14 days in Eastern Shore Itinerary

14 days in Eastern Shore Itinerary

Created using Inspirock Eastern Shore travel route planner
©
Make it your trip
Fly to Philadelphia International Airport, Drive to Chesapeake City
1
Chesapeake City
— 1 night
Drive
2
Ocean City
— 6 nights
Unknown
3
Assateague Island
— 1 night
Unknown
4
St. Michaels
— 5 nights
Fly

S M T W T F S
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18

Chesapeake City — 1 night

Chesapeake City is a town in Cecil County, Maryland, USA. The population was 673 at the 2010 census.The town was originally named by Bohemian colonist Augustine Herman the Village of Bohemia — or Bohemia Manor — but the name was changed in 1839 when the Chesapeake and Delaware Canal (C&D Canal) was built. Kick off your visit on the 1st (Wed): take an in-depth tour of C&D Canal Museum and then awaken your taste buds at M/V Bay Breeze of Chesapeake City. Get ready for a full day of sightseeing on the 2nd (Thu): don't miss a visit to Mount Harmon Plantation and then admire the majestic nature at Elk Neck State Park.

For maps, where to stay, and more tourist information, go to the Chesapeake City trip planner.

Atlanta to Chesapeake City is an approximately 5.5-hour combination of flight and car. You can also drive. In June, Chesapeake City is a bit cooler than Atlanta - with highs of 82°F and lows of 63°F. Wrap up your sightseeing on the 2nd (Thu) early enough to drive to Ocean City.
more
Nature · Museums · Parks · Tours
Side Trips

Ocean City — 6 nights

One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.
Ocean City is known for sightseeing, beaches, and theme parks. Your trip includes some of its best attractions: kick back and relax at Ocean City Beach, walk around Northside Park, take in the waterfront at Ocean City Boardwalk, and admire the majestic nature at Assateague State Park.

For traveler tips, maps, photos, and other tourist information, go to the Ocean City trip itinerary planner.

Traveling by car from Chesapeake City to Ocean City takes 2.5 hours. Alternatively, you can drive. In June, plan for daily highs up to 79°F, and evening lows to 65°F. Cap off your sightseeing on the 8th (Wed) early enough to travel to Assateague Island.
more
Theme Parks · Outdoors · Parks · Tours
Side Trip

Assateague Island — 1 night

Kick off your visit on the 9th (Thu): look for all kinds of wild species at Assateague Island National Seashore.

To find maps, other places to visit, reviews, and tourist information, go to the Assateague Island journey planner.

The Route module can help you plan travel from Ocean City to Assateague Island. In June, daytime highs in Assateague Island are 79°F, while nighttime lows are 65°F. Cap off your sightseeing on the 9th (Thu) early enough to travel to St. Michaels.
more
Nature · Wildlife · Parks
Highlights from your trip

St. Michaels — 5 nights

Venture out of the city with trips to Cambridge (Harriet Tubman Museum and Educational Center, Blackwater National Wildlife Refuge, &more).

To see ratings, other places to visit, and tourist information, read St. Michaels road trip planning tool.

Use the Route module to find suitable travel options from Assateague Island to St. Michaels. In June, daily temperatures in St. Michaels can reach 84°F, while at night they dip to 66°F. Wrap up your sightseeing on the 14th (Tue) to allow time to fly back home.
more
Museums · Parks · Historic Sites · Outdoors
Side Trips