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Orland Park

Located 25 miles southwest of Chicago’s Loop, Orland Park offers the best of both worlds: big city opportunities and vast green spaces. Orland Park is one of the premier communities in the State of Illinois that has been twice chosen by Money Magazine as one of America’s Best Places to Live and as one of the Chicago Area’s Best Places to Live by Chicago Magazine. The town routinely ranks as one of the top 10 safest cities in Illinois and offers amenities geared toward providing an excellent quality of life for residents. Orland Park features an extensive park system, biking and walking paths, community events, great shopping, restaurants, and more.

From the Community

Featured Trip Itineraries

Southland's Entertainment & Nightlife

Southland's Top Things To Do Outside

10 Fun Things To Do in Orland Park, Illinois

Recommendations

Outdoor4.6/5

Centennial Park, Orland Park

Located in Orland Park, Centennial Park is a traveler's paradise! With sprawling green lawns perfect for picnicking and relaxing, it's an ideal spot to unwind. The park offers a range of recreational activities, including sports courts, walking trails, and a fabulous splash pad for the little ones to cool off. Don't miss the beautiful gazebo, a perfect backdrop for Instagram-worthy moments. Visit Centennial Park and let the adventure begin!

Landmark4.1/5

Lake Sedgewick

Orland Park's small fishing lake has paths along the water and open shore for casting. Kayaks launch from a two-dock ramp beside the park.

Shop4.3/5

Orland Square

Orland Park's shopping mall has a food court and a play area for kids. A carousel turns among the stores.

Landmark4.4/5

Marcus Orland Park Cinema

Movie theater with comfortable seats, good picture and sound, and couple seating.

Landmark4.2/5

Sportsplex

This Orland Park sports complex has an indoor soccer field and three basketball courts. A rock climbing wall adds another way to spend time here.

Landmark4.4/5

Crescent Park

Crescent Park in Orland Park is a serene retreat featuring lush landscapes, picturesque walking trails, and inviting picnic spots, making it an ideal destination for families and nature lovers alike.

Shop

John Humphrey House

House in Orland Park.

Landmark5/5

Stellwagen Farm

Stellwagen Farm in Orland Park is a charming destination, showcasing picturesque landscapes, vibrant community events, and an authentic farmhouse experience that captures the essence of Midwestern agriculture, making it a must-visit for locals and tourists alike.

Landmark4.6/5

Dean’s Greens Farmstand - Boley Farm

Orland Park farmstand with produce, flowers, garden plants and preserves.

Landmark4.5/5

Jacob Hostert Log Cabins

Tucked away in Orland Park, Jacob Hostert Log Cabins offers a charming glimpse into early American architecture, featuring beautifully preserved log structures that invite visitors to appreciate history amidst a scenic natural backdrop.

Landmark4.2/5

Centennial Park Aquatic Center (Orland Park Pool)

Orland Park’s aquatic center has water slides, a lazy river, and swimming pools. Every hour, announcements send swimmers out of the pools.

Eat$$$4/5

Dave & Buster's Orland Park

Dave & Buster's with arcade games and kiosks for game cards and meals.

Landmark4.7/5

Crystal Tree Golf and Country Club

Wedding venue with indoor spaces and landscaped grounds. You can take portraits inside or outside without leaving the venue.

Landmark4.5/5

Silver Lake Country Club

Wedding and golf country club with banquet rooms, a golf course, and wedding catering.

Landmark4.6/5

Orland Grassland

Nestled in Tinley Park, Orland Grassland offers breathtaking prairies and diverse wildlife, making it a perfect spot for nature lovers and outdoor enthusiasts seeking tranquility and scenic beauty just moments away from urban life.

Landmark4.8/5

Lake Katherine Nature Center

Nestled in Palos Heights, Lake Katherine Nature Center and Botanic Gardens is a hidden gem for nature enthusiasts. Explore the lush trails, canoe on the serene lake, or discover a variety of native plants and animals. This enchanting destination promises endless photo opportunities, captivating wildlife encounters, and a memorable adventure for all ages. Don't forget your binoculars and sense of wanderlust!

Eat4.4/5

Cooper’s Hawk Winery & Restaurant

This Orland Park winery and restaurant pairs wine tastings with a full dining room, and you can buy bottles in its shop.

Eat4.6/5

Bonefish Grill

Orland Park seafood restaurant.

Eat4.4/5

Carrabba's Italian Grill

Carrabba's Italian Grill: lobster ravioli, calamari and eggplant Parmesan.

