The Best Hotels Closest to Port of Leonardtown Winery in Leonardtown - 2026 Updated Prices

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Our top choices for Port of Leonardtown Winery hotels

A spacious lobby with a reception desk, seating area, and large windows.

A hotel room with a blue sofa, a desk with a chair, a flat-screen TV, a lamp, a coffee maker, and a framed artwork on the wall.

A brick building with large windows and a sign for The Inn at Park Avenue Hotel.

A hotel room with a bed, a blue sofa, a small desk with a lamp, a mirror, and a kitchenette.

1. The Inn at Leonardtown, an Ascend Collection Hotel

2.4 km from Port of Leonardtown Winery

"The room was spacious and exceptionally clean. There is ample and convenient parking as well. Everyone on the staff was very friendly and helpful. The Inn is right downtown adjacent to the square and all the restaurants and shops, and just a short walk to the Waterfront park. We make regular trips to Southern Maryland to visit family, but this is our first time staying in Leonardtown. We will definitely be returning to The Inn at Leonardtown."

Thurl

3.854.356 ₫

4.278.336 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel with a prominent 'avid' sign, large windows, and a covered outdoor seating area.

A modern living room with a sectional sofa, a coffee table, and a flat-screen TV mounted on a teal accent wall.

A gym with treadmills, dumbbells, a bench, and exercise balls.

A modern reception area with a counter, a 'Market' sign, and a refrigerated display case with beverages.

2. avid hotel California - Lexington Park by IHG

11.4 km from Port of Leonardtown Winery

Eileen

2.519.090 ₫

2.796.190 ₫ total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a lifeguard station.

A hotel room with two beds, a blue sofa, a desk, and a TV.

A multi-story building with a mix of brick and stone facades, large windows, and a covered entrance area.

A hotel room with a blue sofa, a wooden desk, a black office chair, a standing lamp, and a large window with curtains.

3. Holiday Inn Express & Suites Lexington Park-California by IHG

12.8 km from Port of Leonardtown Winery

Nadia

3.739.680 ₫

4.151.045 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A hotel lobby with a reception desk, a staircase, seating area, and a flat-screen TV.

A swimming pool with chairs and a changing room.

A modern dining area with multiple tables and chairs, a kitchen counter, and a large window providing natural light.

4. Spark by Hilton California Lexington Park

11.8 km from Port of Leonardtown Winery

Rocio

3.173.015 ₫

3.522.046 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A hotel room with a large bed, a nightstand with a lamp, a brown sofa, and artwork on the wall.

A reception area with a wooden reception desk, a clock, and a plant.

A small, clean room with a white table and four chairs, a refrigerator, a coffee maker, and a shelf with various items.

A living room with a sofa, two chairs, a staircase, a large window, and a bookshelf.

5. Sleep Inn & Suites California MD

10.9 km from Port of Leonardtown Winery

Taylor

2.229.870 ₫

2.475.156 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A reception area with a round wooden table, a potted plant, a vase with dried flowers, a clock, and a reception desk.

A breakfast bar with various food items and a coffee station.

A hotel room with a bed, a sofa, a desk, and a TV.

6. Comfort Inn & Suites Lexington Park near Pax River

17.8 km from Port of Leonardtown Winery

Jennifer

3.000.170 ₫

3.330.188 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A covered outdoor seating area with wicker furniture and large windows.

A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.

A hotel lobby with a fireplace, a reception desk, and a seating area.

A modern living room with a fireplace, sofas, and a large window.

7. Hilton Garden Inn Solomons

18.3 km from Port of Leonardtown Winery

Aaron

3.386.099 ₫

3.758.570 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A hotel lobby with a dining area, seating, a fireplace, and a view of the outside through large windows.

A living room with a stone wall, a fireplace, and framed pictures.

A reception desk with a 'Welcome to the Crab State' sign, two HP laptops, and a 'No Mask, No Service' sign.

A hotel room with a bed, a desk with a chair, a television, and a wardrobe.

8. Hampton Inn by Hilton Lexington Park

16.9 km from Port of Leonardtown Winery

Edwin

2.619.435 ₫

2.907.572 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A modern hotel lobby with seating areas, a reception desk, and a staircase.

