Rustic brick buildings in the town of New Castle, Delaware. Editorial credit: Khairil Azhar Junos / Shutterstock.com

6 Picturesque Towns in Delaware for a Weekend Retreat in 2024

Planning a trip in 2024 takes thoughtful consideration, and Delaware’s accessible size and engaging destinations make it perfect for both weekend and extended stays. Known as the "First State," Delaware blends coastal landscapes, historic sites, and contemporary architecture—from Dover's lively nature centers to the cobblestone streets of Historic New Castle—making it an appealing region for every type of traveler. Dive into centuries-old history, unwind on sandy beaches, or experience the local food scene—from casual seafood spots to refined restaurants. Whether looking to step back in time or adopt a seaside lifestyle, Delaware is ready to surprise and inspire in 2024.

Milford

The Lighthouse Church in Milford, Delaware.
The Lighthouse Church in the town of Milford, Delaware. Editorial credit: Khairil Azhar Junos / Shutterstock.com

Milford has community-led initiatives that host events and points of interest for residents and tourists. This town organization welcomes everyone to a variety of regional attractions. Abbott’s Mill Nature Center, surrounded by tranquil ponds, grassy fields, and shaded woodlands, serves as an educational haven. The expansive 377-acre Milford Millponds Nature Preserve offers five miles of trails teeming with native plants and wildlife, inviting all to discover the stunning surroundings of Delaware’s ecosystems.

For art lovers, Gallery 37 gives the opportunity to observe high-end artisan crafts and an impressive selection from over 45 artists. This museum curates an array of poetry readings, music events, trunk shows, and special exhibits, including group and invitational shows. There's The Towers Bed & Breakfast just two minutes from the gallery. Built in 1783, the Towers were designed in the opulent "steamboat Gothic" style.

Dover

The State Capitol Buildings in Dover, Delaware.
The Delaware State Capitol building in Dover, Delaware.

Dover is the town to go to for personal views of the countryside. From exhilarating horse races to a posh hotel and restaurant, Bally's Dover Casino Resort is an active center of entertainment. Not to mention, it's an accessible way to try one's luck since it has 2,000 slot machines with prices ranging from a penny to $100 per play.

For a peaceful retreat, Pickering Beach provides an idyllic escape to decompress by the water and appreciate the environment's allure. Near the beach is Wyndham Garden Dover. The Wyndham Garden Dover in Dover has well-appointed guest rooms, unique dining options, and all the comforts and conveniences expected from a top-tier hotel.

The First State Heritage Park is Delaware’s first “park without boundaries.” This urban park has been weaving together important sites throughout Dover, Delaware's capital, since 1777. Managed through a partnership between state and city agencies under Delaware State Parks, First State Heritage Park offers free admission to all its sites, making it affordable to learn from the area's legacy.

Bethany Beach

Waterfront homes in Bethany Beach, Delaware.
Waterfront homes in the town of Bethany Beach, Delaware. Editorial credit: Khairil Azhar Junos / Shutterstock.com

Bethany Beach will help get any vacation started. Experience an open boardwalk in the heart of a small beach town, where boutiques, cafes, and live performances set the stage for comfort. With its dog-friendly beach (most of the time), it’s the obvious spot for a casual stroll by the sea.

Nestled against a gentle shoreline, Bethany Beach is a family-friendly getaway with a relaxed vibe. Small, unique shops and eateries line the boardwalk, giving this recently restored beach a cozy, laid-back ambiance. Bethany Beach Ocean Suites Residence Inn is located close to the water and far from the hustle and bustle of the city. The exhilaration of sun, sand, and sea, as well as the elegant design, envelop visitors at this completely refurbished oceanfront hotel at the center of the Bethany Beach Boardwalk.

Nick’s Mini Golf in Bethany Beach is a must-visit for tourists looking for a crazy, fun mini-golf experience with a pirate theme. Families and friends can enjoy winding their way through pirate ships, waterfalls, and challenging obstacles that add an adventurous twist to classic mini-golf.