Stays

Stay4.15/5

Hampton Inn & Suites Chicago Southland-Matteson

Hampton Inn & Suites Chicago Southland-Matteson in Matteson offers comfortable rooms with air-conditioning, tea and coffee makers, hairdryers, refrigerators, work desks, microwaves, showers, and TVs. Each room includes a sofa bed for added comfort. Guests enjoy a fitness centre, indoor swimming pool, and free WiFi. The hotel provides a 24-hour front desk, lift, luggage storage, and a continental buffet breakfast. Additional amenities include a fitness room and a continental buffet breakfast. Located 31 km from Midway International Airport, the hotel is near Matteson Historical Museum (14-minute walk), Chazen Museum Of Art (1.9 km), and First Midwest Bank Amphitheatre (7 km). Guests include Marcus Chicago Heights Cinema (6 km) and Tinley Park Convention Center (10 km).

Stay4/5

DoubleTree by Hilton Hotel Chicago - Alsip

Nestled in a vibrant location, DoubleTree by Hilton Hotel Chicago - Alsip offers a warm welcome with its famous chocolate chip cookies, modern amenities, and exceptional service, making it an ideal destination for both business and leisure travelers.

Stay4.25/5

La Banque Hotel

Nestled in charming Homewood, IL, La Banque Hotel is a delightful blend of vintage elegance and modern comfort. Enjoy beautifully designed rooms, cozy lounges, and a trendy bar that pops with personality! Perfect for exploring local gems or just unwinding, this hotel invites travelers to kick back, relax, and soak in that warm hospitality. Check it out!

Stay3.85/5

Homewood Suites by Hilton Orland Park

Homewood Suites by Hilton Orland Park in Orland Park offers spacious rooms with air-conditioning, kitchen facilities, and free WiFi. Guests appreciate the room comfort, cleanliness, and size. The hotel features an indoor swimming pool, fitness room, hot tub, and 24-hour front desk. Additional amenities include a lift, room service, and a business centre. A complimentary American buffet breakfast is served daily. The on-site restaurant offers a variety of dining options. Located 10 km from Tinley Park Convention Center and 26 km from Midway International Airport, the hotel is close to attractions such as Emagine Frankfort and First Midwest Bank Amphitheatre.

Stay3.4/5

Comfort Inn & Suites near Tinley Park Amphitheater

The Comfort Inn & Suites hotel of Tinley Park, Illinois is located one block north of Interstate 80 at Harlem Avenue, just two miles west of Interstate 57 in the south suburbs of Chicago. Nearby attractions include Harrah's Joliet Casino, Route 66 Raceway Center and downtown Chicago. This Tinley Park, IL hotel is conveniently located less than five miles from popular local attractions including the First Midwest Bank Amphitheatre, host to internationally renowned musical and comedy acts, and Odyssey Fun World featuring over 12 acres of outdoor adventure and excitement, and Chicagoland's largest four-level indoor children's interactive play land. This all-suite hotel offers a number of guest amenities, including free USA Today newspaper, free local calls, a fitness room and an indoor heated pool. Enjoy our free hot breakfast featuring eggs, meat, yogurt, fresh fruit, cereal and more, including your choice of hot waffle flavors! All newly-renovated guest rooms include hair dryers, microwaves, coffee makers and refrigerators. Whirlpool suites are also available. Business travelers will appreciate free wireless high-speed Internet access in all rooms, well lit work desks and fax services.

Stay$2.9/5

Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip provides accommodation in Alsip. This 2-star hotel offers a 24-hour front desk. Chicago is 26 km from the hotel, while Aurora is 49 km away. Midway International Airport is 13 km from the property.

Stay4.7/5

Sybaris Frankfort

This Frankfort hotel puts a pool, Jacuzzi and steam shower in its suites. The front office has games for guests to borrow.

Stay4.2/5

Holiday Inn Chicago – Tinley Park by IHG

Lake-view hotel in Tinley Park with an on-site restaurant and spacious rooms. Some rooms look over a man-made lake.

Stay3.9/5

The Champagne Lodge & Luxury Suites

Willowbrook hotel with rooms built around oversized in-room hot tubs. Guests park directly outside their rooms.

Things To Do
Provided by

5/5

Chicago Small Group City Tour

Experience Chicago like never before on your all-inclusive small group city tour, led by an expert guide. Discover iconic landmarks, hidden gems, and vibrant neighborhoods with personalized attention and insider knowledge. Enjoy a hassle-free day with transportation, tickets, and lunch included. Explore Millennium Park, Navy Pier, and more, with plenty of photo opportunities and fascinating stories. Book now for an unforgettable Chicago adventure!

$465.00

4.6/5

Chicago City Private Tours

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!

$199.00

4.5/5

4 h 30 mins

Small Group Tour of Chicago Neighborhoods: North and South Side

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel through the South Side, North Side, Southwest, Northwest and a portion of Downtown showing more then 10 neighborhoods and attractions.

