Top 10 Hotels Near Port of Leonardtown Winery in Leonardtown for 2026

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

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

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

"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

RM578

RM641 total

includes taxes & fees

23 Nov - 24 Nov

A hotel reception area with a modern design, featuring a reception desk, a refrigerator, and a wall-mounted information board.

A Holiday Inn Express building with a covered entrance, stone facade, and a van parked in front.

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

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

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

12.8 km from Port of Leonardtown Winery

Michael

RM535

RM594 total

includes taxes & fees

23 Nov - 24 Nov

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.

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

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

3. Spark by Hilton California Lexington Park

11.8 km from Port of Leonardtown Winery

Jonathan

RM448

RM497 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

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

4. avid hotel California - Lexington Park by IHG

11.4 km from Port of Leonardtown Winery

Amanda

RM380

RM422 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

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

Lymarie

RM549

RM610 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

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

17.2 km from Port of Leonardtown Winery

Michael

RM535

RM594 total

includes taxes & fees

15 Nov - 16 Nov

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

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

7. Hilton Garden Inn Solomons

18.3 km from Port of Leonardtown Winery

Kevin

RM517

RM574 total

includes taxes & fees

15 Nov - 16 Nov

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

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

A hotel room with a sofa, armchair, and a bed.

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

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

15.8 km from Port of Leonardtown Winery

Steffan

RM690

RM766 total

includes taxes & fees

13 Nov - 14 Nov

A modern hotel lobby with a sofa, chairs, a fireplace, and a large window.

A hotel lobby with a reception desk, a large vase with dried plants, and a round table with magazines.

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

A hotel room with a desk, office chair, a red ottoman, a sofa, a bed, a TV, and a mirror.

9. Comfort Inn & Suites Lexington Park near Pax River

17.8 km from Port of Leonardtown Winery

Margaret

RM465

RM517 total

includes taxes & fees

23 Nov - 24 Nov

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 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.

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

14.1 km from Port of Leonardtown Winery

Yovnne

RM382

RM424 total

includes taxes & fees

25 Nov - 26 Nov

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.

11. Hampton Inn by Hilton Lexington Park

16.9 km from Port of Leonardtown Winery

Edwin

RM410

RM455 total

includes taxes & fees

21 Nov - 22 Nov

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

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.

12. Quality Inn Solomons - Beacon Marina

17.3 km from Port of Leonardtown Winery

Tamara

RM416

RM461 total

includes taxes & fees

1 Nov - 2 Nov

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.

13. Super 8 by Wyndham Lexington Park/California Area

14 km from Port of Leonardtown Winery

JESSICA

RM333

RM370 total

includes taxes & fees

26 Oct - 27 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 hotel with a sign indicating it is part of the extended Stay America network.

14. Extended Stay America Select Suites Lexington Park Pax River

17.1 km from Port of Leonardtown Winery

"This is an older hotel that really hasn't kept up to today's expectations for the average hotel guest. But, for the price, I got exactly what I expected, that being a clean room, a place to bathe, a small kitchenette and a place to sleep. The staff was friendly & helpful. For those giving bad reviews for this place, I'd only remind them that this was by far, the cheapest place around. I only paid $64 per night, so I think I got a good deal."

DANIEL

RM393

RM437 total

includes taxes & fees

30 Oct - 31 Oct

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

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

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

15. Coles Point Marina

18.3 km from Port of Leonardtown Winery

John

RM563

RM991 total

includes taxes & fees

26 Oct - 27 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 192 reviews	View
Holiday Inn Express & Suites Lexington Park-California by IHG	9.2 Wonderful 699 reviews	View
Spark by Hilton California Lexington Park	9.0 Wonderful 132 reviews	View
avid hotel California - Lexington Park by IHG	9.4 Exceptional 237 reviews	View
Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD	9.2 Wonderful 262 reviews	View

Top Port of Leonardtown Winery Hotel Reviews

avid hotel California - Lexington Park by IHG

8/10 Good

"Place was clean and the staff was very friendly. The rooms were advertised as sound proof, but that was not the case."

River Edge Inn

10/10 Excellent

"We had an amazing time. The room was very clean. But the location & the views were even better."

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

10/10 Excellent

"Kind and respectful staff! Close to nice restaurants and stores. The room was spacious and the beds were comfortable and clean."

Historic 1825 Chesapeake Farm Stay

10/10 Excellent

"Everything about this home is amazing! I loved chatting with the owner of the home and seeing the property! All the food was to die for!!! On top of all this it was so close to places for me to shark tooth hunt!!! 10 out of 10! Will be going back!!!"

Comfort Inn & Suites Lexington Park near Pax River

8/10 Good

"Clean, friendly staff and convenient to multiple areas."

Sleep Inn & Suites California MD

10/10 Excellent

"Wonderful place for my children and me in my time of need."

Coles Point Marina

10/10 Excellent

"If you want a quiet slice of VA/Potomac waterfront, this is the place."

Hilton Garden Inn Solomons

8/10 Good

"The room was clean and away from the elevators with no issues for the specific room. The only reason this is not a 5 star review is that there is no accommodation for customers / guests that need a nightstand on both sides of the bed. In our situation both customers have a CPAP machine. The reservation was for 2 guests and the room was a queen bed and upon arrival we had to decide who was going to sleep without their CPAP machine because the room has no bedside table or electrical outlets on the outer edge of the bed. Regardless of the medical need when will Hotels learn that both sides of the bed need a place to hold their CPAP or book or tea."

Extended Stay America Select Suites Lexington Park Pax River

10/10 Excellent

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.

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.

Hotels near Port of Leonardtown Winery

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Our top choices for Port of Leonardtown Winery hotels

1. The Inn at Leonardtown, an Ascend Collection Hotel

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

3. Spark by Hilton California Lexington Park

4. avid hotel California - Lexington Park by IHG

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

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

7. Hilton Garden Inn Solomons

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

9. Comfort Inn & Suites Lexington Park near Pax River

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

11. Hampton Inn by Hilton Lexington Park

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

avid hotel California - Lexington Park by IHG

River Edge Inn

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Historic 1825 Chesapeake Farm Stay

Comfort Inn & Suites Lexington Park near Pax River

Sleep Inn & Suites California MD

Coles Point Marina

Hilton Garden Inn Solomons

Extended Stay America Select Suites Lexington Park Pax River

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