Need an easygoing escape near Chicago? Head to Crestwood! Located in Chicago’s southwest suburbs, Crestwood offers convenient shopping, sports, parks, and a cozy community vibe. Whether you’re here for a ball game, a shopping spree, or a quiet nature walk, Crestwood makes a great low-key getaway.

Crestwood, IL Highlights:

  • Standard Bank Stadium: Cheer for the Windy City ThunderBolts, Crestwood’s hometown baseball team.
  • Crestwood Recreation and Wellness Center: Stay active with fitness classes, a pool, and an indoor track.
  • Rivercrest Shopping Center: Shop major retailers, grab a bite, or catch a movie in this bustling commercial hub.
  • Cal-Sag Trail: Bike or walk along scenic riverfront trails linking several nearby towns and parks.
  • Walker Park: Enjoy open green spaces, playgrounds, and family-friendly outdoor fun.

Best Time to Visit Crestwood, IL

The best time to visit Crestwood is in the late spring through early fall (May–October). Warm weather makes it perfect for baseball games, biking the trails, and enjoying outdoor parks and nearby attractions.

How to Get to Crestwood, IL

  • If you are traveling by car: Crestwood is conveniently located near I-294 and IL Route 83, about 30 minutes southwest of downtown Chicago.
  • By Plane: Chicago Midway International Airport is just about 20–25 minutes away, making Crestwood very accessible for visitors.
  • By Train/Bus: Nearby suburban Metra stations (like Oak Forest and Midlothian) connect to downtown Chicago, with local Pace buses servicing Crestwood.

Where to Stay in Crestwood, IL

  • Baymont by Wyndham Chicago/Alsip – Comfortable stay with easy highway access, just minutes from Crestwood.
  • Holiday Inn Express Crestwood – Modern rooms, free breakfast, and a convenient location near shopping and dining.
  • Motel 6 Alsip – Budget-friendly option close to Crestwood for short stays.

Best Things to Do in Crestwood, IL

1. Sip, Savor, and Discover Craft Spirits at Kentucky Artisan Distillery

Sip, Savor, and Discover Craft Spirits at Kentucky Artisan Distillery

© Kentucky Artisan Distillery

Everyone knows that Kentucky is the home of bourbon, and when you visit the Kentucky Artisan Distillery in Crestwood you can see exactly how the perfect artisan bourbon is made, entirely by hand. When the distillery was established in 2012, the idea was that very special small-batch whiskeys would be made to order in a farm-to-bottle facility using locally farmed grains, age old methods and simple pot stills. The distillery occupies the former premises of the Kentucky Ice Cream Distributors, which has proved to be an ideal location. Visitors are invited to drop by for a tour and a tasting of the brands produced on site, which include the distinctive Jefferson’s Reserve.

Kentucky Artisan Distillery, 6230 Old LaGrange Rd, Crestwood, KY 40014, Phone: 502-822-3042

2. If You Seek Blooming Beauty and Tranquility, Wander Yew Dell Botanical Gardens

If You Seek Blooming Beauty and Tranquility, Wander Yew Dell Botanical Gardens

© Yew Dell Botanical Gardens

More than just an inspirational garden, Yew Dell Botanical Gardens is internationally recognized as a leading center of horticultural learning as well as a being a garden of historic importance. The original gardens were established around the late 1940’s by Theodore Klein and his family. Today, visitors can still see several of the original garden features as well as several other later additions. Highlights include the sunken rock garden, the secret garden, the kitchen garden and the traditional English walled garden. There are also some woodland trails to explore and a wonderful plant market where avid gardeners can buy plants to take home. The center hosts regular workshops and lectures.

Yew Dell Botanical Gardens, 6220 Old LaGrange Rd, Crestwood, KY 40014, Phone: 502-241-4788

3. Meet the Makers and Taste Fresh Delights at Harvest Moon Farm and Harvest Home Dairy

Meet the Makers and Taste Fresh Delights at Harvest Moon Farm and Harvest Home Dairy

© Harvest Moon Farm and Harvest Home Dairy

Harvest Moon Farm and Dairy has been producing premium milk and other dairy products since 1972. The family-owned and operated farm has a core milking herd of 140 happy and contented dairy cows, each of which produces around 8 gallons of milk per day. The farm is a great place to visit for all ages; children will get to learn all about farm life and see where their milk and cheese originate. There are plenty of fun activities for kids including bottle-feeding the calves and cranking their own ice-cream. Visitors can also learn all about the cheese-making process at the dairy and stock up on delicious fresh cheese to take home.

