Day Trips from Brentwood, TN

Brentwood, Tennessee, is known for its serene suburban charm, elegant homes, and proximity to Nashville’s vibrant energy. While the city itself offers plenty to enjoy—from scenic parks to upscale shopping and dining—it also serves as an ideal starting point for unforgettable day trips. Within just an hour or two, residents can explore charming small towns, historic landmarks, and outdoor adventures that highlight Middle Tennessee’s natural beauty and rich culture. Whether you’re seeking a relaxing getaway, a family outing, or a bit of local exploration, these nearby destinations offer something for every interest.

Only about 20 minutes north of Brentwood, Nashville stands as one of the country’s most exciting cities for art, music, and food. A day in “Music City” can take many forms—touring the historic Ryman Auditorium, exploring exhibits at the Country Music Hall of Fame, or enjoying live performances along Broadway. For a quieter pace, the 12 South and East Nashville neighborhoods offer boutique shopping, coffee houses, and eclectic dining experiences that reflect the city’s creative spirit.

Outdoor enthusiasts can spend the afternoon in Centennial Park, home to the full-scale Parthenon replica, or stroll along the Cumberland River at Riverfront Park. Nashville’s evolving food scene—ranging from fine dining to local favorites like hot chicken and barbecue—adds another layer to any day trip from Brentwood. With so much to see and do, Nashville continues to be a favorite escape for Brentwood residents who want a taste of city life without straying far from home.

Just 15 minutes south of Brentwood lies Franklin, one of Tennessee’s most beloved small towns. Known for its picturesque Main Street, historic architecture, and strong sense of community, Franklin offers a perfect blend of history and hospitality. The downtown district features locally owned shops, art galleries, and inviting restaurants that make it an ideal destination for a leisurely day trip.

History enthusiasts can explore the Carter House and Carnton, two well-preserved Civil War sites that provide fascinating insight into Franklin’s role in American history. For those seeking a more relaxed outing, a stroll through Pinkerton Park or a visit to The Factory at Franklin offers unique shopping and dining options housed in a converted industrial space.

In addition to its charm, Franklin hosts numerous festivals and events throughout the year, such as the Main Street Festival and Dickens of a Christmas, making it an engaging destination no matter the season.

Tucked away in the rolling hills west of Brentwood, Leiper’s Fork feels like stepping into a scene from a country postcard. This small village, about a 30-minute drive from Brentwood, is renowned for its laid-back charm, scenic drives, and artistic community. Visitors can browse local galleries, antique stores, and boutiques while enjoying the welcoming atmosphere that defines the area.

Leiper’s Fork is also known for its connection to Tennessee’s music heritage. Small venues like Fox & Locke host live performances from both local and well-known artists, offering an intimate glimpse into the region’s musical soul. Nearby, the Natchez Trace Parkway provides one of the most scenic drives in the state, perfect for an afternoon adventure. Whether you’re stopping for lunch, exploring the countryside, or simply soaking in the peaceful atmosphere, Leiper’s Fork captures the essence of Southern hospitality.

A short 25-minute drive from Brentwood brings you to Arrington Vineyards, one of Middle Tennessee’s most popular destinations for wine lovers and outdoor enthusiasts. Co-founded by country music artist Kix Brooks, this scenic vineyard offers wine tastings, picnics, and live music events throughout the year.

Set among rolling hills and picturesque views, Arrington Vineyards is the perfect destination for a relaxing afternoon with friends or family. Guests can bring their own picnic or enjoy offerings from local food trucks that frequent the property. The serene setting and award-winning wines make it an easy favorite for Brentwood residents looking for a quick and luxurious escape without leaving Williamson County.

Located about 40 minutes southeast of Brentwood, Murfreesboro offers a balance of historical attractions and modern amenities. History buffs can visit Stones River National Battlefield, a preserved Civil War site that provides walking trails and educational exhibits. The Cannonsburgh Village, a living history museum, showcases Tennessee life from the 1800s through restored buildings and artifacts.

For families, the Discovery Center at Murfree Spring offers hands-on exhibits and outdoor exploration areas for children of all ages. Murfreesboro’s vibrant downtown features locally owned shops, restaurants, and a farmers market, making it a well-rounded destination for a full day of fun.

About an hour from Brentwood, Columbia has quickly become one of Middle Tennessee’s emerging destinations for culture and creativity. Often referred to as “Muletown,” this historic city blends its small-town roots with a growing arts and dining scene. Downtown Columbia features restored 19th-century architecture, art galleries, and trendy coffee shops that have drawn new energy to the area.

The James K. Polk Home and Museum, dedicated to the 11th U.S. President, offers a fascinating look into American history. Meanwhile, the nearby Duck River provides opportunities for kayaking, fishing, and scenic hikes. With its authentic Southern charm and revitalized downtown, Columbia offers a refreshing change of pace just a short drive from Brentwood.

For those seeking beauty and tranquility, Cheekwood Estate & Gardens in Nashville is an exceptional destination. Located just 25 minutes from Brentwood, Cheekwood combines art, history, and horticulture in one breathtaking setting. Visitors can explore art galleries inside the Georgian-style mansion, stroll through botanical gardens, or enjoy outdoor exhibits and seasonal events.

Cheekwood’s gardens are especially stunning in spring and fall, offering vibrant colors and peaceful walking paths. Whether for a quiet morning visit or an afternoon picnic, it’s a must-see attraction for anyone who appreciates art and nature.

Living in Brentwood means having easy access to some of the most beautiful and culturally rich destinations in the region. Whether spending the day in historic Franklin, enjoying wine country in Arrington, or experiencing the energy of downtown Nashville, adventure is always just a short drive away. The Milam Group is proud to help clients find their perfect home base in Brentwood—where luxury, convenience, and connection to Tennessee’s best attractions come together. For expert guidance and insights into Brentwood, TN real estate, reach out to The Milam Group today and begin your journey to the ideal lifestyle in one of Tennessee’s most desirable communities.