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 AED 513 per night from Nov 29 to Nov 30
AED 513
AED 570 total
29 Nov - 30 Nov
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 ...
The Inn at Leonardtown, an Ascend Collection Hotel
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
22769 Three Notch Rd California MD
The price is AED 397 per night from Dec 6 to Dec 7
AED 397
AED 440 total
6 Dec - 7 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in California. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Fully refundable
The price is AED 323 per night from Dec 8 to Dec 9
AED 323
AED 359 total
8 Dec - 9 Dec
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 ...
avid hotel California - Lexington Park by IHG
See all 562 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.
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
Book a stay at this beach cottage in Benedict. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Main Beach and Long Point are located ...
9/10 Wonderful! (16 reviews)
"It was clean and very family friendly. Sophia was awesome and was easy to communicate with! We had a great fall weekend!"

Reviewed on 18 October 2026

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Fall Cove Mornings & Fireside Nights in St Inigoes

Fall Cove Mornings & Fireside Nights in St Inigoes

St Inigoes MD
Stay at this vacation home in Saint Inigoes. Enjoy a garden, laundry facilities, and patios. Popular attractions Historic St. Mary's City and Saint Inigoes State ...
Fall Cove Mornings & Fireside Nights in St Inigoes
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Book a stay at this family-friendly cottage in Fishing Creek. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions P. L. Jones Marina and ...
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
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

Port of Leonardtown Winery

8.8/10 (13 reviews)
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.
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