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Chesterfield

Welcome to Chesterfield, an upscale suburb of St. Louis. With its trendy shopping areas, charming parks, and delicious dining options, Chesterfield is the perfect blend of city amenities and small-town charm. Don't forget to check out the iconic Chesterfield Mall and Chesterfield Central Park for a day of fun and relaxation!

From the Community

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Recommendations

Outdoor4.8/5

Faust Park

Nestled in Chesterfield, Faust Park boasts enchanting gardens, historic structures like the Little Red Schoolhouse, and the captivating Butterfly House, making it a perfect destination for nature lovers and history enthusiasts alike.

Outdoor4.8/5

Sophia M. Sachs Butterfly House

Step into a world of fluttering colors at Sophia M. Sachs Butterfly House in Chesterfield, Missouri. Watch in awe as vibrant butterflies dance around lush gardens and enchanting water features. Get up close and personal with these delicate creatures in their tropical paradise. Don't forget your camera to capture these magical moments!

Outdoor4.7/5

Central Park Chesterfield

Welcome to Central Park Chesterfield! This urban oasis offers a beautiful lake, walking trails, playgrounds, and sports fields for all your outdoor adventures. Don't forget your picnic basket and frisbee for a perfect day in the sun. Located at 16365 Lydia Hill Dr, Chesterfield, MO 63017, USA. Enjoy the greenery!

Landmark4.7/5

The Factory

Shop4.4/5

St. Louis Premium Outlets

Get ready for a shopping spree at St. Louis Premium Outlets in Chesterfield! With over 90 brand-name stores, you’ll hunt for bargains on everything from stylish apparel to chic accessories. After snagging killer deals, take a breather at the cozy dining spots. Perfect for family outings or solo adventures, this outlet is a shopper's paradise! 🛍️✨

Landmark4.7/5

Chesterfield Amphitheater

Eat$$$$$4.7/5

Annie Gunn's Restaurant

Nestled in Chesterfield, Annie Gunn's Restaurant is a hidden gem for foodies! This charming spot boasts a cozy, upscale atmosphere where mouthwatering dishes reign supreme. Savor expertly crafted steaks, fresh seafood, and scrumptious seasonal sides. Don’t forget to explore their impressive wine list! Perfect for a memorable dinner or a special celebration, Annie Gunn's is a must-visit culinary delight!

Eat$$$4.3/5

EdgeWild Restaurant & Winery

At EdgeWild Restaurant & Winery, indulge in an exquisite blend of fine dining and exceptional wines, all set within a charming atmosphere that captures the spirit of Chesterfield, making it an iconic destination for food lovers.

Eat$$$4.4/5

The Brass Rail

The Brass Rail in O'Fallon, MO, is an iconic gathering spot known for its vibrant atmosphere, delicious comfort food, and live music, making it a must-visit for locals and visitors alike.

Eat$$4/5

Espino's Mexican Bar & Grill

Eat$$$4.4/5

Syberg's Chesterfield

Cafe$$4.5/5

Kaldi's Coffee

Eat$$4.6/5

Shack Breakfast & Lunch

Cafe$4.5/5

Pickleman's Gourmet Cafe

Cafe$$$4.6/5

The Wolf Cafe

Eat$$$4.1/5

Satchmo's Bar & Grill

Satchmo's Bar & Grill offers a vibrant blend of live music, mouthwatering Cajun cuisine, and a welcoming atmosphere, making it a beloved local hotspot for food and entertainment in Chesterfield.

Stays

Stay4.7/5

Drury Plaza Hotel St. Louis Chesterfield

Nestled in the heart of Chesterfield, the Drury Plaza Hotel is your ticket to comfort and fun! Enjoy spacious rooms, complimentary hot breakfast, and a vibrant evening "Kickback" with snacks and drinks. Dive into the pool or unwind at the cozy courtyard. Perfectly located for shopping and dining, this hotel makes your St. Louis adventure unforgettable!

