Leonardtown

Travel Guide

Photo by Pla Jira
Photo by Pla Jira
The Inn at Leonardtown, Ascend Hotel Collection

The Inn at Leonardtown, Ascend Hotel Collection

2.5 out of 5
41655 Park Avenue, Leonardtown, MD
Fully refundableReserve now, pay when you stay
The price is €118 per night from 31 Aug to 1 Sept
€118
31 Aug - 1 Sept
includes taxes & fees
Stay at this hotel in Leonardtown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (143 reviews)
"Staff was very friendly, room was clean."

Reviewed on 8 Aug 2025

The Inn at Leonardtown, Ascend Hotel Collection
River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave, Colonial Beach, VA
Stay at this hotel in Colonial Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (342 reviews)
"We've been coming to Riveredge for years. We look forward to seeing what is in store with the change in ownership!! Was a bit annoying there was no hose spigot so we couldn't rinse sand off our feet after beach time. But the thing we were most disappointed with was the major change to breakfast options ..."

Reviewed on 7 Aug 2025

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River Edge Inn
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
The price is €137 per night from 1 Sept to 2 Sept
€137
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Solomons. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern Branch Library and Drum ...
7.8/10 Good! (859 reviews)
"Staff was wonderful. Pool was nice"

Reviewed on 10 Aug 2025

Solomons Inn Resort & Marina
See all 546 properties in Leonardtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Port Republic
Book a stay at this beach cabin in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions CSA Park and R&J's PlayPark are located ...
9.8/10 Exceptional! (174 reviews)
Peace and serenity
"First, Brett is an exceptional host. Very helpful and responsive. This is a very special place in a wonderful community with incredible views. Rustic, warm and the perfect place to relax. We didn’t want to leave! Highly recommend."

Reviewed on 25 Jul 2025

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby
Stay at this vacation home in Lusby. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Seahorse Beach and Drum Point Lake are located ...
10/10 Exceptional! (49 reviews)
Great location to explore the bay.
"House was as described. Includes access to two private beaches, which is a must in this area. Kids came for sharks teeth and did not leave disappointed."

Reviewed on 14 Jul 2025

Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Cheery, Peaceful Water Front Cabin on Winery Grounds

Cheery, Peaceful Water Front Cabin on Winery Grounds

Colonial Beach
Stay at this cabin in Colonial Beach. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Ingleside Vineyards and Ingleside Vineyards are ...
9.8/10 Exceptional! (51 reviews)
Cozy, peaceful cabin in the woods
"The perfect little cabin for a relaxing few days of peace, quiet and beautiful surroundings."

Reviewed on 17 Jul 2025

Cheery, Peaceful Water Front Cabin on Winery Grounds
See all properties in Leonardtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Port of Leonardtown Winery

You can enjoy a tasting or tour at Port of Leonardtown Winery during your travels to Leonardtown. Amble around this family-friendly area's riverfront or attend a sporting event.

Port of Leonardtown Winery

Leonardtown Town Hall

After visiting Leonardtown Town Hall, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Town Hall

Leonardtown Park

Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

Leonardtown Park

Leonard's Grant Recreation Area

After visiting Leonard's Grant Recreation Area, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

Leonard's Grant Recreation Area

Saint Mary's County Library Leonardtown Branch

After visiting Saint Mary's County Library Leonardtown Branch, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

Saint Mary's County Library Leonardtown Branch

New Towne Neck State Park

You can take time to visit New Towne Neck State Park during your travels to Leonardtown. Take in the festivals and sunsets in the area.

New Towne Neck State Park