Leonardtown

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
Fully refundable
The price is €148 per night from 27 Jul to 28 Jul
€148
27 Jul - 28 Jul
includes taxes & fees
Stay at this hotel in Leonardtown. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff in their 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 23 Jun 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 €93 per night from 22 Jul to 23 Jul
€93
22 Jul - 23 Jul
includes taxes & fees
Stay at this business-friendly hotel in California. Enjoy free breakfast, free Wi-Fi and a fitness centre. Popular attractions Wildewood Shopping Center and ...
9.4/10 Exceptional! (143 reviews)
"yes"

Reviewed on 6 Jul 2026

avid hotel California - Lexington Park by IHG
River Edge Inn

River Edge Inn

2.5 out of 5
30 Colonial Ave Colonial Beach VA
The price is €99 per night from 8 Jul to 9 Jul
€99
8 Jul - 9 Jul
includes taxes & fees
Stay at this hotel in Colonial Beach. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.2/10 Very good! (462 reviews)
"Nice stay, clean hotel, friendly staff, easy access to the beach and nice pool. Could use a couple more umbrellas poolside. Bed pillows not great. Very lumpy so bring your own. Preference was to stay on the second floor, not the first floor with the doors out to parking lot. Breakfast is basic bagels, ..."

Reviewed on 5 Jul 2026

River Edge Inn
See all 571 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.
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 Wi-Fi, 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 8 Jun 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 Wi-Fi, a garden and patios. Popular attractions Ingleside Vineyards and Ingleside Vineyards are located ...
9.8/10 Exceptional! (66 reviews)
"We enjoyed our stay. The winery next door was a gem with the shaded courtyard and Sunday music. Setting is beautiful and bed was comfortable. We enjoyed the Sunflower restaurant in Colonial beach. Also 1892 and boutique shop nearby. Unique antiques on Rt 301 was awesome. People in area are very friendly ..."

Reviewed on 22 Jun 2026

Rest & Recharge, A-frame Cabin on Winery Grounds
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD
Stay at this beach cottage in Benedict. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Main Beach and Long Point are located nearby.
9.2/10 Wonderful! (10 reviews)
"We had a very quiet, relaxing stay. The view was amazing."

Reviewed on 26 Jun 2026

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
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.

Stay near popular Leonardtown attractions

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.
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