Jessup

Day Trips

Make the most of your day with our curated plans, packed with Jessup's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Start your day with a leisurely breakfast at a local café, where the aroma of freshly brewed coffee fills the air. Afterward, take a stroll through the historic district, admiring the beautifully preserved architecture and quaint shops. Don't forget to stop by the local museum to learn about the rich history of Jessup and its surrounding areas.

afternoon
:

In the afternoon, visit the Jessup Historical Society, where you can delve deeper into the stories that shaped the community. Enjoy a picnic lunch at a nearby park, soaking in the vibrant atmosphere and chatting with locals. After lunch, explore the charming boutiques and art galleries that line the streets, picking up unique souvenirs.

evening
:

As the sun sets, head to a local restaurant for dinner, savoring traditional dishes made from fresh, local ingredients. Afterward, catch a live music performance at a nearby venue, where you can enjoy the sounds of local artists. Wind down your day with a relaxing walk along the main street, taking in the evening lights and friendly atmosphere.

day 2
Outdoor Adventure at Patapsco Valley State Park
morning
:

Begin your morning with an energizing breakfast at a diner before heading over to Patapsco Valley State Park. Once there, lace up your hiking boots for a scenic trek along the trails, surrounded by lush greenery and the sound of flowing water. Keep an eye out for local wildlife as you explore the beautiful landscapes that this park has to offer.

afternoon
:

After your hike, enjoy a packed lunch at one of the park's picnic areas, where you can relax and take in the natural beauty around you. Spend the afternoon biking along the park's multi-use trails, with options for both casual rides and more challenging routes. If you're feeling adventurous, try your hand at rock climbing at designated spots within the park.

evening
:

As evening approaches, return to Jessup and freshen up before heading out for a casual dinner at a nearby brewery. Enjoy a variety of local craft beers paired with delicious pub fare, all while mingling with fellow outdoor enthusiasts. End the night with a bonfire at your accommodation, sharing stories and making new friends.

day 3
Cultural Immersion at Local Art Scene
morning
:

Start your day with a hearty breakfast at a local bakery, sampling some of their freshly baked pastries. Afterward, visit the Jessup Arts Center, where you can view exhibitions showcasing local artists and their work. Engage with the artists during a guided tour to gain deeper insights into their creative processes.

afternoon
:

In the afternoon, participate in a hands-on art workshop offered at the center, allowing you to create your own masterpiece. Afterward, enjoy lunch at a trendy café that features an art-themed menu, surrounded by inspiring decor. Spend some time exploring the nearby art installations scattered throughout the town, taking pictures to capture your experience.

evening
:

As dusk falls, head to an art gallery for an evening of wine tasting paired with exquisite cheese selections. Engage in lively discussions with fellow art lovers and the featured artists present at the event. Conclude your day with a serene walk along the gallery district, observing the illuminated artworks and enjoying the vibrant nightlife.

day 4
Family Fun at Local Amusement Park
morning
:

Kick off your day with breakfast at a family-friendly diner before heading to the local amusement park. Arrive early to beat the crowds and enjoy the thrill of roller coasters and other rides. Take advantage of the park's early bird specials for an exciting start to your adventure.

afternoon
:

After hours of fun, grab lunch at one of the themed restaurants inside the park, where kids can enjoy themed meals. Spend the afternoon playing games at the arcade and exploring the various attractions, including live shows and interactive exhibits. Don’t forget to capture memories with a family photo at one of the many iconic park backdrops.

evening
:

As the sun begins to set, enjoy dinner at a nearby family-friendly eatery, sharing stories from your day at the park. Return to the amusement park for a spectacular evening fireworks show that lights up the sky. End the night with a leisurely stroll through the park, soaking in the festive atmosphere and vibrant lights.

day 5
Nature and Wildlife Exploration
morning
:

Start your day with a nutritious breakfast at a local health-conscious café that offers a range of organic options. Afterward, head to the nearby wildlife reserve, where you can enjoy a guided nature walk led by a knowledgeable ranger. Keep your camera ready as you may spot various local wildlife in their natural habitat.

afternoon
:

Pack a picnic lunch and find a scenic spot within the reserve to enjoy a relaxing meal surrounded by nature. After lunch, participate in interactive educational programs offered by the reserve, such as bird watching or nature photography workshops. Spend the rest of the afternoon exploring the reserve’s trails, taking in the beauty of the landscape and learning about conservation efforts.

