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Highland Park

Welcome to Highland Park, where scenic beauty meets charming neighborhoods! This suburban gem in Illinois boasts stunning beaches along Lake Michigan, perfect for picnics or a dip in the water. Explore the vibrant downtown filled with boutiques, galleries, and delicious eateries. Don't miss the Ravinia Festival, a summer tradition of world-class concerts. Come immerse yourself in the delightful blend of nature, culture, and community in Highland Park!

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Recommendations

Landmark4.6/5

Ravinia Festival

Get ready to groove at Ravinia Festival in Highland Park, IL! This awesome music extravaganza offers an eclectic lineup of concerts ranging from classical symphonies to legendary rock bands. Nestled in the beautiful Ravinia Park, it's the perfect spot to chill with friends, have a picnic, and enjoy the summer breeze. Get your dancing shoes on and let the melodies carry you away!

Landmark5/5

Sculpture Resource

Located in Highland Park, Illinois, Sculpture Resource is a whimsically enchanting haven for art enthusiasts. With its vibrant colors and eclectic collection, this quirky studio takes visitors on a journey through the world of sculpture. From traditional to contemporary designs, there's something to pique the interest of every traveler. Prepare to be amazed as your imagination runs wild in this creative wonderland.

Transport4.1/5

Ravinia Park

Welcome to Ravinia Park, a hidden gem in Highland Park, IL. This whimsical wonderland offers a delightful escape for both locals and tourists. With its lush greenery, enchanting concert venue, and charming picnic spots, it's the ideal destination for a summer day. So grab a blanket, indulge in live music, and let your worries float away in this magical retreat!

Outdoor4.4/5

Rosewood Beach

Welcome to Rosewood Beach, a hidden gem located at 883 Sheridan Rd, Highland Park, IL. This sandy paradise offers a picturesque lakeside escape with vibrant blue waters, perfect for swimming and lounging. Don't forget your sunscreen as you sunbathe on the golden shores. Explore the trails or have a picnic at the picnic tables, and let the beach vibes wash all your worries away!

Landmark4.2/5

Highland Park Country Club

Welcome to Highland Park Country Club, located in the picturesque town of Highland Park, IL. This hidden gem offers a delightful retreat for travelers seeking a fun-filled adventure. From its beautifully manicured golf course to its elegant clubhouse, this is the perfect place to relax and unwind. Don't miss the stunning views and the delicious dining options. Come and experience the magic of Highland Park Country Club today!

Eat$4.5/5

Ravinia Brewing Company

Welcome to the hoppiest destination in Highland Park! Ravinia Brewing Company, located at 582 Roger Williams Ave, is a beer lover's dream come true. With a lively atmosphere, creative brews, and a friendly staff, this craft brewery is a must-visit spot. Sip on their local favorites while soaking in the vibrant beer culture of Illinois. Cheers to good times at Ravinia Brewing Company!

Eat$$4.7/5

Abigail's American Bistro

Abigail's American Bistro, nestled on Roger Williams Ave, is a haven for food-loving adventurers in Highland Park, IL. Step inside this culinary treasure trove and get ready for an exciting journey through creatively crafted American dishes. From their mouthwatering burgers to their tantalizing seafood, they'll satisfy your cravings with a delightful twist. Bon appétit awaits at Abigail's!

Eat$$4.7/5

Bluegrass

Located in Highland Park, Illinois, Bluegrass is a hidden gem that will delight any traveler's taste buds and have their toes tapping. With its rustic charm and inviting atmosphere, this lively restaurant boasts a menu filled with mouthwatering Southern comfort food and a superb selection of craft beers. Come for the delicious cuisine, stay for the good vibes and toe-tapping tunes.

Eat$4.6/5

Once Upon A Bagel

Once Upon A Bagel is a traveler's paradise nestled in Highland Park, IL. This whimsical bagel haven is bursting with flavors that transport you to far-off lands. From classic New York-style bagels to creative concoctions like the "Around the World in 80 Bites" sandwich, each bite is a delightful adventure. Grab a bagel passport and start exploring at this foodie hotspot!

