3 days in Hollywood Itinerary

3 days in Hollywood Itinerary

Created using Inspirock Hollywood travel planner

This plan was created by another user. Make it your plan

Route & dates

— 2 nights


Hollywood ©
Hollywood is an unincorporated community located within St. Venture out of the city with trips to Robin Hill Farm and Vineyards (in Brandywine) and Breezy Point Beach (in Chesapeake Beach). Next up on the itinerary: do a tasting at Port of Leonardtown Winery, walk around Leonardtown Wharf Park, immerse yourself in nature at Calvert Cliffs State Park, and take an in-depth tour of Jefferson Patterson Park & Museum.

To see ratings, traveler tips, where to stay, and more tourist information, read our Hollywood journey planner.

In January in Hollywood, expect temperatures between 43°F during the day and 27°F at night. Wrap up your sightseeing on the 25th (Sat) to allow time to travel back home.

Things to do in Hollywood

Parks Wineries Nature

Side Trips

Saint Leonard, Lusby, Leonardtown, Robin Hill Farm and Vineyards, Breezy Point Beach
Highlights from your plan
Port of Leonardtown Winery ©
Port of Leonardtown Winery
Greenwell State Park ©
Greenwell State Park
Flag Ponds Nature Park ©
Flag Ponds Nature Park