16 days in Maryland Itinerary

16 days in Maryland Itinerary

Created using Inspirock Maryland attractions planner

Plan created by another user. Make it yours
1
Baltimore
— 4 nights
2
Oakland
— 2 nights
3
Hagerstown
— 3 nights
4
St. Michaels
— 2 nights
5
Ocean City
— 4 nights

S M T W T F S
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21
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24
25
26
27
28
29
30
31
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4
nights
Baltimore

Baltimore ©

City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Venture out of the city with trips to Annapolis (Annapolis Historic District, Susan Campbell Park, &more). Next up on the itinerary: try to win big at Horseshoe Casino, sample the fine beverages at Sagamore Spirit Distillery, soothe aching muscles at ROAM Fitness, and stop by Hampden.

For photos, ratings, reviews, and more tourist information, refer to the Baltimore trip planner.

Philadelphia to Baltimore is an approximately 2-hour train ride. You can also drive; or take a bus. December in Baltimore sees daily highs of 50°F and lows of 37°F at night. Cap off your sightseeing on the 26th (Sat) early enough to travel to Oakland.

Things to do in Baltimore

Parks · Neighborhoods · Zoos & Aquariums · Museums

Side Trips

Highlights from your plan
Sagamore Spirit Distillery ©
Sagamore Spirit Distillery
Horseshoe Casino ©
Horseshoe Casino
The Walters Art Museum ©
The Walters Art Museum

2
nights
Oakland

Oakland ©
Oakland is a town in the west-central part of Garrett County, Maryland. Kick off your visit on the 27th (Sun): explore the activities along Deep Creek Lake State Park, stop by FireFly Farms, then hit the slopes at Wisp Resort, and finally admire the majestic nature at Swallow Falls State Park. Here are some ideas for day two: examine the collection at Garrett County Historical Museum, then have fun and explore at The Discovery Center, and then contemplate the long history of Spruce Forest Artisan Village.

Plan my trip to Oakland with suggested itineraries provided by Inspirock.

Drive from Baltimore to Oakland in 3.5 hours. Traveling from Baltimore in December, expect Oakland to be little chillier, temps between 38°F and 26°F. Finish up your sightseeing early on the 28th (Mon) so you can travel to Hagerstown.

Things to do in Oakland

Parks · Nature · Museums · Childrens Museums

Side Trips

Highlights from your plan
Deep Creek Lake State Park ©
Deep Creek Lake State Park
Garrett County Historical Museum ©
Garrett County Historical Museum
Swallow Falls State Park ©
Swallow Falls State Park

3
nights
Hagerstown

Hagerstown ©
Hagerstown is a city in Washington County, Maryland, United States. You'll find plenty of places to visit near Hagerstown: National Shrine Grotto of Lourdes (in Emmitsburg) and Frederick (Historic Downtown Frederick & Escape This Frederick). On the 29th (Tue), spend a day delving into the history of Antietam National Battlefield. There's much more to do: admire the masterpieces at Washington County Museum of Fine Arts, don't miss a visit to Lockhouse 49, and go for a walk through The Hagerstown Cultural Trail.

To find photos, maps, reviews, and tourist information, you can read our Hagerstown online trip maker.

Traveling by car from Oakland to Hagerstown takes 2.5 hours. Expect somewhat warmer temperatures when traveling from Oakland in December; daily highs in Hagerstown reach 46°F and lows reach 32°F. Finish up your sightseeing early on the 31st (Thu) so you can travel to St. Michaels.

Things to do in Hagerstown

Historic Sites · Nature · Parks · Museums

Side Trips

Highlights from your plan
Antietam National Battlefield ©
Antietam National Battlefield
Washington County Museum of Fine Arts ©
Washington County Museum of Fine Arts
National Shrine Grotto of Lourdes ©
National Shrine Grotto of Lourdes

2
nights
St. Michaels

St. Michaels ©
On the 1st (Fri), see the interesting displays at The Oxford Museum, take in nature's colorful creations at Neild Museum and Herb Garden, then steep yourself in history at The Third Haven Friends Meeting House, and finally examine the collection at Tuckahoe Steam and Gas Association. Get ready for a full day of sightseeing on the next day: see the interesting displays at Tilghman Watermans Museum, stop by The Amish Market, then relax and rejuvenate at some of the top local wellness centers, and finally sample the fine beverages at Lyon Rum Distillery & Tasting Room.

To find more things to do, maps, photos, and more tourist information, read St. Michaels trip planner.

Traveling by car from Hagerstown to St. Michaels takes 2.5 hours. In December, daily temperatures in St. Michaels can reach 50°F, while at night they dip to 36°F. Finish your sightseeing early on the 2nd (Sat) to allow enough time to drive to Ocean City.

Things to do in St. Michaels

Museums · Shopping · Historic Sites · Parks

Side Trips

Highlights from your plan
Tilghman Watermans Museum ©
Tilghman Watermans Museum
Lyon Rum Distillery & Tasting Room ©
Lyon Rum Distillery & Tasting Room
Spas & Wellness

4
nights
Ocean City

Ocean City ©

The White Marlin Capital of the World

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.
Venture out of the city with trips to Delmarva Discovery Center (in Pocomoke City), Chesapeake Ghost Walks (in Marion Station) and Salisbury (Ward Museum of Wildfowl Art, Eastern Shore Baseball Hall of Fame Museum, &more). There's much more to do: stroll around Northside Park, kick back and relax at Ocean City Beach, examine the collection at Ocean City Life-Saving Station Museum, and view the masterpieces at Bishop's Stock Fine Art, Craft & Wine.

To find more things to do, traveler tips, other places to visit, and tourist information, read our Ocean City trip planner.

You can drive from St. Michaels to Ocean City in 2 hours. Other options are to do a combination of taxi and shuttle; or do a combination of taxi and bus. In January, daily temperatures in Ocean City can reach 43°F, while at night they dip to 27°F. Finish up your sightseeing early on the 6th (Wed) so you can go by car back home.

Things to do in Ocean City

Museums · Parks · Beaches · Outdoors

Side Trips

Highlights from your plan
Crisfield Heritage Foundation ©
Crisfield Heritage Foundation
Northside Park ©
Northside Park
OC Massage ©
OC Massage

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