Eat$$4.4/5

Tamales Mexican Restaurant

Looking for a tasty fiesta in Highland Park? Look no further than Tamales Mexican Restaurant! This vibrant eatery on Central Ave serves up mouthwatering Mexican cuisine that is sure to satisfy any traveler's cravings. From sizzling fajitas to heavenly enchiladas, their menu is a flavor explosion. Don't miss their legendary homemade tamales—so good, they'll make you do a happy dance! Ole!

Stays

Stay4.55/5

Residence Inn by Marriott Chicago Lake Forest/Mettawa

Looking for a home away from home in the Windy City? Look no further than Residence Inn by Marriott Chicago Lake Forest/Mettawa! Located in the picturesque suburb of Mettawa, this hotel offers spacious suites, complimentary breakfast to fuel your adventures, and a convenient location near popular attractions like Six Flags and downtown Chicago. Get ready to embark on an unforgettable journey while enjoying all the comforts of a cozy residence.

Stay4.05/5

Courtyard by Marriott Chicago Highland Park/Northbrook

Welcome to Courtyard by Marriott Chicago Highland Park/Northbrook! Located at 1505 Lake Cook Rd, our hotel is the perfect base for exploring Highland Park and Northbrook. With modern rooms, a fitness center, and an outdoor pool, we've got your comfort covered. Indulge in delicious cuisine at The Bistro and fuel up for a day of adventure. Join us for an unforgettable stay!

Stay4.05/5

Hyatt Regency Deerfield

Welcome to the fabulous Hyatt Regency Deerfield! Situated in Deerfield, Illinois, this charming hotel is the perfect destination for travelers seeking comfort and adventure. With a prime location near popular attractions, spacious and stylish rooms, top-notch amenities, and mouthwatering dining options, your stay here promises to be a delightful and memorable experience. Get ready to be pampered like royalty at this amazing retreat!

Stay4/5

The Westin Chicago North Shore

Welcome to The Westin Chicago North Shore! Located in the vibrant town of Wheeling, IL, this hotel is a traveler's dream come true. With its sleek and modern design, luxurious amenities, and stunning views of the Chicago skyline, you'll feel like you've stepped into a world of luxury. Unwind in our spacious rooms, indulge in delicious cuisine at our on-site restaurant, and take advantage of our convenient location near popular attractions. Get ready for an unforgettable stay at The Westin Chicago North Shore!

Stay3.95/5

Lincolnshire Marriott Resort

Welcome to the Lincolnshire Marriott Resort, where relaxation meets excitement! Situated in picturesque Lincolnshire, Illinois, this resort offers the perfect destination for travelers seeking a memorable getaway. With beautifully designed rooms, a stunning golf course, refreshing swimming pools, and delectable dining options, you'll never run out of things to do. Conveniently located near attractions like Six Flags Great America, it's time to pack your bags for the ultimate adventure!

Stay3.9/5

Renaissance Chicago North Shore Hotel

Experience a delightful getaway at Renaissance Chicago North Shore Hotel! Located at 933 Skokie Blvd in Northbrook, IL, our hotel promises a memorable stay. Unwind in our modern and stylish rooms, indulge in delectable cuisine at Ruth's Chris Steak House, and explore nearby attractions like the Chicago Botanic Garden. With superb amenities and a lively atmosphere, your adventure awaits!

Stay4.8/5

Ravinia Guest House Inc.

Welcome to Ravinia Guest House Inc., located at 264 Oakland Dr in Highland Park, IL! This charming guest house is the perfect home-away-from-home for adventurous travelers. With spacious rooms, cozy decor, and a serene atmosphere, you're in for a delightful stay. Plus, the nearby Ravinia Festival offers incredible music performances that will make your visit truly unforgettable. Don't miss out on this unforgettable experience!

Stay$$$$4.7/5

Deer Path Inn

Tucked away in picturesque Lake Forest, Deer Path Inn sweeps you off your feet with its charm. This idyllic hotel exudes elegance and offers a delightful escape to all who enter its doors. From the cozy rooms to the sumptuous dining options, you'll fall head over heels for the Inn's timeless appeal. Prepare for a whimsical adventure at this enchanting address.

