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Find hotels in Leonardtown, MD from $100

Check Leonardtown hotel prices

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May 20 - May 21
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May 21 - May 22
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May 24 - May 26
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May 31 - Jun 2

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Compare 505 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sun loungers
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (35)
"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 $295
$352 total
includes taxes & fees
May 22 - May 23
Cottage Located on the Patuxent River!
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 2 - Jun 3
Waterfront Relaxing Getaway
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
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Property grounds
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
10.0 out of 10, Exceptional, (21)
"Perfect little cottage to enjoy all that is C beach. Fenced yard for the dog was a plus."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Exterior
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
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
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
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
Property grounds
Windswept Getaway
10.0 out of 10, Exceptional, (3)
"This place is absolutely beautiful With amazing Views it is right on the water The last house on the road.. The beds were very comfortable. The kitchen is very spacious, had everything we needed. The host was very accommodating and responded immediately with any questions. I highly recommend staying here. We found this place last minute. When our other arrangements fell through and im so happy they did because this was closer and just perfect for our family."
Windswept Getaway
Smart TV, books, music library, video library
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
10.0 out of 10, Exceptional, (7)
"Clean and peaceful location. Had 4 women so only negative was 1 bathroom. Not a problem if there were at least mirrors on wall in bedrooms or somewhere other than bathroom. Enjoyed our stay. Beds were very comfortable."
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
Beach
Enjoy the beach & the woods while you relax & unwind at Wandering Woods Bungalow
10.0 out of 10, Exceptional, (2)
"We needed to stay in Montross for the weekend. This provided all of the amenities we needed."
Enjoy the beach & the woods while you relax & unwind at Wandering Woods Bungalow
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Mechanicsville Retreat w/ Deck!
10.0 out of 10, Exceptional, (1)
"The property was perfect for our weekend family getaway. There was plenty of room for us, our adult children, and their spouses. The very large TV screen and dart board downstairs provided hours of entertainment. The location was convenient for those arriving from Alexandria VA, Baltimore MD, and Gaithersburg MD. We visited the U.S. National Oyster Festival in St. Mary's County. We would love to come back again."
Pet-Friendly Mechanicsville Retreat w/ Deck!
Beach
NEW Lovers' Lake View Oasis
10.0 out of 10, Exceptional, (1)
"Our stay was short, but this cottage get away was a wonderful location to get rest over a weekend, especially in that hot tub! Enjoyed every second in it :) The owner, Natasha, was an absolutely gracious and attentive host. Great communication! We highly recommend!"
NEW Lovers' Lake View Oasis
Property grounds
The Blue Crab is 5 blocks from Beach, 0.5 miles to Beach, 100 ft from bay.
10.0 out of 10, Exceptional, (13)
"Quiet area great for families. Loved the outdoor space. We brought 2 large dogs and they had a safe place to enjoy without escaping. The fire pit was nice and the shed with the beach chairs and different sized bikes was awesome. The inside was clean and had nice touches. The golf cart rentals and restaurants were very convenient."
The Blue Crab is 5 blocks from Beach, 0.5 miles to Beach, 100 ft from bay.
Fridge, microwave, oven, stovetop
Our Happy Place in Colonial Beach
10.0 out of 10, Exceptional, (1)
"We absolutely loved this house! Has everything you need! It’s super clean, beautifully decorated and the property manager was helpful and super responsive. Couldn’t ask for more! We’d love to return during our next trip to Colonial Beach."
Our Happy Place in Colonial Beach
Beach nearby, white sand, beach umbrellas, beach towels
Colonial Beach Plaza Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (48)
"It was a very friendly and welcoming environment. They had a good amount of suggestions for things to do and places to eat nearby. Definitely planning to return. "
The price is $215
$245 total
includes taxes & fees
May 22 - May 23
Colonial Beach Plaza Bed & Breakfast
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 $150
$241 total
includes taxes & fees
May 22 - May 23
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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
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
Fridge, microwave, stovetop, dishwasher
'The Blue Crab Cottage' - 3 Blocks From The Beach!
9.8 out of 10, Exceptional, (56)
"Stay was good. Neighbors not so much"
'The Blue Crab Cottage' - 3 Blocks From The Beach!
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See all available properties in Leonardtown
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.

Stay near popular Leonardtown attractions

Image for Port of Leonardtown Winery

Port of Leonardtown Winery

4.5/5(10 reviews)

You can enjoy a tasting or tour at Port of Leonardtown Winery during your travels to Leonardtown. Amble around this family-friendly area's riverfront or attend a sporting event.

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Port of Leonardtown Winery
Image for New Towne Neck State Park

New Towne Neck State Park

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

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New Towne Neck State Park

Leonardtown Travel Info

Number of reviews
1,708
Accommodation
505 hotels
Highest price
$295
Lowest price
$100
Reasons to visit
St. Marys River State Park, Port of Leonardtown Winery and St. Clements Island State Park
Hotels with dining
3
Hotels with family-friendly amenities
3

Frequently asked questions

Where is the best place for a stay in Leonardtown?

The Inn at Leonardtown, Ascend Hotel Collection is one of the top choices for your stay based on our traveler data. This hotel offers free parking and free WiFi. Two other choices for your trip to the area are La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent and River Edge Inn. See all available top hotels, or vacation rentals in Leonardtown.

What's the top vacation rental in Leonardtown?

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: Located near Leonardtown, this vacation home rental is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Leonardtown.

If I need to cancel my hotel reservation in Leonardtown, will I receive a refund?

Yes! Most hotel room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Leonardtown.

Where can I learn more about changing or cancelling my trip to Leonardtown?

For more details about picking new dates or cancelling your trip to Leonardtown, click here.

What's the best hotel to stay with easy access to New Towne Neck State Park?

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. You'll find it 5 mi (8.1 km) from New Towne Neck State Park.

What are some hotels with pools in Leonardtown?

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent: Hotel located near Patuxent River Naval Air Station. Offers continental, a seasonal outdoor pool, and complimentary wired internet access. Springhill Suites by Marriott Prince Frederick and Red Roof Inn Dahlgren - Naval Base are two additional hotels that offer an onsite pool. View all hotels with pools in Leonardtown.

What is the best spa hotel in Leonardtown?

The Inn at Leonardtown, Ascend Hotel Collection is a top spa hotel with 41 rooms, free WiFi, and off-street parking. See all spa hotels in Leonardtown.

What's the best place to stay near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

How is it staying in Leonardtown?

Visitors can enjoy all that Leonardtown has to offer including the seafood restaurants, festivals, and sporting events. In Leonardtown, there are 19 hotels and other accommodations to choose from. Find out more about Leonardtown.

What should I see while I'm in Leonardtown?

Favorite places to visit include St. Mary's River State Park, Port of Leonardtown Winery, and New Towne Neck State Park. You'll also find Patuxent River Naval Air Station and Calvert Cliffs State Park in the area. Check out what more to see and do in Expedia's Leonardtown guide.

What's the seasonal weather like in Leonardtown?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Leonardtown is 49 inches.

Recent reviews of Leonardtown hotels
Expedia verified reviews

My Place Hotel - Dahlgren/King George, VA

My Place Hotel - Dahlgren/King George, VA

5/5 Excellent
"Friendly, clean, easy access. We would definitely stay again. We hope they come to our area. "
A verified traveler from Bloomingburg stayed at My Place Hotel - Dahlgren/King George, VA
Posted 11 hours ago
My Place Hotel - Dahlgren/King George, VA