Leonard town is a charming and lovely town! It looks different in both seasons summer and winter. ❄️🌨

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Explore beach hotels in Leonardtown, MD from $142

Name: The Inn at Leonardtown, an Ascend Collection Hotel
Price range: $142 total
Rating: 9.2

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Top Leonardtown Beach Resorts & Hotels

The Inn at Leonardtown, an Ascend Collection Hotel

41655 Park Avenue Leonardtown MD

Fully refundable

$128 nightly

$142 total

Dec 29 - Dec 30

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.

9.2/10 Wonderful! (155 reviews)

Really nice front desk staff checked us in. The hotel is very clean and comfortable and in a great location.

Reviewed on Nov 17, 2025

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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.

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How to find the best Leonardtown beach hotels?

We have 155 honest, unfiltered reviews from genuine customers you can check out, with an average review rating of 9.2.

How can I find Leonardtown beach hotels with nice views?

Use our ocean view filter to see the Leonardtown beach hotels that offer spectacular views. From cliffside panoramas to beach view hotels with rooms overlooking the sand. Check out poolside and tranquil garden views, too.

How much does it cost to stay in a beach hotel in Leonardtown?

Currently, we have resorts and hotels in Leonardtown on the beach going from $142 a night to $142 for top-end luxury. Prices vary depending on your travel dates, amenities, and neighborhood.

How do I find Leonardtown beach hotels that are good for families?

Filter your search results by clicking on the family friendly filter to see kid-friendly amenities and activities. From beach resorts with kids’ clubs to beachfront hotels offering fun watersports—you have plenty of choice.

Why should I book my beach hotel in Leonardtown with Travelocity?

With great deals on a vast selection of Leonardtown beachfront hotels, 24/7 customer service, and the ability to bundle your hotel, flights, and car rental to save more—Travelocity makes it easy.

Do any beach hotels in Leonardtown have a pool?

Many Leonardtown hotels on the beach have pools. You can choose which amenities you want and use our pool filter to see the Leonardtown beach hotels that have pools on site.

When is the best time to stay in a beach hotel in Leonardtown?

The best time to visit Leonardtown for local events and activities is .

Are there cheap beach hotels in Leonardtown?

Prices for Leonardtown beach hotels currently start at just $142 a night. With 6 Leonardtown beach hotels to choose from, you have stacks of tempting options, whatever your budget.

What are some great things to do in Leonardtown by the beach?

Enjoy swimming, reading, and sunbathing on the beach in Leonardtown. There’s also action-packed beach fun and watersport adventures, too. Check each hotel’s information section to find out what’s available.

How can I find the best beach hotels deals in Leonardtown?

Pop in your travel dates and hit search and hunt though our fantastic deals on Leonardtown beach resorts and beachfront hotels. Download the free Travelocity appOpens in a new window for awesome member discounts.