Things To Do
Provided by

5/5

168 h

Chicago and All MidWest Self Guided AI Audio Tours for 7 Days

With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic Chicago sites like Millennium Park and the Magnificent Mile—or dive deep into 1920s mobster hangouts and hidden Prairie Style masterpieces. Ask about literally anything that catches your eye—from a Gilded Age historic district to a secret jazz club or a towering steel-and-glass skyscraper. The Windy City's deepest secrets are entirely yours to uncover. Point & Discover: Snap a photo of any monument or museum masterpiece to instantly receive a captivating and accurate story. It’s like having a historian in your pocket! Ultimate Freedom: Navigate seamlessly with interactive map-based audio tours. Your schedule, your pace, your rules. Choose Your Vibe: Select a narrator persona that matches your style—from a deep-diving scholar to a fun companion for the kids. Get Started: 7 Days of Premium Access available instantly for iPhone and Android.

$11.75

4.3/5

Chicago Suburbs Hidden Gems: Small-Group Exploration Tour

Experience a global adventure without leaving Chicagoland! This tour blends rich cultural landmarks, stunning natural beauty, and nostalgic favorites, creating a one-of-a-kind experience. *Hotel Pickup at 9am 1. BAPS Shri Swaminarayan Mandir– Step into an architectural masterpiece often called the "Taj Mahal of Illinois." 2. Leaning Tower of Niles– A mini replica of the Leaning Tower of Pisa. 3. Westfield Old Orchard Center– Enjoy one hour of shopping and lunch at one of the most beautiful open-air mall. 4. Bahá’í House of Worship– A spiritual and architectural wonder, one of only eight in the world. 5. Scenic Drive Along North Sheridan Road 6. Home Alone House– Visit the iconic film location, a nostalgic stop for movie lovers in the North Shore's wealthy neighborhood. 7. Chicago Botanic Garden– Marvel at springtime tulips like the Netherlands or unwind in the serene Japanese Garden, an oasis year-round. 8. Hotel Drop Off or Drop Off at Navy Pier

$269.00

5/5

3 h

Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchables), and Millennium Park's Cloud Gate (Source Code). Enjoy a seamless and comfortable experience exploring these famous sites.

$315.00

5/5

12 h

Private Highlands, Glencoe and Loch Ness day trip from Edinburgh

Discover the very best of the Scottish Highlands on this unforgettable Loch Ness day tour from Edinburgh. Visit iconic locations including Glencoe, Stirling Castle, Ben Nevis, and Loch Ness while taking in breathtaking Highland scenery and hearing fascinating stories from your local Scottish guide. Meet Scotland’s famous Highland cows, enjoy scenic photo stops and local produce, and experience one of the most popular Scottish Highlands day trips from Edinburgh.

$1,365.70

5/5

Personalized Private Driving Tour of Chicago for 1-3 People

Looking for a convenient way to see Chicago rain or shine? Discover Chicago and its remarkable landmarks in a unique way with a private tour designed just for you. Enjoy the comfort of a private car as a friendly local guide takes you through the city’s iconic architecture, vibrant neighborhoods, and scenic drives. This tour allows you to explore at your own pace while receiving insider tips and local insights. - Private tour for 1-3 people with a local guide - Explore iconic landmarks and vibrant neighborhoods - Flexible itinerary tailored to your interests - Enjoy the comfort of a private car with scenic drives

$395.00

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

4.9/5

4 h

Chicago's West Side Foodie Ride Bike Tour

Take a detour off the beaten path, and explore the flavors of Chicago’s delicious West Side with Bobbys's Bike Hike & Food Tours, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAdvisor and Top 10 Food Tours in America by USA Today! This 4-hour guided food and bike tour is the perfect way to learn more about Chicago's immigrant neighboroods and taste authentic Chicago culinary dishes along the way. You’ll explore the cultural cuisines of historic Fulton Market district, Ukrainian Village, Wicker Park, and Lincoln Park. The Chicago Bike and Food tour finishes with a chocolate tasting in Old Town. You’ll learn the history of these beautiful neighborhoods and the tradition behind each of the dishes we sample. Ride through Chicago's gorgeous and unique neighborhoods, plus our legendary Lakefront Trail! There is no better way to explore Chicago than by bike! All equipment is included on this food and bicycle tour of Chicago.

