33 days in Eastern Shore Itinerary

The town of Elkton is the county seat of Cecil County, Maryland, United States. Kids will enjoy Milburn Orchards and Historical Society of Cecil County. Explore hidden gems such as Plumpton Park Zoo and Fairhill Scottish Games. Explore Elkton's surroundings by going to Earleville (Mount Harmon Plantation & Painted Sky Alpaca Farm & Fiber Mill). There's lots more to do: head outdoors with Outdoor Activities, admire the sheer force of Gilpin's Falls, examine the collection at Upper Bay Museum, and get engrossed in the history at C&D Canal Museum.

To see reviews, where to stay, more things to do, and tourist information, go to the Elkton trip planner.

Melbourne, Australia to Elkton is an approximately 26-hour combination of flight and car. The time zone changes from Australian Eastern Standard Time (AEST) to Eastern Standard Time (EST), which is usually a -15 hour difference. Prepare for somewhat warmer weather when traveling from Melbourne in September: high temperatures in Elkton hover around 31°C and lows are around 18°C. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Stevensville.

Stevensville is a census-designated place (CDP) in Queen Anne's County, Maryland, and is the county's most populous place among both CDPs and municipalities. You'll explore the less-touristy side of things at Terrapin Nature Park and Casey Michelle Charters. Kids will appreciate attractions like Fishing Charters & Tours and Matapeake Clubhouse and Beach. The adventure continues: cast your line with Lead Dog Charters and brush up on your knowledge of spirits at Blackwater Distilling & Tavern.

To find reviews, traveler tips, and tourist information, use the Stevensville trip itinerary planner.

Getting from Elkton to Stevensville by car takes about 1.5 hours. Other options: drive. In September, plan for daily highs up to 30°C, and evening lows to 20°C. On the 26th (Thu), you're off to St. Michaels.

Explore hidden gems such as 1879 Hooper Strait Lighthouse and Long Wharf Park. Change things up with these side-trips from St. Michaels: Eastern Neck National Wildlife Refuge (in Rock Hall) and Cambridge (Spocott Windmill Foundation, Inc. & Choptank River Lighthouse).

To find where to stay, traveler tips, photos, and other tourist information, read St. Michaels travel route website.

You can drive from Stevensville to St. Michaels in an hour. Alternatively, you can drive. Expect a daytime high around 31°C in September, and nighttime lows around 19°C. Wrap up your sightseeing on the 1st (Tue) to allow time to drive to Crisfield.

Crisfield is a city in Somerset County, Maryland, United States, located on the Tangier Sound, an arm of the Chesapeake Bay. Eschew the tourist crowds and head to Janes Island State Park and The Bay Gift Vault. Step out of Crisfield with an excursion to Bordeleau Vineyards & Winery in Eden--about 42 minutes away. There's still lots to do: take in the waterfront activity at Somers Cove Marina, see the interesting displays at Crisfield Heritage Foundation, and step off the mainland to explore Smith Island.

To find reviews, other places to visit, more things to do, and more tourist information, you can read our Crisfield travel planner.

Traveling by car from St. Michaels to Crisfield takes 2 hours. In October, daily temperatures in Crisfield can reach 25°C, while at night they dip to 14°C. On the 5th (Sat), wrap the sightseeing up by early afternoon so you can travel to Assateague Island.

Spend the 6th (Sun) exploring nature at Assateague Island National Seashore.

You can plan Assateague Island trip in no time by asking Inspirock to help create your itinerary.

Explore your travel options from Crisfield to Assateague Island with the Route module. In October, daily temperatures in Assateague Island can reach 24°C, while at night they dip to 13°C. You will leave for Ocean City on the 8th (Tue).

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.

Kids will enjoy Ocean City Boardwalk and Oceanic Fishing Pier. Eschew the tourist crowds and head to Lost Treasure Golf and Art League of Ocean City. Get out of town with these interesting Ocean City side-trips: Salisbury (Nutters Crossing Golf Club, Ward Museum of Wildfowl Art, &more). There's lots more to do: enjoy the sand and surf at Ocean City Beach, stroll around Northside Park, get in on the family fun at Trimper Rides and Amusement Park, and relax and rejuvenate at some of the best spas.

Ask Inspirock to suggest an itinerary and make planning a trip to Ocean City fast, fun, and easy.

Use the Route module to find suitable travel options from Assateague Island to Ocean City. Expect a daytime high around 24°C in October, and nighttime lows around 13°C. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel back home.