Find hotels near Port of Leonardtown Winery, Leonardtown from $97

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
1
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Compare 718 hotels close to Port of Leonardtown Winery with room rates, reviews, and availability. Most hotels are fully refundable.

River Edge Inn
On the beach
River Edge Inn
2.5 star property
8.4 out of 10, Very Good, (174)
"This is a nice property right on colonial Beach and right in the town of colonial Beach. However I put through expedient and I booked two reservations one for a friend. They charged me for both and my friend for his. Not cool. I don't know how to get my money back."
The price is $140
$159 total
includes taxes & fees
Jun 16 - Jun 17
River Edge Inn
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Premium bedding, desk, blackout drapes, iron/ironing board
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
2.5 star property
7.6 out of 10, Good, (1001)
"The front desk was very polite, responsibe and professional. When we first arrived our room was fine but the beds were made with dirty covers and they swiftly moved us to another room. The room was fine and a little on the smaller side (we are a family of 4 and we made it work) i did wake up with one single bite on my leg that is suspicious so well be steaming all of our things (we always try to do that anyway when we stay in any hotel. The pool was clean and the exercise room was great. The...
The price is $97
$108 total
includes taxes & fees
Jul 4 - Jul 5
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Porch
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
2.5 star property
9.0 out of 10, Wonderful, (925)
"Front desk staff Anthony was great and very helpful "
The price is $122
$135 total
includes taxes & fees
Jun 30 - Jul 1
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Sleep Inn & Suites
Reception
Sleep Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (101)
"Clean, well kept & friendly courteous staff"
The price is $115
$128 total
includes taxes & fees
Jun 28 - Jun 29
Sleep Inn & Suites
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
Exterior
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (463)
"Great facility, very spacious room, excellent customer service!"
The price is $119
$132 total
includes taxes & fees
Jul 3 - Jul 4
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
The Inn at Leonardtown, Ascend Hotel Collection
Lobby
The Inn at Leonardtown, Ascend Hotel Collection
2.5 star property
9.0 out of 10, Wonderful, (96)
"The whole property is beautiful, conveniently located right off the town square near multiple restaurants within walking distance. Our room was great!"
The price is $137
$152 total
includes taxes & fees
Jul 1 - Jul 2
The Inn at Leonardtown, Ascend Hotel Collection
Colonial Beach Plaza Bed & Breakfast
Beach nearby, white sand, beach umbrellas, beach towels
Colonial Beach Plaza Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (49)
"It was most excellent; will definitely return… Couldn’t think of one thing to change. Misun & Dave were most gracious hosts."
Colonial Beach Plaza Bed & Breakfast
Cottage Located on the Patuxent River!
Sun loungers
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (36)
"We were in the area for an event but decided to find a nice getaway spot instead of staying in a hotel. This was a little further from the event location but well worth it! The cottage was clean and welcoming, the scenery beautiful, and overall a comfortable, quiet location."
The price is $345
$417 total
includes taxes & fees
Jul 1 - Jul 2
Cottage Located on the Patuxent River!
Waterfront Relaxing Getaway
Beach
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, (11)
"I was looking for a nice, quiet, and relaxing, vacation. This property did not disappoint. The house was comfortable, cozy, well stocked, and so clean. The view is incredible. Just sitting outside watching the river was so "Zen". I had one of the most restful vacations ever. I was there for a little over two weeks and I would have stayed longer if I could have, Kim, the host, was very friendly and helpful. I look forward to staying at this beautiful property again."
The price is $185
$421 total
includes taxes & fees
Jun 16 - Jun 17
Waterfront Relaxing Getaway
Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease
Fridge, microwave, oven, stovetop
Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease
10.0 out of 10, Exceptional, (9)
"Great location and easy parking next to the secure door of your unit. Just steps up to a well decorated 2 bedroom, 2 bath, living room, dinning area, terrific kitchen, and hall living quaters. Step outside and you can walk to Jarretts art gallery, little wine shop, a play house, an art boutique and oriental Tai food. Beach is 1 block away with new resturants and High Tides has great bands playing on the weekends. Just cant say enough about what a terrific stay we had. Enjoy!"
Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Property grounds
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. The cottage was perfect for our get away. It was clean and had everything we needed. The owners are very responsive to any questions."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Charming Coastal Getaway: Explore and Relax in our 2 Bedroom Downtown Rental
TV
Charming Coastal Getaway: Explore and Relax in our 2 Bedroom Downtown Rental
9.6 out of 10, Exceptional, (9)
"This is the place I want to stay any time I visit Colonial Beach. It’s the perfect space for me and a friend. We each get our own room and bathroom, have a huge kitchen to utilize, and it’s right in the center of town."
Charming Coastal Getaway: Explore and Relax in our 2 Bedroom Downtown Rental
Waterfront with spectacular view, close to restaurants and bars
Property grounds
Waterfront with spectacular view, close to restaurants and bars
10.0 out of 10, Exceptional, (21)
"This was our first time in Colonial Beach and we really enjoyed it. Definitely recommend renting a golf cart to get around town. The house is beautiful and in a great location close to everything. The homeowner was also great to work with and we’ll definitely be back soon!"
Waterfront with spectacular view, close to restaurants and bars
Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck
Exterior
Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck
10.0 out of 10, Exceptional, (26)
"It was the perfect spot to go work from for a bit to be near water and get out of the hustle and bustle of the DC area! Absolutely loved the house and the town! A hidden gem."
Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (107)
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is $185
$285 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Secluded waterfront house to relax or enjoy water activities from private pier
Fridge, microwave, oven, stovetop
Secluded waterfront house to relax or enjoy water activities from private pier
9.8 out of 10, Exceptional, (20)
"Awesome stay"
Secluded waterfront house to relax or enjoy water activities from private pier
Dennison Street Inn Bed & Breakfast
Terrace/patio
Dennison Street Inn Bed & Breakfast
3.5 star property
10.0 out of 10, Exceptional, (21)
"Suite was very nice and the landlords were very friendly. Breakfast each morning was tasty and well done."
Dennison Street Inn Bed & Breakfast
Virginia Getaway - 1 Mi to Colonial Beach!
Interior
Virginia Getaway - 1 Mi to Colonial Beach!
3.5 star property
Virginia Getaway - 1 Mi to Colonial Beach!
Waterfront - renovated 3 bedrooms 2 full baths cottage
Property grounds
Waterfront - renovated 3 bedrooms 2 full baths cottage
9.8 out of 10, Exceptional, (39)
"Wonderful view from the livingroom & the master bedroom. Clean house with hardwood floors. Great time for kids crabbing & a great place to fish -- one slot red, a few puppy drums, croakers, and even a couple of cownose rays that gave maybe the best fight I've had fishing! Michelle was very communicative & helpful. Thank you for a wonderful stay!"
Waterfront - renovated 3 bedrooms 2 full baths cottage
Spectacular Waterfront Retreat with Pier
Property grounds
Spectacular Waterfront Retreat with Pier
10.0 out of 10, Exceptional, (4)
"Very clean property on a large lot in quiet neighborhood. Beautiful view from back of property across the river."
Spectacular Waterfront Retreat with Pier
Don't see what you're looking for?
See all available properties in Port of Leonardtown Winery
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Port of Leonardtown Winery Travel Info

Number of reviews
3,131
Location
Leonardtown, United States of America
Lowest price
$97
Highest price
$345

Hotels near Other Leonardtown Attractions

Image for Calvert Cliffs State Park

Calvert Cliffs State Park

4.5/5(27 reviews)

Explore the great outdoors at Calvert Cliffs State Park, a lovely green space in Lusby. Stroll along the riverfront or experience the museums in this family-friendly area.

See properties
Calvert Cliffs State Park

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 12 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, Ascend Hotel Collection 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 La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent and Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD.

How many hotels are there near Port of Leonardtown Winery?

Expedia has 12 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/.

Recent reviews of Port of Leonardtown Winery hotels
Expedia verified reviews

Quality Inn Solomons - Beacon Marina

Quality Inn Solomons - Beacon Marina

5/5 Excellent
"Good place "
A verified traveler stayed at Quality Inn Solomons - Beacon Marina
Posted 2 days ago
Quality Inn Solomons - Beacon Marina