Leonardtown

Travel Guide

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

The Inn at Leonardtown, an Ascend Collection Hotel

2.5 out of 5
41655 Park Avenue, Leonardtown, MD
The price is €125 per night from 19 Oct to 20 Oct
€125
19 Oct - 20 Oct
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! (148 reviews)
"Incredible staff, great place"

Reviewed on 18 Sept 2025

The Inn at Leonardtown, an Ascend Collection Hotel
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 €118 per night from 9 Oct to 10 Oct
€118
9 Oct - 10 Oct
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! (930 reviews)
"This place is great! I heard it had been closed for awhile for remodeling and although the structure is the same the inside was fabulous. New, clean, beds were very comfortable,. They went out of the way to accommodate us. The only thing was, in our room we must have been by the air conditioning ..."

Reviewed on 30 Sept 2025

Solomons Inn Resort & Marina
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 an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (383 reviews)
"No complaints, the beach was right there and checking in was quick and easy. Would stay there again."

Reviewed on 4 Oct 2025

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River Edge Inn
See all 554 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.
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Piney Point
Stay at this vacation home in Piney Point. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Piney Point Beach and Piney Point Lighthouse ...
9.8/10 Exceptional! (8 reviews)
"It was a very cute ,extremely clean and cozy little place. Perfect for us . Landlord was always available to answer any question . It was exactly what I needed."

Reviewed on 4 Oct 2025

Tiny, Funky, and Full of Love - Welcome to the Love Shack
Waterfront with spectacular view, close to restaurants and bars

Waterfront with spectacular view, close to restaurants and bars

Colonial Beach
Stay at this vacation home in Colonial Beach. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Bayside Marina and Colonial Beach are located ...
9.8/10 Exceptional! (53 reviews)
"Beautiful and relaxing. This was our first time staying in a VRBO and it did not disappoint. We absolutely loved staying at Colonial Beach and our VRBO was amazing. It was quiet and comfy. Just perfect. We will be back!"

Reviewed on 2 Oct 2025

Waterfront with spectacular view, close to restaurants and bars
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! (52 reviews)
"Very quiet and great location."

Reviewed on 3 Sept 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