Hotels near Port of Leonardtown Winery Leonardtown

your current months are December, 2024 and January, 2025.
December 2024
January 2025

Find and book your perfect stay

Unlock travel rewards with One Key
Save more with Member Prices
Free cancellation options if plans change

Where to stay near Port of Leonardtown Winery?

The Inn at Leonardtown, Ascend Hotel Collection
Lobby

The Inn at Leonardtown, Ascend Hotel Collection

2.5 star property
9.0 out of 10, Wonderful, (113)
The price is $118
includes taxes & fees
$106 per night
Dec 24 - Dec 25
The Inn at Leonardtown, Ascend Hotel Collection
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.
On a rooftop patio, a person leans back in a lounge chair while reading a magazine. Skyscrapers are visible in the distance.

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Other landmarks in Leonardtown

This state park is five minutes from my from door. It was $5 to park, but we pretty much had the whole park to ourselves. You start out walking on a maintained path through a wooded area, which turns into a swamp and leads to the cliffs and beach. The swamp is my favorite! I love the prehistoric looking plants and the wildlife. The cliffs are a well-known destination for shark tooth and fossil hunters. The red trail was a four mile round trip out and back. It was humid in early September, but a wonderful hike!

Calvert Cliffs State Park

Explore the great outdoors at Calvert Cliffs State Park, a lovely green space in Lusby. Stroll along the riverfront or experience the museums in this family-friendly area.

See properties
Calvert Cliffs State Park

Frequently asked questions

What are the best hotels near Port of Leonardtown Winery?
  • Guests love staying at Solomons Victorian Inn, which is a 3-star hotel close to Port of Leonardtown Winery.
  • Another highly rated hotel is Hilton Garden Inn Solomons, which is 22 minutes away by car.
  • You’ll find 715 hotels, vacation rentals, and more to choose from within the area.
How much does it cost to stay in a hotel near Port of Leonardtown Winery?
On Hotels.com, you can find a variety of room prices depending on when and where you plan to go. Simply sort by price on the search results and filter by your preferred criteria to find the best options for you and your budget.
  • Search for the lowest price per night $83
What cheap hotels are close to Port of Leonardtown Winery?
Can I find hotels close to Port of Leonardtown Winery that are fully refundable?
Yes, many hotels offer refundable room reservations if you cancel prior to the cancellation deadline. To find refundable rates, select the “Fully refundable” filter when searching for hotels.
What are the best romantic hotels near Port of Leonardtown Winery?
What are the best hotels close to Port of Leonardtown Winery with free breakfast?
Which hotels near Port of Leonardtown Winery have rooms with great views?
What are the best family hotels close to Port of Leonardtown Winery?
What are the best luxury hotels near Port of Leonardtown Winery?
  • Treat yourself when you stay at Swanendele Inn at St. Mary’s Maryland, which is within reach of Port of Leonardtown Winery and offers a beach, a free cooked-to-order breakfast, and proposal/romance packages.
What are the best hotels near Port of Leonardtown Winery with free parking?
What are the best hotels near Port of Leonardtown Winery with a pool?
What cheap motels can I book close to Port of Leonardtown Winery?
  • To stay economically near Port of Leonardtown Winery, you can book Pax River Hotel, which offers parking and free WiFi.
  • Another inexpensive motel nearby to consider is Washington & Lee Motel.
What are the best things to see and do around my hotel near Port of Leonardtown Winery?
  • You may also want to see sights near Port of Leonardtown Winery like Maryland International Raceway, St. Mary’s College of Maryland, and St. Charles Towne Center.
  • Blackwater National Wildlife Refuge, Budds Motorcross Speedway, and Calvert Cliffs State Park are other places to visit in the area.