Stay4.6/5

Hyatt Place St. Louis/Chesterfield

Stay4.45/5

Residence Inn by Marriott St. Louis Chesterfield

Nestled in Chesterfield, the Residence Inn by Marriott offers spacious suites and a welcoming atmosphere, perfect for extended stays, while its proximity to shopping and outdoor trails makes it a must-visit for both business and leisure travelers.

Stay4.3/5

Homewood Suites by Hilton St. Louis-Chesterfield

Experience the comfort and convenience of Homewood Suites by Hilton St. Louis-Chesterfield, where spacious suites and a welcoming atmosphere make it an ideal retreat for both business and leisure travelers in the heart of Chesterfield.

Stay4.25/5

Hampton Inn St. Louis/Chesterfield

Experience comfort and convenience at Hampton Inn St. Louis/Chesterfield, where modern amenities meet exceptional service, making it the perfect base to explore nearby attractions and the charm of Chesterfield, Missouri.

Stay4.25/5

Hilton Garden Inn St. Louis/Chesterfield

Experience comfort and convenience at Hilton Garden Inn St. Louis/Chesterfield, where modern amenities meet warm hospitality, making it the perfect base to explore the picturesque Chesterfield area and its vibrant attractions.

Stay3.95/5

Courtyard by Marriott St Louis Chesterfield

Nestled in Chesterfield, the Courtyard by Marriott St. Louis Chesterfield offers modern accommodations, a vibrant lobby, and easy access to local attractions, making it an ideal retreat for both business and leisure travelers.

Stay3.35/5

Comfort Inn & Suites Chesterfield - St. Louis

Things To Do
Provided by

5/5

Private Tour of St. Louis's Iconic BBQ Joints & Breweries

St. Louis is one of America's great beer and BBQ cities, and this private tour takes you straight to the heart of both. Your guide Wayne drives you to a hand-picked lineup of the city's best smokehouses and breweries, from nationally acclaimed spots like Side Project Brewing to the legendary Anheuser-Busch Biergarten. Each stop is chosen for what it does best, whether that's a perfect rack of ribs, a small-batch sour, or an American Lager in a beer hall with 170 years of history. Between stops, Wayne fills in the story of how German immigrants turned St. Louis into the beer capital of America, why the city's BBQ style is its own thing, and where the locals actually eat everyday. Food and drinks are purchased by your group at each stop, so you choose exactly what you want. ***Larger private group tours (up to 55 guests) are available. Please contact us for options, pricing, and availability***

$129.00

5/5

Private Day Trip to Missouri Wine Country

We have been providing private hospitality services in the St. Louis region since 2005. We are very knowledgable on the area, attractions, dining, and social scenes. We create personalized experiences based on guest input and host expertise. The entire excursion is customizable to the needs of our guests. Get ready for fun, hospitality, and delicious MO wines and craft beers! This experience is perfect for a couples getaway or a group of friends wanting to explore the country's first American Viticultural Area.

$495.00

4.8/5

144 h

KATY Self-Guided 6-day Tour - Clinton to St. Charles + 1 bag/per

Ride the longest Rails to Trails State Park in the USA. This ride is on many people's bucket list! Give us a call for more details

$2,950.00

4.8/5

Private Tour of The Hill, The "Little Italy" of Saint Louis

Explore The Hill, St. Louis's legendary "Little Italy", on a private walking tour through one of the most authentic Italian-American neighborhoods in the US. Your guide Wayne takes you on a journey of the mom-and-pop shops, bakeries, delis, and restaurants that have made The Hill a food destination for over a century. You will share signature tastings at multiple stops. Think Toasted Ravioli, St. Louis-style pizza, and Gioia's Deli's famous hot salami subs. Between bites, you'll walk the neighborhood streets and hear the stories of the immigrant families who built The Hill and kept it thriving for generations — from the Italian flag fire hydrants to the bocce courts to the homes that produced baseball legends like Yogi Berra and Joe Garagiola. This is The Hill the way locals experience it — not from a bus window. Shared food tastings are included at multiple stops. Individual drinks and gelato are available for purchase also. Benvenuto in Collina! (Welcome to The Hill)

