Things To Do
in Crestwood

Crestwood is a suburban city in St. Louis County, Missouri, known for its tranquil residential streets and convenient access to the larger St. Louis metro. The area blends family-friendly neighborhoods with quick routes to parks, shops, and cultural attractions in nearby Maplewood, Webster Groves, and the city itself. It sits just southwest of downtown St. Louis, offering a calm base for exploring urban highlights and natural escapes.

With its proximity to major highways and public transit, Crestwood balances a quiet pace with easy connections to the region’s dining, sports, and entertainment scenes.

Day Trips

Spend a day exploring around

day 1
Exploring Historic Center
morning
:

Begin your day with a leisurely breakfast at a local café, savoring freshly brewed coffee and homemade pastries. Afterward, take a stroll through the charming streets of Crestwood, admiring the historic architecture and quaint shops. Don’t miss a visit to the Crestwood Historical Museum, where you can learn about the town's rich heritage.

afternoon
:

In the afternoon, enjoy a guided walking tour that highlights the key landmarks in the historic district. Stop for lunch at a family-owned restaurant that serves delicious comfort food with a local twist. Afterward, visit the nearby art gallery to appreciate the works of local artists and perhaps purchase a unique souvenir.

evening
:

As the sun sets, head to a local brewery for a tasting session of craft beers made right in Crestwood. Enjoy the lively atmosphere and perhaps join in on a trivia night with locals. Wrap up your evening with a stroll through the town square, where you can find live music or outdoor movie screenings during the summer months.

day 2
Nature Trails and Scenic Views
morning
:

Start your morning with a hearty breakfast at a diner known for its pancakes and omelets. Afterward, set out for a hike on one of Crestwood's scenic nature trails, surrounded by lush greenery and the sounds of chirping birds. The trails offer various levels of difficulty, making it accessible for all hiking enthusiasts.

afternoon
:

Post-hike, enjoy a packed picnic lunch at one of the scenic overlooks, relishing the breathtaking views of the valley below. Spend the afternoon exploring the nearby nature reserve, where you might spot local wildlife and enjoy the serene environment. Take your time to unwind and appreciate the beauty of nature around you.

evening
:

As evening approaches, return to Crestwood and visit a cozy restaurant that specializes in farm-to-table cuisine. Try seasonal dishes made with locally sourced ingredients while enjoying the warm ambiance. After dinner, take a leisurely walk by the nearby lake to soak in the tranquil evening atmosphere.

Cost Guide

Prices

ItemPrice
🍔Meal at inexpensive restaurant$10-15
🥗Lunch at mid-range restaurant$12-20
Coffee and pastry$3-6
🍝Dinner for two at mid-range restaurant$40-70
🏨One night in a mid-range hotel$100-180

Strengths and Weaknesses

  • Proximity to a major city with easy access to cultural institutions
  • Family-friendly neighborhoods and solid suburban amenities
  • Relatively good value for lodging and dining in the metro area
  • Limited nightlife directly in Crestwood; more options require travel
  • Public transit is available but car travel remains the primary mode
  • Some services and attractions are concentrated in neighboring districts

Places to Visit in Crestwood

Visit one of these nice places.

Gateway Arch

Iconic stainless-steel arch along the Mississippi River; a must-see and a prime backdrop for skyline shots, especially at dusk.

Forest Park

A large, scenic urban park with open fields, ponds, and pathways—diverse photography opportunities, from architecture to nature.

Missouri Botanical Garden

Lush, meticulously maintained gardens and glasshouses offering vibrant floral photography year-round.

Tower Grove Park

Historic Victorian-era park featuring ornate pavilions, tree-lined avenues, and seasonal color changes ideal for portraits and landscapes.

Culinary Guide

Food in Crestwood

The St. Louis region offers hearty, comforting fare with a distinctive Midwest and German-influenced flavor profile. Expect BBQ, crispy snacks, iconic desserts, and robust American bistro options, with plenty of family-friendly dining close to Crestwood and in neighboring neighborhoods.

Crestwood Famous Food

Signature dishes, delicacies and famous food

St. Louis-Style BBQ Ribs

Tender, meaty ribs finished with a tomato-based sauce that’s slightly sweet and tangy. Commonly found at local BBQ joints throughout the metro area.

Must-Try!

Toasted Ravioli

A St. Louis staple: breaded ravioli that’s fried until crisp, typically served with marinara for dipping.

Gooey Butter Cake

A rich, yellow cake with a soft, gooey butter filling—an iconic Missouri dessert often found in bakeries and cafés.

Slinger

A hearty breakfast dish featuring eggs, meat, hash browns, and sauce, popular in local diners—great for fueling a day of exploring.

