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
The price is €142 per night from 1 Nov to 2 Nov
€142
1 Nov - 2 Nov
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! (191 reviews)
"A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room ..."

Reviewed on 1 Oct 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 €96 per night from 14 Oct to 15 Oct
€96
14 Oct - 15 Oct
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 ...
9.6/10 Exceptional! (219 reviews)
"Staff were always helpful, and breakfast was great. Also loved the availability of coffee and teas in the lobby. Shower and bathrooms were clean. And the bed was super clean and comfortable."

Reviewed on 4 Oct 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
Fully refundableReserve now, pay when you stay
The price is €76 per night from 12 Oct to 13 Oct
€76
12 Oct - 13 Oct
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. ...
River Edge Inn
See all 576 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.
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Fishing Creek MD
Stay at this family-friendly holiday home in Fishing Creek. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. ...
9.8/10 Exceptional! (58 reviews)
"The house is absolutely adorable with so many beautiful touches. Very clean and accommodating.. The walk to the water is absolutely disgusting. It smells, it’s oily, and we couldn’t even allow our dog to walk down there. We were very disappointed because we wanted her to swim for the first time and ..."

Reviewed on 7 Sept 2026

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
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! (15 reviews)
"Very cute..but very tiny and super dated. Duplex. Not entire house to self. ..through a door is other people....noise Porch, yard firepit and views great! Steps to house steep. No handrails. Careful. No access to beach....all grown up grass weeds trees.. No deck/dock as described on property.pic ..."

Reviewed on 23 Aug 2026

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Bright and airy waterfront getaway

Bright and airy waterfront getaway

Benedict MD
Stay at this beach holiday home in Benedict. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Main Beach and Long Point are located ...
9.8/10 Exceptional! (26 reviews)
"The house was spotless, boasting a fantastic location with gorgeous water views and a peaceful, away-from-it-all vibe. Unfortunately, communication was an issue; it was difficult to reach the host for check-in instructions. Providing these details proactively before arrival would greatly improve ..."

Reviewed on 3 Oct 2026

Bright and airy waterfront getaway
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

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.
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