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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Port of Leonardtown Winery hotels

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

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

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

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

1.5 mi from Port of Leonardtown Winery

Edward

£117

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.

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.

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

8 mi from Port of Leonardtown Winery

Michael

£109

includes taxes & fees

23 Nov - 24 Nov

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

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.

3. Spark by Hilton California Lexington Park

7.4 mi from Port of Leonardtown Winery

Jonathan

£91

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 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.

4. avid hotel California - Lexington Park by IHG

7.1 mi from Port of Leonardtown Winery

Amanda

£77

includes taxes & fees

12 Nov - 13 Nov

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 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.

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

10.7 mi from Port of Leonardtown Winery

Michael

£109

includes taxes & fees

15 Nov - 16 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 gym with treadmills, a rowing machine, and a bench.

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

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

10.7 mi from Port of Leonardtown Winery

Lymarie

£112

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

7. Hilton Garden Inn Solomons

11.4 mi from Port of Leonardtown Winery

Kevin

£105

includes taxes & fees

22 Nov - 23 Nov

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

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

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

A Comfort Inn & Suites hotel with a covered entrance and a parking area.

8. Comfort Inn & Suites Lexington Park near Pax River

11.1 mi from Port of Leonardtown Winery

Margaret

£95

includes taxes & fees

23 Nov - 24 Nov

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

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

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

9.8 mi from Port of Leonardtown Winery

Steffan

£140

includes taxes & fees

13 Nov - 14 Nov

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

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.

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.

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

8.8 mi from Port of Leonardtown Winery

Yovnne

£78

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.

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

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

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

11. Hampton Inn by Hilton Lexington Park

10.5 mi from Port of Leonardtown Winery

Edwin

£83

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 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

10.7 mi from Port of Leonardtown Winery

Tamara

£84

includes taxes & fees

1 Nov - 2 Nov

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

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

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

8.7 mi from Port of Leonardtown Winery

JESSICA

£68

includes taxes & fees

26 Oct - 27 Oct

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.

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

14. Extended Stay America Select Suites Lexington Park Pax River

10.6 mi 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

£80

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

11.4 mi from Port of Leonardtown Winery

John

£181

includes taxes & fees

26 Oct - 27 Oct

View all properties

Compare top hotels near Port of Leonardtown Winery

The Inn at Leonardtown, an Ascend Collection Hotel 1.5 mi from Port of Leonardtown Winery View	Holiday Inn Express & Suites Lexington Park-California by IHG 8 mi from Port of Leonardtown Winery View	Spark by Hilton California Lexington Park 7.4 mi from Port of Leonardtown Winery View	avid hotel California - Lexington Park by IHG 7.1 mi from Port of Leonardtown Winery View	Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station 10.7 mi from Port of Leonardtown Winery View
9.4 Exceptional 192 reviews	9.2 Wonderful 699 reviews	9.0 Wonderful 132 reviews	9.4 Exceptional 237 reviews	8.6 Excellent 269 reviews
£117 includes taxes & fees 23 Nov - 24 Nov	£109 includes taxes & fees 23 Nov - 24 Nov	£91 includes taxes & fees 10 Nov - 11 Nov	£77 includes taxes & fees 12 Nov - 13 Nov	£109 includes taxes & fees 15 Nov - 16 Nov

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."

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."

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."

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

4-BR Waterfront Turret Home

10/10 Excellent

"This property was perfectly located to a 3 days sailing event being held on Solomon's Island I was attending.We were able to walk to all the restaurants and there was room for my sons and their families.The views of the water and the sunrises and sunsets were beautiful.The host communicated well with us and it was easy to check in and out.We enjoyed our stay."

Potomac Riverfront! Home Near St Clements Island

10/10 Excellent

"Nice little place with a great view of the tidal Potomac. Great sunsets. Comfortable beds. Great backyard for a cookout. The dogs loved the yard. We would definitely rent again."

2 Mi to Lighthouse: Waterfront Home w/ Dock!

8/10 Good

"Nice and quaint, large enough for big families but only one bedroom on main floor/all bathrooms on main floor (harder on elderly family). Pretty area, convenient to multiple places."

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

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

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

7. Hilton Garden Inn Solomons

8. Comfort Inn & Suites Lexington Park near Pax River

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

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 top hotels near Port of Leonardtown Winery

The Inn at Leonardtown, an Ascend Collection Hotel

Holiday Inn Express & Suites Lexington Park-California by IHG

Spark by Hilton California Lexington Park

avid hotel California - Lexington Park by IHG

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Top Port of Leonardtown Winery Hotel Reviews

avid hotel California - Lexington Park by IHG

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Comfort Inn & Suites Lexington Park near Pax River

Sleep Inn & Suites California MD

Hilton Garden Inn Solomons

Extended Stay America Select Suites Lexington Park Pax River

4-BR Waterfront Turret Home

Potomac Riverfront! Home Near St Clements Island

2 Mi to Lighthouse: Waterfront Home w/ Dock!

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