evening
:

As the day winds down, return to Jessup for a casual dinner at a farm-to-table restaurant, celebrating the local flavors of the area. Share your wildlife encounters with fellow diners and relish the farm-fresh ingredients. End your day with a peaceful evening walk along the nearby riverbank, reflecting on the beauty of nature.

day 6
Culinary Tour of Local Flavors
morning
:

Begin your day with a breakfast at a brunch spot known for its innovative dishes and local ingredients. Afterward, join a guided culinary tour that takes you through Jessup's diverse food scene, visiting various eateries and food markets. Learn about the unique flavors and culinary traditions that define the area.

afternoon
:

Continue your culinary adventure with a hands-on cooking class at a local kitchen, where you’ll learn to prepare a traditional dish. Enjoy the fruits of your labor for lunch, savoring the meal you created while sharing tips with fellow cooking enthusiasts. Spend the afternoon sampling local delicacies from food trucks and small vendors throughout the town.

evening
:

As the evening approaches, indulge in a multi-course dinner at a restaurant renowned for its gourmet offerings. Pair each course with locally sourced wines, enhancing the flavors of each dish. Conclude your culinary journey with a dessert tasting at a charming dessert shop, treating yourself to a sweet end to the day.

day 7
Historical Train Tour and Museum Visit
morning
:

Start your day with a hearty breakfast at a local café known for its classic American fare. After breakfast, head to the historic train station for a guided tour that takes you back in time, highlighting Jessup's role in the railroad industry. Learn about the significance of the trains in the development of the town while enjoying the vintage atmosphere.

afternoon
:

Following the tour, visit the nearby railroad museum to explore exhibits featuring old locomotives and artifacts. Enjoy a packed lunch at the museum's picnic area, surrounded by the rich history of transportation. Spend the afternoon participating in interactive exhibits and train-themed activities that are fun for all ages.

evening
:

As evening falls, return to Jessup for dinner at a restaurant that celebrates the town's history with a themed menu. Engage with locals who share stories of their connections to the railway, enriching your understanding of the cultural heritage. End the night with a cozy gathering at a local pub, enjoying live music and reminiscing about your day's adventures.

day 8
Shopping and Local Markets
morning
:

Start your day with a delightful breakfast at a popular brunch spot, enjoying a variety of options that cater to all tastes. Afterward, head to the local farmers market that is bustling with vendors showcasing fresh produce and artisanal goods. Take your time browsing through the stalls, sampling local treats, and chatting with the friendly vendors.

afternoon
:

After shopping for fresh ingredients, enjoy a light lunch at a nearby café that emphasizes local flavors in its menu. Spend the afternoon exploring the unique boutiques and shops in downtown Jessup, discovering handmade crafts, clothing, and souvenirs. Don't forget to stop by a local bookstore to find a good read for your downtime.

evening
:

As the sun sets, treat yourself to dinner at a trendy restaurant that features seasonal dishes inspired by the local market. Engage in conversation with fellow diners and share your favorite finds from the day. Wrap up your evening with a visit to a local ice cream shop, enjoying a sweet treat while reflecting on your fun-filled day.

day 9
Relaxation and Wellness Retreat
morning
:

Begin your day with a wholesome breakfast at a wellness café that focuses on nutritious ingredients. Afterward, head to a local spa for a relaxing massage or wellness treatment, allowing you to unwind and rejuvenate. Take your time to enjoy the serene environment and perhaps participate in a morning yoga session.

afternoon
:

After your spa experience, enjoy a light lunch at the café, selecting from a menu that supports healthy eating. Spend the afternoon at a nearby botanical garden, wandering through beautifully curated gardens and enjoying the peaceful surroundings. Consider taking part in a guided meditation session to enhance your relaxation.

evening
:

As evening approaches, dine at a health-focused restaurant that offers organic and locally sourced meals. Reflect on your day of self-care and relaxation while enjoying a calming atmosphere. End your day with an evening stroll through the gardens, taking in the scents and sights of nature as you unwind.

Discover Jessup

Read more in our Jessup 2025 Travel Guide.

Jessup Travel Guide