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 modern hotel lobby with a bar area, seating arrangements, and a television.

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

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.

1. The Inn at Leonardtown, an Ascend Collection Hotel

2.4 km from Port of Leonardtown Winery

Edward

Rp2.571.191

Rp2.854.022 total

includes taxes & fees

1 Nov - 2 Nov

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 modern cafe with multiple seating areas, including booths and tables, and large windows offering views of the outside.

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

Rp1.664.607

Rp1.847.714 total

includes taxes & fees

29 Oct - 30 Oct

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

A swimming pool with chairs and a changing room.

A hotel room with a large bed, a desk, a TV, a window with sheer curtains, and a wall with a framed picture.

3. Spark by Hilton California Lexington Park

11.8 km from Port of Leonardtown Winery

Jonathan

Rp2.266.908

Rp2.516.268 total

includes taxes & fees

21 Oct - 22 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 coffee station with two coffee machines, a coffee press, and various coffee-related items on a counter.

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

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

12.8 km from Port of Leonardtown Winery

Michael

Rp2.720.648

Rp3.019.920 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

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

17.2 km from Port of Leonardtown Winery

Michelle

Rp2.627.215

Rp2.916.209 total

includes taxes & fees

18 Oct - 19 Oct

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

A hotel reception area with a self-service beverage station, snack vending machines, and a minibar.

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

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

6. Hilton Garden Inn Solomons

18.3 km from Port of Leonardtown Winery

Aaron

Rp2.266.908

Rp2.516.267 total

includes taxes & fees

25 Oct - 26 Oct

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

A spacious lobby with a stone fireplace, blue seating, and a television mounted on the wall.

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

7. Comfort Inn & Suites Lexington Park near Pax River

17.8 km from Port of Leonardtown Winery

Jennifer

Rp2.157.366

Rp2.394.676 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A modern living room with a sectional sofa, a wooden coffee table, a framed abstract painting, a window with blue curtains, and a wall-mounted air conditioner.

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

14.1 km from Port of Leonardtown Winery

Lori

Rp1.658.342

Rp1.840.759 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a living area, dining table, kitchenette, and a TV.

An outdoor patio with brick flooring, red umbrellas, and metal chairs.

A hotel with a brick facade, multiple windows, and a parking lot.

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

9. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

15.8 km from Port of Leonardtown Winery

Steffan

Rp3.203.921

Rp3.556.352 total

includes taxes & fees

30 Oct - 31 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 modern dining area with a wooden table and chairs, a kitchen counter with various appliances, and a colorful mural on the wall.

A modern hotel lobby with a reception desk, seating area, and a refrigerator stocked with beverages.

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

17.2 km from Port of Leonardtown Winery

Michael

Rp2.571.191

Rp2.854.022 total

includes taxes & fees

18 Oct - 19 Oct

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

A Sleep Inn & Suites hotel entrance with a covered driveway and a large sign.

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.

11. Sleep Inn & Suites California MD

10.9 km from Port of Leonardtown Winery

Taylor

Rp1.478.815

Rp1.641.485 total

includes taxes & fees

3 Nov - 4 Nov

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

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.

Two refrigerated display cases in a store, one labeled 'cold' and the other 'frozen', containing various beverages and food items.

12. Hampton Inn by Hilton Lexington Park

16.9 km from Port of Leonardtown Winery

Edwin

Rp1.932.197

Rp2.144.738 total

includes taxes & fees

18 Oct - 19 Oct

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

A hotel reception desk with a flat-screen TV, a printer, and a wall-mounted sign for Quality Inn by Choice Hotels.

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.

13. Quality Inn Solomons - Beacon Marina

17.3 km from Port of Leonardtown Winery

Tamara

Rp1.820.328

Rp2.020.564 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A hotel laundry room with two Whirlpool washers and dryers, a soap and bleach dispenser, and a sign indicating the first floor and guest laundry area.

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

14. Super 8 by Wyndham Lexington Park/California Area

14 km from Port of Leonardtown Winery

JESSICA

Rp1.506.201

Rp1.671.946 total

includes taxes & fees

12 Oct - 13 Oct

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.

A modern kitchen with white cabinets, a microwave, a refrigerator, a sink, and a wall-mounted light.

15. Extended Stay America Select Suites Lexington Park Pax River

17.1 km from Port of Leonardtown Winery

David

Rp1.739.604

Rp1.930.944 total

includes taxes & fees

31 Oct - 1 Nov

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

A beach with a wooden pier extending into the water, a picnic table, and a clear sky.

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

16. Coles Point Marina

18.3 km from Port of Leonardtown Winery

Rp2.468.559

Rp4.341.093 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

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 191 reviews	View
avid hotel California - Lexington Park by IHG	9.6 Exceptional 228 reviews	View
Spark by Hilton California Lexington Park	9.0 Wonderful 128 reviews	View
Holiday Inn Express & Suites Lexington Park-California by IHG	9.2 Wonderful 699 reviews	View
Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD	9.2 Wonderful 257 reviews	View

Top Port of Leonardtown Winery Hotel Reviews

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent

"Beautiful view over the water."

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

10/10 Excellent

"Very nicely renovated staff was very helpful."

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room (a king bed) was clean and quiet. If we're ever in the area again, this is where we'd stay."

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."

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.

See properties

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.

See properties

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.

See properties

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.

Where is 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 traveller 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 avid hotel California - Lexington Park by IHG and Sleep Inn & Suites California MD.

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. Spark by Hilton California Lexington Park

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

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

6. Hilton Garden Inn Solomons

7. Comfort Inn & Suites Lexington Park near Pax River

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

9. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

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

11. Sleep Inn & Suites California MD

12. Hampton Inn by Hilton Lexington Park

13. Quality Inn Solomons - Beacon Marina

14. Super 8 by Wyndham Lexington Park/California Area

15. Extended Stay America Select Suites Lexington Park Pax River

16. Coles Point Marina

Compare popular hotels close to Port of Leonardtown Winery

Top Port of Leonardtown Winery Hotel Reviews

Island Inn & Suites, an Ascend Collection Hotel

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

The Inn at Leonardtown, an Ascend Collection Hotel

Quality Inn Solomons - Beacon Marina

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