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

In Jessup, Maryland, the top family-friendly hotel is Holiday Inn Express & Suites Jessup, offering a free breakfast buffet, indoor pool, and spacious rooms perfect for kids. Located near Route 29, it’s just a 30-minute drive from Baltimore and close to attractions like Columbia Mall and Hampden Park. The hotel also provides kid-sized toiletries and high chairs, making it ideal for families seeking comfort, safety, and easy access to outdoor fun and shopping.

The downtown Jessup district is the most convenient area for hotel stays, located along Maryland Route 29 with easy access to local dining, grocery stores, and community centers. It offers a quiet, safe environment with strong neighborhood ties and proximity to Jessup Library and Howard County Parks. Its central location makes it an excellent base for exploring Baltimore and Washington, D.C., balancing tranquility with accessibility for both business and leisure travelers.

Visitors to Jessup can experience the annual Jessup Festival, a celebration of local crafts, farm-to-table food, and live bluegrass music. The town preserves Maryland’s rural heritage, with many residents maintaining traditional farming lifestyles. Don’t miss a visit to Jessup Farm, where you can pick seasonal fruits like strawberries and apples. These authentic, hands-on activities offer a genuine glimpse into the heart of American Mid-Atlantic countryside culture.

From Jessup, take a scenic drive to Lake Amity, a peaceful spot perfect for fishing and picnicking. Another highlight is the National Aquarium in Baltimore, just 35 minutes away, home to over 20,000 marine species. For nature lovers, Howard County Park offers lush trails, bike paths, and open meadows—ideal for hiking or cycling. These routes provide a refreshing escape from urban life while showcasing the natural beauty of central Maryland.

Yes, most hotels in Jessup, including Hampton Inn Jessup and Days Inn by Wyndham Jessup, provide free on-site parking. Many also feature EV charging stations, supporting eco-friendly travel. With ample space and well-maintained lots, these hotels are particularly convenient for families or travelers with large luggage. The suburban layout ensures hassle-free parking, enhancing overall guest satisfaction and ease of access.

Yes, business travelers will appreciate Courtyard by Marriott Jessup, which features fully equipped meeting rooms, high-speed Wi-Fi, and a 24-hour business center. The hotel offers printing, fax services, and video conferencing tools. Located near Route 29, it’s a short drive to Baltimore and Washington, D.C., making it a strategic choice for professionals needing reliable facilities and seamless connectivity during work trips.

For couples seeking romance, consider the Staybridge Suites Jessup suite rooms with private balconies and cozy living areas overlooking garden views. The hotel offers candlelit dinner arrangements and rooftop stargazing packages. For a more intimate experience, book a stay at Hillside Cottage Bed & Breakfast, a charming rural B&B with vintage décor, homemade breakfast, and tranquil garden settings—perfect for a quiet getaway filled with warmth and connection.

Try Maryland Blue Crab Cakes, a regional favorite often served fresh at local diners like The Corner Diner. Enjoy country-style roasted chicken with cornbread and sample artisanal honey, jams, and cheese at the weekly Jessup Farmers Market. These dishes reflect the town’s deep-rooted agricultural traditions and coastal influences, offering a true taste of Maryland’s culinary identity.

The best time to visit Jessup is from May to September, when the weather is warm and ideal for outdoor activities. Peak events include the Jessup Festival in June and the Summer Music Fest in July. Fall brings apple picking and pumpkin patches, popular with families. Winter offers discounted hotel rates, making it a smart choice for budget travelers wanting fewer crowds and cozy, off-season charm.

Public transit in Jessup is limited, with most visitors relying on personal vehicles. However, MTA Bus Route 20 connects Jessup to Baltimore with multiple daily runs. For better flexibility, renting a car through providers like Hertz or Enterprise is recommended. Use Google Transit for real-time updates. While not ideal for long-distance travel, the town’s compact layout and well-paved roads make local exploration straightforward with a car.