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Stroll Around Town

Enjoy the Quaint and Beautiful Towns Along the Delaware Bayshore Byway

The Delaware Bayshore Byway is replete with beautiful and unique small towns, showcasing the expansive history and culture of a people deeply connected to life on the water. 

Make a day of it with this preset itinerary on the Delaware Bayshore Byway and explore quaint villages and towns. Discover hidden gems and enjoy a slower pace of life.

Key Activities in this Itinerery

Shopping

Photo Spots

Historical Interest

Trip At-A-Glance
6 stops
About 83 miles
About 8 hours

Located on the Delaware River just six miles south of Wilmington, the city serves as the northern gateway to the Delaware Bayshore Byway. A stroll through the historic district will transport you back to the 1700s when the seeds of a new country were taking root.  Some places to explore include:

Historic New Castle

211 Delaware St.
New Castle, DE 19720

30 Clinton St.
Delaware City, DE 19706

Delaware City is a quaint riverfront community proud of its rich history. Located on the Delaware River in New Castle County, you’ll find Delaware City is home to many natural and historic treasures.

  • Fort Delaware State Park
    Take a boat ride over to Pea Island and tour historic Fort Delaware
  • Crabby Dicks
    Grab a beverage or meal on their deck for a great view of the Delaware River
  • Delaware City Battery Park
    Explore the small waterfront park, see the historic lock, and watch the big ships in the bay

You’ll feel Leipsic’s relaxed vibe as you walk along the water, which has helped the town become a popular spot for fishermen and crabbers, and a quintessential spot for quiet living along the water.

  • The Wheel of Fortune House
    Drive by this historic home, probably named as a play on words for the owner – John Chance.
  • Sambo’s Tavern
    Down-to-earth restaurant known for their crabs. It is closed from late October – early April.

Leipsic

283 Front St.
Leipsic, DE 19901

458 Main St.
Little Creek, DE 19961

The Town of Little Creek, settled in the early 1800’s, allegedly was first inhabited by pirates. Originally called Little Landing, the town was most prosperous in the late 1800’s when a thriving oyster industry emerged.

  • Little Creek Dog Park and Playground
    Take a break to let your four-footed or two footed friends play in this beautiful playground with an adjacent dog park.
  • Old Stone Tavern
    Drive by this historic home (not a tavern!)  from the 1800’s – located next to the playground.

Stroll through downtown Milford and you’ll come upon three contiguous National Register Historic Districts: North Milford, Victorian, and Shipyard Historic Districts

  • Stroll the Riverwalk
    Meander along the Mispillion River while enjoying the painted boats, historic buildings and engaging shops.
  • Explore Walnut St.
    The main shopping street in Milford, Walnut has a plethora of boutiques, galleries, and charming restaurants and also the Milford Museum.

18 S Walnut St.
Milford, DE 19963

210 Union St.
Milton, DE 19968

In the historic Town Center, you’ll have fun exploring dozens of small businesses, including famous King’s Ice Cream on Union Street – don’t miss the Milton Theatre.

Looking to add on?

Continue South to the beach town of Lewes - the First Town in the First State

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