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Plainfield

Welcome to Plainfield, a vibrant suburb in the heart of Illinois! You'll find charming historic homes, quaint shops, and delicious eateries here. Explore the stunning parks and nature preserves, perfect for outdoor adventures. Don't miss the annual festivals and events that showcase the community spirit. Plainfield is a hidden gem waiting to be discovered!

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Recommendations

Outdoor4.7/5

Lake Renwick Preserve

Renowned for its stunning wetlands and diverse wildlife, Lake Renwick Preserve in Plainfield offers nature enthusiasts a serene escape with picturesque trails, birdwatching opportunities, and breathtaking views that make it a must-visit destination.

Outdoor4.7/5

Whalon Lake

Nestled in Naperville, Whalon Lake offers picturesque trails, abundant wildlife, and serene fishing spots, making it an ideal escape for nature lovers and families seeking outdoor adventure and tranquility.

Landmark4.5/5

Naperbrook Golf Course

Outdoor4.5/5

Van Horn Woods East Dog Park

Van Horn Woods East Dog Park in Plainfield, IL, offers expansive green spaces and scenic trails, making it a perfect spot for dogs to frolic and socialize while owners enjoy nature’s beauty.

Eat$$4.5/5

Sovereign

Eat$$$4.5/5

Craft'd

Discover Craft'd, a culinary gem in Plainfield, IL, renowned for its inventive craft cocktails and locally sourced dishes that celebrate artisanal flavors, making it a must-visit destination for food enthusiasts and socialites alike.

Eat$$4.2/5

Tap House Grill

Eat$$$4.3/5

Ted's Montana Grill

At Ted's Montana Grill in Bolingbrook, savor a unique blend of classic American bistro fare, including bison burgers and hearty comfort dishes, all in a warm, rustic setting that celebrates Montana's rich heritage.

Cafe$$4.4/5

Two Brothers Roundhouse

Located in the vibrant city of Aurora, Two Brothers Roundhouse is a hidden gem for travelers seeking a good time. This lively spot offers scrumptious food and a wide selection of handcrafted beers brewed on-site. Step into the historic roundhouse and immerse yourself in the energetic atmosphere, filled with live music, events, and an outdoor beer garden. Trust us, this is a must-visit spot!

Eat$$4.3/5

Moe Joe's

Eat$$4.3/5

HopScotch & Vine

Eat$$3.8/5

Buffalo Wild Wings

Eat$4.5/5

McBride's Pub & Grille

Cafe$$4.3/5

Starbucks

Nestled on W Main St, Starbucks in Plainfield is your caffeine oasis! With cozy nooks and cheerful baristas, it's perfect for lingering over a caramel macchiato or grabbing a quick pastry. The vibrant ambiance invites you to recharge or spark creativity. Don't forget to snap a pic with your favorite brew—the perfect travel keepsake! ☕✨

Stays

Stay4.6/5

SpringHill Suites by Marriott Chicago Bolingbrook

Welcome to SpringHill Suites Chicago Bolingbrook, your fun-filled getaway! Nestled just off I-55, this vibrant hotel boasts spacious suites with a funky twist, perfect for families or weekend adventurers. Enjoy a refreshing swim in the indoor pool, fuel up with a complimentary breakfast, and explore nearby shopping and nature trails—your perfect home base for all things Chicago!

Stay4.55/5

La Quinta Inn & Suites by Wyndham Shorewood

La Quinta Inn & Suites by Wyndham Shorewood offers modern comfort with spacious accommodations and a welcoming atmosphere, making it a perfect retreat for travelers seeking relaxation and convenience near Chicago's bustling attractions.

Stay4.5/5

Hotel Indigo Naperville Riverwalk by IHG

Step into charm at Hotel Indigo Naperville Riverwalk! Nestled by the scenic river, this chic IHG hotspot boasts vibrant decor, comfy rooms, and a trendy on-site bistro. Embrace local flavors and soak up the artsy vibe while exploring the nearby shops and cafes. Perfect for a delightful getaway, this hotel is your cozy home base for Naperville adventures!

Stay4.25/5

Hampton Inn Chicago/Naperville

Nestled in Naperville, the Hampton Inn Chicago/Naperville offers modern comfort and convenient access to vibrant local attractions, making it the perfect retreat for both business and leisure travelers seeking a memorable stay.

Stay4.05/5

Country Inn & Suites by Radisson, Romeoville - Bolingbrook

Nestled in the charming town of Romeoville, Country Inn & Suites by Radisson offers cozy rooms and a complimentary hot breakfast to fuel your adventures. With easy access to major highways and local attractions like Chicagoland Speedway, this hotel is the perfect home base for your Windy City escapade. Pack your bags and let the fun begin!

Stay3.4/5

Red Roof PLUS+ Chicago - Naperville

Things To Do
Provided by

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

8 h

Full Day Seven Miles Beach and Rick's Café with Entrance Included

Uninterrupted chill-out time on a perfect Jamaican beach is exactly what this day trip promises. You'll journey to Negril from Montego Bay to swim, sunbathe and kick back before catching the almighty Caribbean sunset at a local institution – Rick's Café. Rack up those hours spent sunning yourself on a pristine beach on this full day excursion to Negril . You'll have a whole seven-mile-long band of golden sand to pick the perfect spot to sunbathe, swim, try water sports or simply stick your nose in your book. Then, as the sky starts to show signs of dusk, you'll head to Rick's Café – a hangout that crowns the top of a cliff. Rick's terrace is the place to be in Negril's West End. Sunset panoramas are served up alongside plates of jerk chicken and punch if you feel peckish. But, there's only one thing that might steal your attention – fearless cliff divers plunging into the sea.