Food Markets

Explore local food markets

Soulard Market

Historic market offering fresh produce, meats, cheeses, and prepared foods; a great spot to sample local specialties and street snacks.

St. Louis City Market

Modern market with diverse vendors, ready-to-eat options, and artisanal offerings—ideal for a quick meal or culinary discoveries.

Climate Guide

Weather

Crestwood experiences a humid continental climate with hot, humid summers and cold winters. Spring and fall bring mild temperatures and pleasant conditions, while summer can be hot with thunderstorms. Year-round layers are advisable, and snow is possible in winter.

How to Behave

Tips on cultural norms and respectful behavior

Greetings and Personal Space

A firm handshake is common in formal settings; maintain polite small talk and respect personal space. In casual settings, a friendly nod or wave is typical.

Punctuality

Arrive on time for appointments and reservations; Missouri culture generally values punctuality in professional contexts.

Tipping and Service

Tipping is standard for service staff in restaurants, bars, and taxis as described above.

Safety Guide

Safety

Crestwood is generally a safe suburb with typical urban-suburban safety considerations. Stay aware of your surroundings in crowded areas, lock vehicles, and use well-lit routes at night. For medical emergencies, know the location of the nearest hospital and use official emergency services.

Tipping in Crestwood

Ensure a smooth experience

Tipping Etiquette

In the United States, it is customary to tip 15-20% for full-service meals. For bar seating or counter service, $1-2 per drink or 10-15% is common. Tipping is appreciated for good service across dining and rideshares.

Best Time to Visit

And what to expect in different seasons...

Summer

Hot and humid with frequent afternoon thunderstorms. Plan outdoor activities for early morning or late evening and stay hydrated.

Fall

Mild days with colorful foliage. A great time for outdoor photography and park strolls; evenings can be cool.

Winter

Cold temperatures with potential snow or ice. Layered clothing and indoor activities are recommended; holiday events may be available in downtown areas.

Spring

Variable weather with budding trees and flowers. Expect rain showers; a good season for gardens and outdoor markets.

Nightlife Guide

Crestwood at Night

The nightlife in Crestwood itself is low-key, with many residents enjoying the surrounding St. Louis districts such as the Delmar Loop for live music, craft beer, and casual venues, or Soulard for classic bars and nightlife. Expect a mix of family-friendly night outs and college-age venues in neighboring neighborhoods. For a broader scene, head into downtown St. Louis or nearby suburbs for clubs, cocktail bars, and music venues.

Hiking in Crestwood

Immerse in an unforgettable hike.

Castlewood State Park Trails

Rugged bluffs along the Meramec River with scenic overlooks and options for different skill levels.

Rockwoods Reservation Trails

Forested hills with varied routes and viewpoints, suitable for day hikes and nature photography.

Airports

How to reach Crestwood by plane.

St. Louis Lambert International Airport (STL)

Main regional airport offering domestic and some international flights; about 20-30 miles from Crestwood with highway access and public transit options.

MidAmerica St. Louis Airport (BLH)

Smaller regional airport in Mascoutah, IL, serving domestic flights; about 60-70 miles from Crestwood.

Getting Around

Walkability

Crestwood is moderately walkable in residential and nearby commercial corridors, but most residents rely on cars. Within the city, you’ll find parks and local shops that are accessible on foot, while longer trips to museums, markets, and nightlife typically require transit or driving.

Demographics

Explore demographics in this area.

Families

Crestwood and nearby suburbs attract many families due to good schools and safe neighborhoods.

Diverse metro area residents

The broader St. Louis region includes a mix of racial and ethnic communities and a range of economic backgrounds.

Popular Sports

Explore popular sports in region.

Baseball

St. Louis Cardinals games at Busch Stadium are a regional highlight and draw fans from across the metro.

Ice Hockey

St. Louis Blues games at the Enterprise Center offer a popular winter sports experience.

Transportation

Traffic

Traffic patterns mirror typical Midwest suburbs: lighter on weekends, heavier during weekday commutes. Public transit provides some options to connect to the metro area, but driving is often the most convenient way to move between Crestwood and surrounding neighborhoods or attractions.

Accomodations

Find the best place to stay when visiting Crestwood.

Dietary Restrictions

Tips for restricted diets.

Vegetarian

Vegetarian travelers can find plenty of vegetable-centric dishes and sides at many mid-range and casual restaurants; ask for vegetable-focused options or grilled veggie plates, and consider local produce markets for fresh options.

Health & Medical

Healthcare

Healthcare access is strong in the greater St. Louis area, with several major hospitals and clinics nearby. In Crestwood, residents typically use facilities in St. Louis County or the city, including urgent care centers and emergency departments for urgent needs.

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