Laurel

A home in the town of Laurel, Delaware.
A restored colonial-style home in the town of Laurel, Delaware. Editorial credit: Dee Dalasio / Shutterstock.com

The town has grown and evolved into the well-liked neighborhood it is today. Laurel has something for everyone. A gem in Laurel, Trap Pond State Park boasts one of the northernmost natural stands of bald cypress trees, making it an unforgettable destination for the town's wildlife. Guests can immerse themselves in the park with pastimes like hiking, biking, fishing, and camping. For a truly magical time, paddle through the serene cypress swamp on a canoe or kayak and take in the mystique of these ancient trees up close.

A short distance away from the park, tourists can relax at the Comfort Suites in Seaford, also surrounding the Seaford Museum, Seaford Sports Complex, and the Governor Ross Mansion. Those who want to stay in Laurel can step into the past at the Laurel Heritage Museum, which is housed in the restored old train station. This historic spot, once the town’s portal for arriving travelers and departing soldiers in WWII, now showcases an impressive collection of artifacts and documents curated by the Laurel Historical Society and Delaware’s Division of Historical and Cultural Affairs.

Newark

Aerial view of Newark in Delaware.
Aerial view of Newark in Delaware. Editorial credit: Felix Mizioznikov / Shutterstock.com

Similar to the majority of Delaware's cities, Newark's history dates back to the 17th century, when people of Scottish and Irish ancestry first visited and colonized the region. For a breath of fresh air, head to the Newark Reservoir. This spot is a local favorite, showcasing picturesque views and peaceful trails. The reservoir's trails run over the water, fitting for a morning jog or a walk, calling all to stop and relax in the great outdoors. An affordable place to reside, the Quality Inn on 65 Geoffrey Drive is great for those looking for a hotel with the necessary amenities at a cheaper price.

In terms of where to find excitement, check out the Fred Rust Ice Arena, a lively rink where skaters of all levels can glide across the ice. Whether you are a seasoned pro or not, this venue guarantees a fun time for everyone. Enjoy a treat at Midnight Oil Brewing Company after a productive day. This brewery, which gets its name from the commitment it makes to "burn the midnight oil," meticulously and passionately creates its brews. Come by for a pint that’s as refreshing as it is satisfying, and raise a glass to great beer.

New Castle

Vibrant homes in New Castle, Delaware.
Vibrant homes in the town of New Castle, Delaware. Editorial credit: Lisa Rapko / Shutterstock.com

New Castle is one of Delaware’s underrated towns, blending an old-world ambiance with a dash of modern flair. With its cobblestone streets, colonial architecture, fascinating museums, excellent dining, and riverside parks, it’s a spot that lures visitors to step back in time—while enjoying all the comforts of the present. Begin the adventure at Battery Park, a restorative area where the shoreline meets a paved walking trail with sweeping sights over the water. It’s a great place for a brisk morning jog or simply taking it easy by the water.

Get ready for a distinct and local experience found at the Terry House Bed and Breakfast, a long-standing building that welcomes all to wind down with spacious private baths, queen-size beds, and modern amenities. Then, take a look at the Read House and Gardens, where the town’s historical roots jump out at tourists for an enchanting time. Inside, guided tours bring the colonial-era home to life, while outside, there are bountiful gardens. Open daily from dawn to dusk and free to wander and take pictures of timeless landscapes.

Wrapping Up

Delaware seems to get overlooked all too often, but in 2024, this state will be a refreshing and inspirational destination because of its unbelievable scenery, fascinating history, and countless outdoor activities. As far as the welcoming beaches, lush trails, and open parks to savoring homegrown flavors in markets, all will discover that the East Coast state is a place where nature blends with art, and every experience is filled with warm hospitality. For the next vacation in 2024, visit Delaware to learn, rejuvenate, and create lifelong memories.

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