Leonardtown

Travel Guide

Early morning fog over Breton Bay, Leonardtown, Maryland, December 2018.
Breton Bay panorama
A pier juts into the mirror-like waters of Breton Bay, in Leonardtown, Maryland.
Leonardtown
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 CA $180 per night from Apr 27 to Apr 28
CA $180
per night
Apr 27 - Apr 28
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 ...
9.4/10 Exceptional! (171 reviews)
Great place to stay with nearby restaurants.

Reviewed on Mar 15, 2026

The Inn at Leonardtown, an Ascend Collection Hotel
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
The price is CA $141 per night from Mar 29 to Mar 30
CA $141
per night
Mar 29 - Mar 30
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Wildewood Shopping Center ...
9.2/10 Wonderful! (37 reviews)
New and clean

Reviewed on Mar 27, 2026

avid hotel California - Lexington Park by IHG
Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

2.5 out of 5
21885 Three Notch Rd Lexington Park MD
The price is CA $146 per night from Apr 20 to Apr 21
CA $146
per night
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Lexington Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (680 reviews)
Easy access to Rt 4 Good cookies

Reviewed on Mar 25, 2026

Comfort Inn & Suites Lexington Park near Pax River
See all 567 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.
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Lusby MD
Stay at this vacation home in Lusby. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Chesapeake Hills Golf Course and Annmarie Sculpture ...
9.6/10 Exceptional! (8 reviews)
The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again.

Reviewed on Feb 24, 2026

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Quaint waterfront home with private beach

Quaint waterfront home with private beach

Montross VA
Book a stay at this beach vacation home in Montross. Enjoy a beach locale, laundry facilities, and tennis courts. Popular attractions Trent Island and Coles ...
10/10 Exceptional! (33 reviews)
We had a wonderful stay! Perfect place for our family to relax after the holidays.

Reviewed on Dec 30, 2025

Quaint waterfront home with private beach
Rest & Recharge, A-frame Cabin on Winery Grounds

Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach VA
Stay at this cabin in Colonial Beach. Enjoy free WiFi, a garden, and patios. Popular attractions Ingleside Vineyards and Ingleside Vineyards are located ...
9.8/10 Exceptional! (59 reviews)
Always a great stay!

Reviewed on Feb 16, 2026

Rest & Recharge, A-frame 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

Breton Bay Golf Course

Enjoy a round of golf in Leonardtown at Breton Bay Golf Course. Take in the festivals and sunsets in the area.

Breton Bay Golf Course

MedStar Saint Mary's Hospital

Though MedStar Saint Mary's Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Leonardtown while you are here.

MedStar Saint Mary's Hospital

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

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

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

Sandyland Beach

Why not spend a lazy afternoon at Sandyland Beach during your trip to Leonardtown? Take in the festivals and sunsets in the area.

Sandyland Beach