Harvest Moon Farm and Dairy, 7401 Hanna Road, Crestwood, KY 40014, Phone: 502-817-3167

4. Stretch, Sweat, and Recharge Your Spirit at Hot Spot Yoga

Stretch, Sweat, and Recharge Your Spirit at Hot Spot Yoga

© VadimGuzhva/stock.adobe.com

If you have ever wondered what it would be like to participate in the type of holistic exercise that treats your mind and body all together, a visit to Hot Spot Yoga is exactly what you need. Here you can learn how to combine different yoga and Pilates routines to perfectly suit your body and your distinct needs. The classes are aimed to accommodate all levels of fitness and each and every participant can move forward at their own pace. In addition, you will learn how to continue with these beneficial work-outs in the privacy of your own home. Techniques include Bikram Yoga and Hot Pilates.

Hot Spot Yoga, 6427 W. Highway 146, Crestwood, KY 40031, Phone: 502-243-8468

Where to Eat in Crestwood, IL

  • Louisa’s Pizza and Pasta – Cozy local spot famous for deep-dish pizza and hearty pasta dishes.
  • Portillo’s – Iconic Chicago chain serving hot dogs, Italian beef, burgers, and classic shakes.
  • Pepe’s Mexican Restaurant – Local favorite for casual Mexican dishes and margaritas.

If you are interested in local events:

  • Windy City ThunderBolts Games (Summer) – Minor league baseball fun for families and sports fans alike.
  • Crestwood Summer Fest (July) – Celebrate summer with live music, food vendors, carnival rides, and fireworks.
  • Nearby Alsip and Midlothian Fall Festivals (September–October) – Enjoy neighboring towns’ community festivals with live entertainment and local flavors.

If you are looking for unique day trips within 30 Minutes of Crestwood, Illinois:

  • Chicago (30 min) – Explore museums, Navy Pier, Millennium Park, and world-class shopping and dining.
  • Palos Forest Preserves (15–20 min) – Hike, bike, or picnic in beautiful wooded preserves with miles of trails.
  • Orland Park (15–20 min) – Shop and dine at Orland Square Mall or enjoy entertainment options nearby.
  • Brookfield Zoo (25–30 min) – One of the country’s best zoos, with expansive exhibits and family activities.
  • Oak Lawn (15–20 min) – Enjoy parks, golf courses, and more suburban shopping and dining options.

Frequently Asked Questions:

  • What is the history of Crestwood?
    • The small town of Crestwood was originally settled in the early 19th century and still offers visitors a variety of historic attractions to admire.
  • What are the Yew Dell Botanical Gardens?
    • The Yew Dell Botanical Gardens were established in the 1950s and are considered to be one of America’s important historical gardens.
  • Is there a bourbon distillery in Crestwood?
    • Right next door to the gardens, visitors will find an artisanal bourbon distillery which offers tours and tastings.
  • What family-friendly activities are available in Crestwood?
    • If you are traveling with children, a visit to the Harvest Moon Farm and Dairy is a fun and educational activity for all ages.
  • What can visitors do in nearby La Grange?
    • In nearby La Grange, visitors can spend some time admiring the attractive and well-preserved downtown historic district.

At a Glance:


Best Time to Visit Places to Stay Tips for Visiting
Spring (March-May) – Mild temperatures and blooming landscapes. Pillow and Paddock Bed & Breakfast – A charming countryside retreat. Visit Yew Dell Botanical Gardens – Explore beautiful gardens and walking trails.
Summer (June-August) – Warm and great for outdoor activities. Best Western Louisville East – A comfortable stay with easy access to Crestwood. Explore Creasey Mahan Nature Preserve – Hike scenic trails and spot local wildlife.
Fall (September-November) – Crisp air and stunning fall foliage. The Inn at Spring Run Farm – A cozy and peaceful bed & breakfast. Take a scenic drive through Oldham County – Experience breathtaking autumn colors.

Plan Your Trip