The Best Hotels Closest to Port of Leonardtown Winery in Leonardtown for 2026

Our top choices for Port of Leonardtown Winery hotels

The Inn at Leonardtown, an Ascend Collection Hotel

2.4 km from Port of Leonardtown Winery

April

￥22,015 total

includes taxes & fees

Mar 22 - Mar 23

avid hotel California - Lexington Park by IHG

11.4 km from Port of Leonardtown Winery

Gilbert

￥17,537 total

includes taxes & fees

Mar 22 - Mar 23

Premium bedding, pillowtop beds, desk, laptop workspace

Sleep Inn & Suites California MD

10.9 km from Port of Leonardtown Winery

Henry

￥18,049 total

includes taxes & fees

Mar 22 - Mar 23

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

17.2 km from Port of Leonardtown Winery

Theresa

￥22,789 total

includes taxes & fees

Feb 28 - Mar 1

Jacuzzi King Room, 1 King Bed, Non Smoking | Desk, free WiFi, bed sheets

Quality Inn Solomons - Beacon Marina

17.3 km from Port of Leonardtown Winery

Matthew

￥15,915 total

includes taxes & fees

Feb 25 - Feb 26

Coles Point Marina

18.3 km from Port of Leonardtown Winery

￥57,375 total

includes taxes & fees

Feb 28 - Mar 1

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Compare popular hotels close to Port of Leonardtown Winery

Property	Star rating	Guest rating
The Inn at Leonardtown, an Ascend Collection Hotel	2.5 star property	9.2 Wonderful 165 reviews	View
avid hotel California - Lexington Park by IHG	3.0 star property	8.8 Excellent 19 reviews	View
Sleep Inn & Suites California MD	2.5 star property	8.4 Very Good 179 reviews	View
Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station	3.0 star property	8.6 Excellent 253 reviews	View
Quality Inn Solomons - Beacon Marina	2.5 star property	7.6 Good 859 reviews	View

Top Port of Leonardtown Winery Hotel Reviews

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"Very clean room. Staff is so friendly."

Hotels near other Port of Leonardtown Winery attractions

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.

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Leonard's Grant Recreation Area

After visiting Leonard's Grant Recreation Area, make a plan to see the other sights and activities in Leonardtown. Take in the festivals and sunsets in the area.

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Frequently asked questions

What's the area like around Port of Leonardtown Winery?

Port of Leonardtown Winery is located in a family-friendly area of Leonardtown that travelers like for its island views and riverfront. You'll find 13 hotels and other accommodations within a few miles for a convenient home base.

What's the best place to stay near Port of Leonardtown Winery?

The Inn at Leonardtown, an Ascend Collection Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and free WiFi. It's located 1.5 mi (2.4 km) from Port of Leonardtown Winery. Other good options in the area include Spark by Hilton California Lexington Park and Holiday Inn Express & Suites Lexington Park-California by IHG.

How many hotels are there near Port of Leonardtown Winery?

Expedia has 13 hotels and other accommodations a few miles from Port of Leonardtown Winery.

If I need to cancel the hotel reservation for my stay near Port of Leonardtown Winery, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to review the best deals near Port of Leonardtown Winery.

Where can I learn more about changing or cancelling my trip in the area near Port of Leonardtown Winery?

To find more details about rescheduling or cancelling your stay near Port of Leonardtown Winery, go to https://www.expedia.com/service/.

What can I see and do near Port of Leonardtown Winery?

Consider spending a leisurely afternoon outside at Leonardtown Park, Abell's Wharf, or Indian Village Archeological Park. You might plan a visit to Breton Bay Golf Course or Former Rowland Property while you're in the area. If you want to see more of the surrounding area, you might plan a visit to Leonardtown Town Hall and The Shoppes at McIntosh.

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Our top choices for Port of Leonardtown Winery hotels

The Inn at Leonardtown, an Ascend Collection Hotel