A modern waiting area with a sofa, two round tables, a decorative wall, and a ceiling light fixture.

A hotel room with a large bed, a wooden headboard, a wall-mounted abstract painting, a bedside table with a lamp, and a window with curtains.

9. La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

14.1 km from Port of Leonardtown Winery

LORRIE JONES

2.406.213 ₫

2.670.897 ₫ total

includes taxes & fees

4 Oct - 5 Oct

An outdoor seating area with a fire pit, cushioned benches, and a modern design.

A gym with treadmills, a rowing machine, and a bench.

A hotel with a modern design, featuring a prominent 'HOME 2' sign, a covered entrance, and a parking lot.

A cozy outdoor seating area with a stone fire pit, wicker ottomans, and a red stool.

10. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

17.2 km from Port of Leonardtown Winery

Caroline

3.705.542 ₫

4.113.152 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A Fairfield by Marriott Inn & Suites building with a covered entrance, multiple windows, and a parking lot.

An outdoor patio with tables and chairs, blue umbrellas, and air conditioning units on the building facade.

A gym with treadmills, weight machines, and a rack of dumbbells.

A modern dining area with a wooden table and chairs, a kitchen counter with various appliances, and a colorful mural on the wall.

11. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

17.2 km from Port of Leonardtown Winery

Michael

3.950.037 ₫

4.384.541 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a large bed, a separate bathroom with a bathtub, and a mirror above the sink.

A clean, modern kitchen area with a microwave, coffee maker, and a pastry display.

A hotel room with a sofa, two chairs, a desk with a computer, a TV mounted on the wall, a window with blinds, and a potted plant.

A swimming pool with lounge chairs, a wooden planter, and a white fence.

12. Quality Inn Solomons - Beacon Marina

17.3 km from Port of Leonardtown Winery

Tamara

2.641.149 ₫

2.931.676 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, desk, chair, TV, and artwork.

A hotel lobby with a reception desk, a TV mounted on the wall, a sofa, and potted plants.

A room with two armchairs, a large potted plant, a framed California map, and a large window.

A hotel corridor with a vending machine, a refrigerator, and a fire alarm.

13. Super 8 by Wyndham Lexington Park/California Area

14 km from Port of Leonardtown Winery

Lazarus

2.184.590 ₫

2.424.879 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A hotel with a sign indicating it is part of the extended Stay America network.

A living room with a large window, a sofa, two armchairs, a coffee table, and a TV on a stand.

A reception area with a counter, seating, and a television.

14. Extended Stay America Select Suites Lexington Park Pax River

17.1 km from Port of Leonardtown Winery

David

2.565.576 ₫

2.847.789 ₫ total

includes taxes & fees

10 Oct - 11 Oct

A single-story house with a front porch, a small deck, and a number '4' on the side.

A beach with several Adirondack chairs arranged in a semi-circle facing the water.

A marina with docked boats, a covered structure, and a small building in the background.

15. Coles Point Marina

18.3 km from Port of Leonardtown Winery

3.581.679 ₫

6.298.573 ₫ total

includes taxes & fees

5 Oct - 6 Oct

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Compare popular hotels close to Port of Leonardtown Winery

Property	Property class	Guest rating
The Inn at Leonardtown, an Ascend Collection Hotel	9.4 Exceptional 190 reviews	View
avid hotel California - Lexington Park by IHG	9.4 Exceptional 211 reviews	View
Holiday Inn Express & Suites Lexington Park-California by IHG	9.2 Wonderful 696 reviews	View
Spark by Hilton California Lexington Park	9.0 Wonderful 124 reviews	View
Sleep Inn & Suites California MD	8.4 Very good 233 reviews	View

Top Port of Leonardtown Winery Hotel Reviews

Spark by Hilton California Lexington Park

8/10 Good

"Everything was great. Only complaint was in the morning we could hear everything through the walls, from a loud conversation, to a dog barking and someone putting something heavy in the dryer. We were up by then so it was fine but just a heads up for traveling with pets or children."

Sleep Inn & Suites California MD

10/10 Excellent

"Our accessible room was extremely clean and very useful for our needs."

Comfort Inn & Suites Lexington Park near Pax River

8/10 Good

"Room was to a good standard, comfortable beds and pillows, small decor and cleanliness issues."

