make a plan to see the other sights and activities in Oak Park. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

Oak Park Visitors Center

Madison Street Theatre

You can get tickets for a performance at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Madison Street Theatre

Top Pleasant Home Hotel & Accommodation Deals

Carleton of Oak Park

Carleton of Oak Park

3 out of 5
1110 Pleasant St, Oak Park, IL
Carleton of Oak Park
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4 out of 5
107 South Scoville Avenue, Oak Park, IL
Harvey House Bed & Breakfast
Historic Oak Park Home

Historic Oak Park Home

2 out of 5
421 N Oak Park Avenue, Oak Park, IL
Historic Oak Park Home
Travel Inn

Travel Inn

2.5 out of 5
1150 Roosevelt Rd, Broadview, IL
Travel Inn
The Shamrock

The Shamrock

2.5 out of 5
1212 S Cicero Ave, Cicero, IL
The Shamrock
Cindy Lyn Motel

Cindy Lyn Motel

2 out of 5
5029 Ogden Ave, Cicero, IL
Cindy Lyn Motel
VIBE INN - WHIRLPOOL SUITES

VIBE INN - WHIRLPOOL SUITES

2.5 out of 5
7307 Ogden Ave, Lyons, IL
VIBE INN - WHIRLPOOL SUITES
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

2.5 out of 5
200 S Mannheim Road, Hillside, IL
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Luxury Home Away From Your Home

Luxury Home Away From Your Home

Chicago
Luxury Home Away From Your Home
See all 4,280 properties in Pleasant Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.