$175.00

4.7/5

3 h

Dinner Detective True Crime Murder Mystery Show - St. Louis, MO

At The Dinner Detective, you’ll tackle a hilarious and challenging crime while you feast on a fantastic dinner. Just beware! The culprit is hiding in plain sight somewhere in the room, and you may find yourself as a Prime Suspect before you know it! Our engaging and unique murder mystery dinner theatre performances have been playing across the country since 2004. Our show is very different from traditional murder mystery dinner shows. We will hide non-costumed actors in the audience that are pretending to be part of the crowd. This results in a much more social and interactive evening than with other shows. Our shows are set during the present day and take place in real time. Over the course of the night, our costumed Detectives will uncover clues, interrogate audience members that may or may not be part of the show, and help everyone get closer to solving the mystery.

$89.19

4.2/5

4 h

St Louis River Cruise and City Highlights Small Group Tour

Discover the best of St. Louis on this guided walking tour that blends history, culture, and unforgettable city views. Begin at the Basilica of Saint Louis, King of France, one of the city’s most historic landmarks, before making your way to the iconic Gateway Arch. Ride to the top for breathtaking 360-degree views of the skyline and the mighty Mississippi River. Continue your walk through downtown St. Louis, passing legendary sites such as Busch Stadium, City Hall, the National Blues Museum, Magnolia Hotel, Federal Reserve Bank, Civil Courts, and the striking Wainwright Building. Stroll through the City Garden (Sculpture Park), where modern art and green space create a vibrant urban oasis. Round out your adventure with a narrated Gateway Riverboat Cruise, offering a unique perspective of the Arch, the Mississippi River, and the city’s evolving waterfront.

$144.00

2 h

St. Louis Karaoke Mobile Tour Sing and Explore the City

Explore St. Louis in a fun and unique way with Blue Note Karaoke Mobile Tours. This two-hour adventure combines karaoke with city sightseeing, letting you belt out your favorite tunes while taking in local landmarks and vibrant spots around the city. Connect with fellow music lovers and make unforgettable memories with friends or colleagues on this one-of-a-kind outing. It’s the perfect mix of fun and culture, so you won’t want to miss this chance to see St. Louis like never before. - Two-hour karaoke and sightseeing tour around St. Louis - Visit key destination points while enjoying the vibrant city atmosphere - Perfect for friends, team outings, or special occasions - A unique blend of fun and cultural exploration in one tour

$400.00

4 h 30 mins

Custom Event Services and Tours for Unforgettable Experiences

Transform your vision into reality with expert event planning services tailored to your unique needs. Whether it's Travel, wedding, corporate function, or a personal celebration, our dedicated team is committed to creating memorable experiences that exceed expectations. Benefit from our extensive vendor network and creative ideas to ensure every detail is meticulously handled. Enjoy a stress-free planning process that guarantees a seamless event. - Tours are our specialty, safe reliable vetted drivers. - Comprehensive event planning for social gatherings and corporate functions - Access to a wide range of vendors and creative services - Personalized consultation to meet your specific event needs - Professional execution ensuring a unique and memorable experience

$450.00

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

Castlewood State Park EBIKE Adventure

Located just outside St. Louis, Castlewood State Park features nearly 17 miles of varied trails suited for riders of all abilities. Visitors can enjoy easy, level paths along the Meramec River, such as River Scene and Stinging Nettle, or take on more demanding routes like Cedar Bluff and Lone Wolf, which offer steep climbs and technical descents. Whether you’re looking for relaxing scenery or a more challenging ride, the park provides plenty of opportunities for adventure.

$105.00

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Chesterfield, MO, USA