Pages Navigation Menu

Come spend the weekend with Caroline!

Welcome to Caroline County

Located on the Chesapeake Peninsula between the Choptank River and the Mason-Dixon Line, Caroline is the perfect destination for heritage enthusiasts and outdoor adventurers. Here you’ll find a rural and relaxing lifestyle where you can ease all the way back to the 1700’s, retrace Underground Railroad pathways, and revisit captivating stories of the Civil War. Enjoy Caroline’s wealth of unique heritage experiences, nature preserves, winding waterways, gently curving countryside, small town charm and one-of-a-kind group excursions.

Most Recent Articles

Antique Car Show in Preston

The Preston Historical Society is hosting an Antique Car Show on Saturday, June 3, 2017, from 10am to 2pm, in Preston.  The event will take place at the entrance of the Fletcher Farm, located  next to Accounting...

Read More

Denton’s Garden Gala set for June 10th

Downtown Denton Main Street invites you to their annual Garden Gala on June 10th 2017 from 5-8pm. The event will benefit Denton’s Community Demonstration Garden and feature seasonally-inspired light fare,...

Read More

Shore Shakespeare Returns to Caroline!

Shore Shakespeare is delighted to announce its forhcoming 5-county tour of...

Read More

American Pickers is coming to Maryland!

AMERICAN PICKERS is a documentary series on the History channel that explores...

Read More

April Third Thursday

April 20th is Third Thursday in Downtown Denton, where restaurants &...

Read More

New York Times: Harriet Tubman’s Path to Freedom

The New York Times featured the Harriet Tubman Underground Railroad Byway in...

Read More

Discovering the Native Landscapes of Maryland’s Eastern Shore at Adkins Arboretum’s 2017 Juried Art Show

Playful, beautiful, zesty and often reverent, the artworks in Discovering the...

Read More

Adkins Arboretum Offers 2017 Botanical Art Series

Adkins Arboretum has announced a series of botanical art programs taught by...

Read More

March Third Thursday in Denton

Don’t miss March’s Third Thursday on March 16th! Head downtown for this...

Read More
Page 1 of 3412345...102030...Last »