$99.00

4.9/5

2 h

Chicago Fire TV Show Set Tour

Get an exclusive behind-the-scenes look at the hit NBC drama Chicago Fire TV Show Set Tour. Visit the actual filming locations where the show comes to life. Tour Highlights: - Explore the iconic Firehouse 51 exterior - Visit the Molly's Bar a fictional bar on the show, but a real pub in Chicago. - Visit the famous Bean (Cloud Gate) at Millennium Park - Visit the Chicago Cultural Center renowned for its stunning architecture, including the world's largest Tiffany stained-glass dome. This tour is subject to filming schedules, and it can be customized to your needs. Tour participants are respectfully advised that this is an active firehouse; please be mindful of operations and follow guidelines, noting that the tour is independently operated and separate from the fire department. Additionally, For visits to Firehouse 51, the Bean, and the Chicago Cultural Center, please note that the tour guide will not accompany visitors, but detailed instructions will be provided.

$315.00

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

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

2 h 30 mins

Murder Mystery Detective Experience in Skokie IL

Step into the shoes of a newly-minted detective, tasked by Commander Mahoney to solve a gripping case... murder on the streets of Skokie. Throughout this crime-solving audio adventure, visit each of the 10 mapped locations. You'll have the option to explore the downtown area using the Walking Map or follow a Driving Map on the city's outskirts. Once you choose, the exact starting point will be revealed. *See images for route. Park or stop at each location, listen to the audio story, and put your detective skills to the test by gathering clues and piecing together the evidence. Finally, make your deductions and issue an arrest warrant. Your overall detective skills will be evaluated, culminating in a Case Performance Score to measure your sleuthing prowess. This game is suitable for solo detectives, dynamic duos, or groups of mystery enthusiasts, offering an immersive audio tale filled with intrigue.

$14.99

1 h

Daily Morning Airport Shuttles To Chicago's O'Hare International Airport

Illinois Trail Shuttle is a full service personal transportation service. We pride ourselves on safe on-time transportation services. Our vehicles are cleaned before new customers and drivers have been vaccinated.

$79.99

Chicago Suburbs Movie Sites Private Tour

Discover Hollywood magic in the heart of the Midwest on the Chicago Suburbs Movie Sites Tour. Visit real filming locations from classics like Ferris Bueller’s Day Off and Home Alone to modern hits like The Dark Knight. Led by a local actor guide, explore iconic homes, schools, and streets while hearing behind-the-scenes stories and fun film trivia. Perfect for movie lovers and anyone wanting a fresh, cinematic look at the Chicago suburbs.

$270.00

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!

$1,058.12

48 h

Small Group Bike Tours From Chicago to Lake Geneva

The route to Lake Geneva follows the incredible coastline of Lake Michigan and eventually into the rolling green hills of Wisconsin. Your group will stop to see landmarks such as the Gold Pyramid House and the stunning Bahāʾī temple. The 85-mile bike ride will bring you right to your boutique inn where your bags will be waiting for you. The following day your guide will take you to the beach where you can kayak or just enjoy some much-deserved lounging. After this you will visit the Apple Barn for a delightful day of seasonal apple or strawberry picking, followed by a stop at their bakery. Don't forget to bring your ID for the wine tasting; they often feature live music and are very family-friendly! Will give you time to explore the shops and ice cream parlors in the charming downtown area before packing the car to drive you back to Chicago.

$449.00

Chicago City's Iconic Sights and Suburb Gems Tour

This tour offers a refreshing blend of Chicago’s iconic sights and hidden suburban gems, giving travelers a unique perspective on the city's diverse culture, history, and architecture. Start by marveling at Chicago’s world-renowned skyline, exploring its legendary landmarks, and soaking in the vibrant energy of the city. Then, step beyond the usual tourist path to uncover the hidden treasures nestled in the suburbs. Discover the BAPS Shri Swaminarayan Mandir, an architectural masterpiece showcasing intricate carvings and spiritual serenity; visit the quirky Leaning Tower of Niles, a charming replica of Italy’s famous landmark; experience the awe-inspiring Bahá’í House of Worship, known for its breathtaking design and peaceful ambiance; and stroll through Westfield Old Orchard, a stylish open-air shopping destination offering a blend of modern luxury and relaxed charm. This thoughtfully curated journey bridges the gap between city excitement and suburban surprises. Ready to explore?

$299.00

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.