Hotels near Port of Leonardtown Winery Leonardtown

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

Check prices for these dates

Tonight
Jun 9 - Jun 10
Tomorrow
Jun 10 - Jun 11
This weekend
Jun 13 - Jun 15
Next weekend
Jun 20 - Jun 22

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
  • Free parking
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
  • Non-smoking
9.2 out of 10, Wonderful, (136)
  • cleanliness
    Downtown comfort meets practical perks: Easy parking, reliable WiFi, and a staff that's actually happy to see you arrive

What guests liked

  • The property is close to excellent dining options, including Sweetbay Restaurant, within walking distance.
  • Breakfast options were plentiful and the self-service buffet was simple but tasty.

The Inn at Leonardtown, Ascend Hotel Collection highlights

The Inn at Leonardtown is centrally located, offering a comfy crash pad with nice touches. Enjoy reliable WiFi, easy parking, and staff who genuinely care about your stay. They'll even watch your bags while you explore.
$126 nightly
The price is $140
Jun 29 - Jun 30
Total includes taxes and fees
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.

Other landmarks in Leonardtown

The Shoppes at McIntosh

You can browse for the perfect souvenirs at The Shoppes at McIntosh during your visit to Leonardtown. Take in the festivals and sunsets in the area.

See properties in The Shoppes at McIntosh
The Shoppes at McIntosh

Frequently asked questions

What are the best hotels near Port of Leonardtown Winery?
How much does it cost to stay in a hotel near Port of Leonardtown Winery?
You can find different room prices based on when and where you want 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.
  • Take a look at the lowest price per night $94
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, you’ll find hotels with refundable room rates, but be sure to check the cancellation deadline before you book. To find refundable rates, use the “Fully refundable” filter when you search 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 a gym.
  • Washington & Lee Motel is another affordable motel to consider in the area.
What are the best things to see and do around my hotel near Port of Leonardtown Winery?
  • You can check out sights near Port of Leonardtown Winery like Maryland International Raceway, Calvert Cliffs State Park, and St. Mary’s College of Maryland.
  • Other places in the area are Westmoreland State Park, Breezy Point Beach, and Budds Motorcross Speedway.