The Inn at Leonardtown, an Ascend Collection Hotel

8/10 Good

"Welcoming staff, excellently situated in Downtown Leonardtown, decent offering of complimentary breakfast, including pre-made filled croissants. Only issue was my initial room suffered from external noise issues, suspected to be from the hotels air conditioning system (not the room), however the staff were more than happy to move me to another room which was much quieter."

Historic 1825 Chesapeake Farm Stay

10/10 Excellent

"Holly and Jay were friendly hosts. The farmhouse was clean and comfortable. The breakfast was very yummy. We only stayed one night, but next time we will definitely spend more time there. If you are down near calvert cliffs/flag ponds, the farmhouse was only about 10 minutes to flag ponds."

Springhill Suites by Marriott Prince Frederick

8/10 Good

"The property was ok. The room was clean and served its purpose. They do offer free breakfast. I would not call what I had breakfast. Cold eggs and a stale muffin. So for the price you it was not worth it."

Hilton Garden Inn Solomons

8/10 Good

"No Continental Breakfast ! No 24/7 Coffee Bar ! And Pay for Parking is No Way to greet your customers !!"

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

10/10 Excellent

"Our stay was a blessing in every way."

Other attractions near Port of Leonardtown Winery

McIntosh Run Community Park

McIntosh Run Community Park is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area.

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The Shoppes at McIntosh

You can do some window-shopping at The Shoppes at McIntosh during your trip 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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Leonardtown Park

Explore the great outdoors at Leonardtown Park, a lovely green space in Leonardtown. Take in the festivals and sunsets in the area.

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Leonard's Grant Community Area

Leonard's Grant Community Area is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area.

See properties

Leonardtown Library

Leonardtown Library is just one of the places to see in Leonardtown, so why not enjoy the other things to explore during your travels? Take in the festivals and sunsets in the area.

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Miedzinski Park

After visiting Miedzinski Park, 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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College of Southern Maryland - Leonardtown Campus

Enjoy the student vibe at College of Southern Maryland - Leonardtown Campus as part of your travels around 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 travellers like for its island views and riverfront. You'll find 11 hotels and other accommodations within a few miles for a convenient home base.

How many hotels will I find near Port of Leonardtown Winery?

Expedia has 11 hotels and other accommodation options 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! Most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get top deals close to Port of Leonardtown Winery.

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

Get outside and spend some time strolling around Abell's Wharf, Leonardtown Park and Indian Village Archeological Park. Create some family memories at St. Mary's County Arts Council and Saint Mary's Fairground. Breton Bay Golf Course and Leonardtown Library are both worth a visit while you're out exploring.

Search Hotels Near Port of Leonardtown Winery, Leonardtown

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Port of Leonardtown Winery hotels

1. The Inn at Leonardtown, an Ascend Collection Hotel

2. avid hotel California - Lexington Park by IHG

3. Holiday Inn Express & Suites Lexington Park-California by IHG

4. Spark by Hilton California Lexington Park

5. Sleep Inn & Suites California MD

6. Comfort Inn & Suites Lexington Park near Pax River

7. Hilton Garden Inn Solomons

8. Hampton Inn by Hilton Lexington Park

9. La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

10. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

11. Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

12. Quality Inn Solomons - Beacon Marina

13. Super 8 by Wyndham Lexington Park/California Area

14. Extended Stay America Select Suites Lexington Park Pax River

15. Coles Point Marina

Compare popular hotels close to Port of Leonardtown Winery

Top Port of Leonardtown Winery Hotel Reviews

Spark by Hilton California Lexington Park

Sleep Inn & Suites California MD

Comfort Inn & Suites Lexington Park near Pax River

The Inn at Leonardtown, an Ascend Collection Hotel

Historic 1825 Chesapeake Farm Stay

Springhill Suites by Marriott Prince Frederick

Hilton Garden Inn Solomons

Quality Inn Solomons - Beacon Marina

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Other attractions near Port of Leonardtown Winery

McIntosh Run Community Park

The Shoppes at McIntosh

Leonard's Grant Recreation Area

Leonardtown Park

Leonard's Grant Community Area

Leonardtown Library

Miedzinski Park

College of Southern Maryland - Leonardtown Campus

Frequently asked questions