$125.00

4/5

Chicago Explorer Pass: 35+ Things To Do - Includes 360 CHICAGO

Access top Chicago attractions, tours and activities with Go City's Explorer Pass. Save on entry to your choice of up to seven top things to do. Hop-on a Big Bus tour for an introduction to the city, check out the panoramic views from the 103rd floor at SkyDeck Chicago or 94th floor of 360 CHICAGO, take in the stunning cityscape on an Architecture River Cruise - with over 35 options, there's something for everyone and 30 days validity means you can explore at your own pace. Choose your pass type (2, 3, 4, 5, 6 or 7 attractions), review your digital guide to plan your adventure and make reservations where needed, then enjoy direct entry by simply showing the QR code for admission. Explore Chicago knowing that you've saved on your sightseeing compared to buying attraction tickets separately - it really is the best Chicago pass for flexibility and savings.

$84.00

3.5/5

Chicago Attractions Pass: Save up to 50% - Includes 360 CHICAGO

Enjoy admission to more than 30 of Chicago's most popular attractions with Go City's All-Inclusive Pass. Go City lets you create your own itinerary and save far more than if you were to purchase individual attraction tickets. Take a hop-on hop-off bus tour of the Windy City, admire the stunning views from Skydeck Chicago, and much more. You can visit as many attractions as you like over the course of 1, 2, 3 or 5 days. Access your Pass in the Go City App and simply simply show it at the gate or ticket office to gain admission. The App acts as your digital guidebook including attraction information and details on which attractions require reservations in advance.

$149.00

3/5

One Day Galena and Dubuque Tour from Chicago

Explore the charming towns of Dubuque and Galena on this enriching day trip from Chicago. Begin your journey along the scenic Mississippi River in Dubuque, where you can enjoy free time to stroll, have lunch, or even take a cable car ride for breathtaking views. Continue to Galena, a beautifully preserved historic town where 80% of the buildings are listed on the National Register of Historic Places. Here, you’ll visit the Ulysses S. Grant Home and take in the serene beauty of Grant Park. With a total travel distance of 325 km from Chicago, this tour offers the perfect blend of history, scenery, and relaxation before heading back to the city.

$450.00

Private Shopping Tour from Chicago to Chicago Premium Outlets

Comfortable Roundtrip Tour from your hotel in Chicago to Chicago Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Chicago. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Chicago. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

$282.39

5 h

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Chicago. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Chicago. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

$256.20

Private Shopping Tour from Chicago to Lighthouse Place Outlets

Comfortable Roundtrip Tour from your hotel in Chicago to Lighthouse Place Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Chicago. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Chicago. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

$358.69

5 h

Private Tour Art Institute of Chicago Guided Museum

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Art Institute of Chicago. Discover the awe-inspiring allure of Art Institute of Chicago, marvel at the grandeur of Chicago, and capture iconic moments and many more. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!

$1,024.82

Chicago VIP Private Tour

Discover the very best of New York City in one unforgettable experience! From the majestic Statue of Liberty and the historic Brooklyn Bridge to famous neighborhoods, hidden gems, and picture-perfect skyline views — this tour captures it all. Enjoy guided stops at iconic landmarks, learn fascinating stories from your local guide, and experience the true energy of the city that never sleeps. Perfect for first-time visitors or anyone wanting to see it all, this experience blends history, culture, and unbeatable photo ops at every turn. Come ready to explore, snap amazing pictures, and make lasting memories on the ultimate NYC adventure!

$499.00

Guided Hike at Starved Rock and Matthiessen Park

Reconnect with nature on a rejuvenating day trip through Starved Rock and Matthiessen State Parks. This guided adventure blends relaxation with light hiking, perfect for entrepreneurs and anyone seeking a mental reset. Discover scenic canyons and stunning waterfalls as you explore the great outdoors, and wind down with a group dinner at Starved Rock Lodge Lounge, where stories and reflections are shared. Conclude your day with a stop for souvenir shopping and ice cream, leaving you refreshed and inspired. - Enjoy guided exploration of Starved Rock’s trails and Matthiessen’s waterfalls - Group dinner at Starved Rock Lodge Lounge (meals not included) - Suitable for ages 16+, with a total hiking duration of 4 hours - Includes bottled water and light snacks, with optional photo sessions

$45.00

Chicago-Milwaukee Small Group Tour

Discover the charm of Milwaukee on a small group day trip from Chicago! Enjoy a guided city tour, explore iconic landmarks, and experience the legendary Miller Brewery with exclusive behind-the-scenes access and tastings. With comfortable transport, expert local insights, and a friendly group atmosphere, this all-inclusive adventure is perfect for curious travelers. Book now for a memorable escape to Milwaukee's culture and flavors!

$485.00

Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens

Discover the natural beauty of Lake Geneva and the tranquil Anderson Japanese Gardens on this private 10‑hour getaway from Chicago. Begin your day with convenient pickup and enjoy a scenic drive as your expert guide shares insights about the region. Once at Lake Geneva, you’ll have free time to explore its picturesque lakeside paths, historic estates, and even take an optional cruise. Afterward, immerse yourself in the serene pathways of Anderson Japanese Gardens, where elegant bridges, koi ponds, and peaceful landscapes await. This personalized tour offers a relaxing and enriching experience, perfect for couples, families, and small groups seeking a nature‑filled escape.