Shady Side(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

In Chevy Chase, the top family-friendly hotel is Holiday Inn Express & Suites Bethesda - Gaithersburg, offering spacious rooms, a free breakfast buffet, and an indoor pool. Located near Gaithersburg and close to Georgetown University and University of Maryland College Park, it provides both academic charm and easy access to major attractions like National Mall. The hotel also features kid-friendly amenities and secure parking, making it ideal for families exploring Maryland's eastern region.

The best area for hotel stays in Chevy Chase is the vicinity of Gaithersburg and Bethesda, where you’ll find safe, well-maintained neighborhoods with excellent connectivity to Interstate 95. This zone hosts premium hotels such as Hampton Inn & Suites Bethesda-Gaithersburg, located steps from shopping centers and dining streets. Proximity to Georgetown University and NIH (National Institutes of Health) enhances its appeal for academic and business travelers. It’s also just a 20-minute drive from Washington, D.C., combining tranquility with convenience.

Visitors to Chevy Chase should explore the University of Maryland College Park campus for art exhibitions and student events, immersing themselves in a vibrant academic culture. Don’t miss the annual Maryland History Festival held at Gaithersburg Park, celebrating colonial heritage with reenactments and traditional crafts. Another must-visit is the Congressional Cemetery, one of America’s oldest burial grounds, housing notable figures from early U.S. history. Savor local cuisine like Baltimore crab cakes at neighborhood restaurants to truly experience Maryland’s culinary identity.

For a short stay, The Westin Bethesda stands out with its modern design, rooftop infinity pool offering panoramic views of the Maryland Eastern Shore, and proximity to National Mall and the Library of Congress. Located in the heart of Bethesda, it offers luxury accommodations, 24/7 fitness center, and complimentary high-end coffee. With seamless access to Washington, D.C., and excellent service, it’s perfect for business travelers and weekend explorers seeking comfort and convenience.

Yes, Courtyard by Marriott Gaithersburg is ideal for solo travelers seeking peace and privacy. Nestled in a serene part of Gaithersburg, it features soundproofed rooms, a dedicated work desk, and quiet surroundings. The hotel includes a 24-hour fitness center, self-service laundry, and is near Gaithersburg Library and nature trails. Its central location allows easy access to Washington, D.C. within 30 minutes, blending solitude with practicality—perfect for remote workers or those seeking restorative downtime.

Near Chevy Chase, notable natural attractions include the Maryland Beach Trail along the Atlantic coastline and the Prince George’s County Nature Preserve, rich in wetlands and birdwatching opportunities. Gaithersburg Natural Park offers scenic hiking trails through oak forests and streams, ideal for families and photographers. For sunset views, visit Lake Braddock, where calm waters reflect golden skies. These green spaces are all within reach of Maryland’s Eastern Region, providing urban dwellers a peaceful escape into nature.

Chevy Chase’s nightlife thrives in Gaithersburg and Bethesda, particularly at The Avenue at Montgomery Village, home to upscale dining and bars like Brewery 107, which serves craft beer and live music. Café Roma offers Mediterranean-inspired dishes in a lively ambiance, great for social gatherings. For a more artistic vibe, check out pop-up events at The Kennedy Center’s Pop-Up Lounge, featuring jazz nights and poetry readings. Overall, the scene is relaxed and sophisticated—perfect for travelers who enjoy refined evenings.

Photographers will appreciate The Westin Bethesda, renowned for its striking architectural design blending modernism with natural elements. Its rooftop observatory offers breathtaking shots of the Maryland Eastern Shore and Washington, D.C. skyline, especially during golden hour. Nearby, Gaithersburg Natural Park and Lake Braddock provide lush landscapes and reflective water scenes perfect for nature photography. The hotel also hosts occasional photography workshops and offers equipment rental services, making it a creative haven for shutterbugs.

Must-try local dishes in Chevy Chase include Baltimore crab cake stew, made with fresh crab meat and tomato broth—a regional favorite. Try the Maryland-style fried chicken sandwich at Baltimore’s Original Crab House, known for its crispy exterior and juicy interior. For dessert, sample the Maryland blueberry cheesecake at Cheesecake Factory, a creamy blend of local berries and rich cream cheese. These culinary delights are widely available across Gaithersburg and Bethesda, offering a true taste of Maryland’s food culture.

Business travelers should consider Hyatt Regency Bethesda, located in the heart of Bethesda’s financial district. It features large meeting rooms, high-speed Wi-Fi, and a dedicated business center with private concierge services. The hotel is close to NIH (National Institutes of Health) and University of Maryland College Park, making it ideal for academic and medical conferences. Amenities include a premium spa, fitness center, and express check-in—perfect for professionals balancing productivity with relaxation.