Leonardtown, MD

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 AED 485 per night from Oct 19 to Oct 20
AED 485
AED 539 total
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 September 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 AED 446 per night from Oct 9 to Oct 10
AED 446
AED 495 total
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! (927 reviews)
"The man at the desk was exceptionally nice, offered us an upgrade to our room and gave my son a toy. The room was clean, the bedding, comfortable, and there was some great options for breakfast. I would definitely go back!"

Reviewed on 24 September 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! (382 reviews)
"Parking was great, it was just a nice vibe. Staff was awesome and friendly. I love Colonial Beach and Rivers Edge Inn."

Reviewed on 28 September 2025

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River Edge Inn
See all 557 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.
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 September 2025

Cheery, Peaceful Water Front Cabin on Winery Grounds
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 ...
10/10 Exceptional! (7 reviews)
"Property was very pet friendly. My dogs loved the yard and teasing the squirrels nearby. Property is in a very quaint quiet neighborhood. If it is peace and tranquility you are seeking, look no further than here."

Reviewed on 13 September 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! (51 reviews)
"Clean & nice house. Owners were kind and helpful!"

Reviewed on 17 September 2025

Waterfront with spectacular view, close to restaurants and bars
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