Leonardtown, MD

Travel Guide

A rural landscape with a barn, trees, and a fence under a sunset sky.
A lakeside view with trees, a wooden dock, and a small shed.
A wooden pier extending into calm water with a clear sky and distant land.
A driftwood log on a sandy beach with the ocean in the background.
A snow-covered residential area with houses and a street lamp.
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 ¥25,951 per night from Aug 2 to Aug 3
¥25,951
¥28,806 total
Aug 2 - Aug 3
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 ...
9.4/10 Exceptional! (181 reviews)
"This hotel is very cute, clean and centrally located to the downtown Leonardtown area. Parking was very accessible and easy and I loved that breakfast was included. My only issue was the woman working at the front desk when we checked in. She was grumpy and not very friendly. We arrived at noon so ..."

Reviewed on Jun 23, 2026

The Inn at Leonardtown, an Ascend Collection Hotel
River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave Colonial Beach VA
The price is ¥15,341 per night from Jul 20 to Jul 21
¥15,341
¥18,697 total
Jul 20 - Jul 21
includes taxes & fees
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. ...
River Edge Inn
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 ¥14,827 per night from Aug 3 to Aug 4
¥14,827
¥16,457 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Wildewood Shopping Center ...
9.4/10 Exceptional! (155 reviews)
"This hotel doesn't honor requests for stay in non-pet rooms when you have allergies. The rooms have major odor issues."

Reviewed on Jul 15, 2026

avid hotel California - Lexington Park by IHG
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.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Newburg MD
Stay at this cottage in Newburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cooksey Island and Aqualand Marina are located ...
9.8/10 Exceptional! (161 reviews)
"This was a perfect getaway for our 5th wedding anniversary. It was great that we were able to bring our 2 dogs along. Very relaxing stay."

Reviewed on Jun 8, 2026

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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! (67 reviews)
"The property was cozy, the air flow into the downstairs bedroom was a problem. It was a good 15 degrees hotter than the rest of the house. The shower was functional but needs some repair. The firepit needs to be rebuilt so we couldn’t use it."

Reviewed on Jun 29, 2026

Rest & Recharge, A-frame Cabin on Winery Grounds
Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Heathsville VA
Book a stay at this beach cottage in Heathsville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Marshalls Beach and Cordreys Beach are located ...
10/10 Exceptional! (31 reviews)
"My husband and I thoroughly enjoyed our stay at Kozy Cottage. It was exactly what we were looking for—a peaceful, quiet, and relaxing getaway. The beautiful river view was the perfect backdrop for enjoying our morning coffee and unwinding in the evenings. From the moment we arrived, it was clear ..."

Reviewed on Jul 13, 2026

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views
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.

Stay near popular Leonardtown attractions

Cities near Leonardtown