$37.00

4.3/5

8 h

Dunn’s River & Blue Hole Day Trip with Lunch

Join this unforgettable day trip through Jamaica and discover two of the island’s most iconic natural attractions. From jungle springs to cascading waterfalls, this adventure blends thrill, beauty, and relaxation in equal measure. • Visit two of Jamaica’s top natural attractions in one day: the Blue Hole and Dunn’s River Falls • Start with a scenic drive through lush tropical landscapes to the exotic Blue Hole • Swing like Tarzan into mineral-rich pools, explore a nearby cave, and enjoy a refreshing swim • Savor a delicious local lunch before heading to the famous Dunn’s River Falls • Climb the 180-meter-high natural staircase or relax at the base in the tropical mist • Suitable for all ages and adventure levels—from toddlers to thrill-seekers • This tour is a must for nature lovers, adrenaline junkies, and anyone short on time but big on adventure

$130.00

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

72 h

Continental US Train Zephyr Adventure CA -CO - Il

Embark on the adventure of a lifetime! Step aboard the iconic California-Chicago Train Expedition as we whisk you away on a journey that combines the thrill of train travel with the magic of California's breathtaking scenery. From the vibrant streets of Oakland to the sun-kissed Lakes of Salt Lake City, discover the majestic United States, like never before. Immerse yourself in the glitz and glamour of Las Vegas, experience the majesty of the Sierra Nevadas, and savor the world-class views of the Rocky Mountains. With luxurious accommodations, gourmet dining, and expertly guided excursions, this is the tour that dreams are made of. You can start from either CA, CO, or IL. Don't worry about other people, this tour is completely tailored to you with the Pintours App! With our app, you can pause the tour, and check out the locations as long as you want! You can skip a stop you don't like, and you have all the best information about each stop at your fingertips.

$5.00

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

8 h

Full-Day Kingston and Blue Mountains Private Guided Tour

The contrasts between urban and rural Jamaica will surprise you during this tour of Kingston and the Blue Mountains. Among the star attractions are visits to a coffee plantation, Emancipation Park and the Bob Marley Museum.

$300.00

2 h

Discover Aurora Illinois Hiking Getaway

Expand your appreciation for nature. Enjoy a leisurely hike while learning how to identify at least 20 edible and medicinal native plants. Each hike is unique as new plants emerge from week to week and season to season. All participants will receive a digital copy of a recipe featuring a wild plant identified on the hike. All hikes take place at local parks or forests. Hikes will be 5k (3.1 miles) in length. Participants are encouraged to bring comfortable walking shoes, insect repellent, sun block, sunglasses, and water to ensure their experience is as enjoyable as possible

$40.00

Lake Geneva, Anderson Japanese Gardens 1 Day Tour From Chicago

Escape the city and discover the serene beauty of the Midwest on this full-day Lake Geneva and Anderson Japanese Gardens tour from Chicago. Start your journey with a relaxing lakeside stroll through Lake Geneva, where historic estates and tranquil waters await. Enjoy optional boat rides and scenic views before heading to the renowned Anderson Japanese Gardens. There, immerse yourself in a peaceful 12-acre oasis featuring koi ponds, waterfalls, and traditional Japanese landscaping. Unlimited Bottled Water & Complimentary Snacks – Stay refreshed and energized throughout the journey. Themed Attractions with Seasonal, Adventurous & Playful Highlights – Carefully selected for excitement and discovery. Happy Family Time – Kids enjoy 50% off for a joyful and budget-friendly trip in July and August.(Prices shown are the final specials) Exclusive Travel Keepsakes – Includes a custom travel passport and share-worthy moments for your social media.

$133.00

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

8760 h

Funfull FunPass St. Louis

Unlock a year of unlimited fun with Funfull’s St. Louis FunPass! This isn’t just a discount it’s your family’s ticket to adventure all year long. With one low price, you’ll enjoy daily visits to dozens of the best local attractions, including Altitude Trampoline Park, Edwardsville Children's Museum, bowling alleys, zoos, play centers, arcades, and so much more. And to make it even better, every FunPass comes with one free movie ticket each month, redeemable at Regal Cinemas or Cinemark an extra $150+ value over the year! Traveling? Your FunPass goes with you. Your membership isn’t limited to St. Louis. As Funfull rapidly expands across the United States, your pass is accepted at thousands of partner locations nationwide. That means whether you’re at home or on vacation, you’ll always have access to family fun without paying extra.

$199.99

2 h

Naperville Scavenger Hunt Adventure

Set off on an exciting adventure in Naperville! Solve mysteries, tackle intriguing questions, and uncover the city’s rich history along the way. Admire the “Wall of Faces,” a moving tribute to the victims of 9/11, and explore the “Crown Jewel” park filled with beautiful art and meaningful memorials. Take selfies by the Millennium Carillon Tower, named in honor of the generous Moser family. Wander across scenic bridges, count towering trees, and even figure out how many grizzly bears a bridge could hold!

$49.99

336 h

Route 66 Multi Day Tour from Chicago to Los Angeles

Travel the legendary Route 66 in 14 unforgettable days - from Chicago to Los Angeles across eight states, discovering over 450 handpicked points of interest. Explore iconic landmarks, historic towns, scenic detours, hidden gems, classic diners, and breathtaking landscapes while creating your own version of America’s most famous road trip.

$10.00

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