Maryland

16 Mar 2025Updated last time

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7 Best Places Mother-Daughter Trips In Maryland

Mother-Daughter Getaways in Maryland

Maryland, often referred to as "America in Miniature," offers a diverse range of destinations perfect for a memorable mother-daughter trip. Whether you're looking to explore charming historic towns, enjoy outdoor adventures, or relax by the beach, Maryland has something to offer every duo. From the bustling waterfronts of Annapolis and Ocean City to the serene beauty of Deep Creek Lake and Assateague Island, each location provides unique experiences and cherished moments. Delight in the picturesque streets and maritime history of St. Michaels, the vibrant arts scene and historical richness of Frederick, and the peaceful shores of Chesapeake Beach. These seven incredible places ensure an unforgettable journey filled with laughter, bonding, and exploration.

Recommended Activities

1
Annapolis
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Annapolis is a charming historic town known for its colonial architecture, the United States Naval Academy, and a vibrant waterfront. It's perfect for strolling through picturesque streets, enjoying seafood, and sailing.
2
Deep Creek Lake
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Deep Creek Lake offers a perfect retreat into nature with activities like boating, fishing, hiking, and skiing in the winter. The scenic beauty and outdoor adventures make it a great destination for bonding.
3
Ocean City
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Ocean City is a bustling beach town famous for its long boardwalk, amusement parks, and sandy shores. It is an ideal place for a fun-filled trip, complete with sunbathing, swimming, shopping, and dining.
4
St. Michaels
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St. Michaels is a quaint waterfront town featuring charming boutiques, seafood restaurants, and the Chesapeake Bay Maritime Museum. It offers a relaxing atmosphere and a glimpse into maritime history.
5
Frederick
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Frederick combines rich history with a vibrant arts scene. Explore Civil War sites, unique shops, art galleries, and a variety of restaurants. The picturesque downtown and surrounding countryside are perfect for exploration.
6
Chesapeake Beach
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Chesapeake Beach is known for its serene beaches, water park, fishing opportunities, and scenic views of the Chesapeake Bay. It's a quieter, family-friendly destination ideal for relaxation and outdoor fun.
7
Assateague Island
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Assateague Island is famous for its wild horses, pristine beaches, and diverse wildlife. Visitors can enjoy outdoor activities such as camping, hiking, birdwatching, and kayaking while experiencing unspoiled natural beauty.

Restaurants

The Black Olive
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4.2
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The Black Olive
A unique dining experience featuring authentic Greek cuisine with a focus on fresh seafood and organic ingredients, located in a charming historic building in Baltimore's Fells Point.
4.2
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The Owl Bar
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4
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The Owl Bar
Located in the historic Belvedere Hotel in Baltimore, this establishment offers a quirky atmosphere with its original Prohibition-era decor, craft cocktails, and delicious pub fare.
4
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Dangerously Delicious Pies
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4.3
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Dangerously Delicious Pies
Specializing in both sweet and savory pies, this Baltimore-based restaurant offers an eclectic menu and a rock-and-roll vibe, making it a must-visit for pie enthusiasts.
4.3
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Miss Shirley's Cafe
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4.6
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Miss Shirley's Cafe
Known for its creative breakfast and brunch dishes, Miss Shirley's Cafe provides a charming and vibrant atmosphere with a menu that features Southern-inspired comfort food.
4.6
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Volt
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3.8
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Volt
Located in an elegant 19th-century brownstone in Frederick, Volt is renowned for its innovative New American cuisine and sophisticated dining experience crafted by celebrity chef Bryan Voltaggio.
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Stay Recommendations

1840s Carrollton Inn
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4.1
1840s Carrollton Inn
A beautifully restored boutique bed and breakfast situated in a series of historic row houses in Baltimore, offering luxurious accommodations with antique furnishings and modern amenities.
4.1
The Spencer-Silver Mansion
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4.9
The Spencer-Silver Mansion
This elegant Victorian mansion in Havre de Grace offers a unique B&B experience with charming period decor and personalized service, set within beautiful gardens.
4.9
The Ivy Hotel, Maryland
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4.8
The Ivy Hotel, Maryland
An exquisite boutique hotel located in a historic Mount Vernon mansion in Baltimore, providing an intimate and luxurious atmosphere with opulent suites and world-class service.
4.8
The Inn at Perry Cabin
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4.5
The Inn at Perry Cabin
Situated on the waterfront in St. Michaels, this luxury resort offers a serene retreat with stunning views of the Chesapeake Bay, elegant accommodations, and a full-service spa.
4.5
The Inn at Henderson's Wharf
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4.6
The Inn at Henderson's Wharf
Nestled in Baltimore's historic Fell’s Point, this waterfront boutique hotel features charming nautical-themed rooms, scenic harbor views, and a tranquil atmosphere perfect for relaxation.
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Local Events & Happenings

The Wood Brothers w/ Mason Via
The Wood Brothers w/ Mason Via
The event will take place at Maryland Hall for the Creative Arts in Annapolis.
Maryland Hall for the Creative Arts in Annapolis (11.86 mi)
12 Aug 2025
Visit Website
Donavon Frankenreiter
Donavon Frankenreiter
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
13 Aug 2025
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Sara Evans
Sara Evans
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
15 Aug 2025
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The Doo Wop Project (21 & Over)
The Doo Wop Project (21 & Over)
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
16 Aug 2025
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Jimmie Vaughan & The Tilt-A-Whirl Band
Jimmie Vaughan & The Tilt-A-Whirl Band
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
17 Aug 2025
Visit Website
Tim O'Brien w/ Jan Fabricius
Tim O'Brien w/ Jan Fabricius
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
17 Aug 2025
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Adam Ezra Group
Adam Ezra Group
The event will take place at Rams Head On Stage in Annapolis.
Rams Head On Stage in Annapolis (11.86 mi)
18 Aug 2025
Visit Website