The Inn at Leonardtown, an Ascend Collection Hotel

Property class: 2.5

Choose dates to view prices

The Inn at Leonardtown, an Ascend Collection Hotel provides everything you need. Stay connected with free in-room WiFi.

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk

Room options

Available filters for rooms
Showing 4 of 4 rooms

View all photos for Standard Room, 2 Double Beds, Non Smoking

A hotel room with two beds, a nightstand, a lamp, a framed picture on the wall, and a window with blinds.

Standard Room, 2 Double Beds, Non Smoking

9.8 out of 10
Exceptional
(17 reviews)
  • 250 sq ft
  • Sleeps 4
  • 2 Double Beds

View all photos for Room, 2 Double Beds, Accessible, Non Smoking

A hotel room with two beds, a nightstand, a lamp, a framed picture on the wall, and a window with blinds.

Room, 2 Double Beds, Accessible, Non Smoking

10.0 out of 10
Exceptional
(1 review)
  • 250 sq ft
  • Sleeps 4
  • 2 Double Beds

View all photos for Standard Room, 1 King Bed, Non Smoking

A hotel room with a desk, a flat-screen TV, a coffee maker, a chair, a lamp, and a window with blinds.

Standard Room, 1 King Bed, Non Smoking

9.8 out of 10
Exceptional
(19 reviews)
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed, Accessible, Non Smoking

A hotel room with a desk, a flat-screen TV, a coffee maker, a chair, a lamp, and a window with blinds.

Room, 1 King Bed, Accessible, Non Smoking

9.6 out of 10
Exceptional
(4 reviews)
  • 250 sq ft
  • Sleeps 2
  • 1 King Bed
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About the neighborhood

Located in Leonardtown, The Inn at Leonardtown, an Ascend Collection Hotel is in the city center. Old Jail Museum and North End Gallery are cultural highlights, and some of the area's activities can be experienced at Port of Leonardtown Winery and Breton Bay Golf Course. St. Mary's County Arts Council and Saint Mary's Fairground are also worth visiting. Visit our Leonardtown travel guide
Map
41655 Park Avenue, Leonardtown, MD, 20650

What's nearby

  • St. Mary's County Arts Council
    1 min walk - 0.1 miles
  • Leonardtown Town Hall
    1 min walk - 0.1 miles
  • North End Gallery
    3 min walk - 0.2 miles
  • Leonardtown Park
    11 min walk - 0.6 miles
  • MedStar Saint Mary's Hospital
    20 min walk - 1.1 miles

Getting around

  • Ronald Reagan Washington National Airport (DCA)
    97 min drive

Restaurants

  • McDonald's
    4 min drive
  • Chipotle Mexican Grill
    11 min drive
  • Dunkin'
    9 min walk
  • The Local
    11 min drive
  • Outback Steakhouse
    13 min drive

About this property

The Inn at Leonardtown, an Ascend Collection Hotel

  • Hotel in the city center
  • The Inn at Leonardtown, an Ascend Collection Hotel provides everything you need. Guests can connect to free in-room WiFi.
  • Other perks at this hotel include:
    • Free self parking
    • An elevator, smoke-free premises, and a banquet hall
    • Luggage storage and a 24-hour front desk
    • Guest reviews speak highly of the helpful staff
  • Room features
  • All guestrooms at The Inn at Leonardtown, an Ascend Collection Hotel offer thoughtful touches such as air conditioning, as well as amenities like free WiFi and desk chairs.
  • More conveniences in all rooms include:
    • Designer toiletries, tubs or showers, and hair dryers
    • 55-inch flat-screen TVs with cable channels
    • Refrigerators, microwaves, and coffee/tea makers

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Frequently asked questions

Is The Inn at Leonardtown, an Ascend Collection Hotel pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at The Inn at Leonardtown, an Ascend Collection Hotel?

As of Oct 25, 2026, prices found for a 1-night stay for 2 adults at The Inn at Leonardtown, an Ascend Collection Hotel on Nov 23, 2026 start from $157, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Self parking is free at this property.

What time is check-in at The Inn at Leonardtown, an Ascend Collection Hotel?

Check-in start time: 3 PM; Check-in end time: 7:00 AM. Late check-in is available during limited hours.

What time is check-out at The Inn at Leonardtown, an Ascend Collection Hotel?

Check-out is at 11 AM.

Where is The Inn at Leonardtown, an Ascend Collection Hotel located?

Located in the heart of Leonardtown, this hotel is steps from St. Mary's County Arts Council, Leonardtown Town Hall, and Old Jail Museum. North End Gallery and St. Mary's County Historical Society are also within 5 minutes.

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

The Inn at Leonardtown, an Ascend Collection Hotel Reviews

9.4

Exceptional

9.6

Cleanliness

8.8

Amenities

9.6

Staff & service

9.4

Property conditions & facilities
Rating 10 - Excellent. 146 out of 192 reviews
Rating 8 - Good. 31 out of 192 reviews
Rating 6 - Okay. 6 out of 192 reviews
Rating 4 - Poor. 4 out of 192 reviews
Rating 2 - Terrible. 5 out of 192 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room (a king bed) was clean and quiet. If we're ever in the area again, this is where we'd stay.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay with nearby restaurants.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was spacious, staff were extremely nice and helpful. Would stay here again.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A nice clean large room.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A quiet and clean gem set in the heart of Leonardtown in walking distance to shops and restaurants. Great breakfast area.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Clean , comfortable room Great location, included breakfast!
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Several very nice restaurants nearby all in walking distance. Plenty of self parking available adjacent to hotel.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
The staff was very friendly and accommodating.
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Great stay! Comfy large room, very clean, location was great and the staff was outstanding! I interacted with 4 different staff during my stay (front desk) and everyone was so nice and welcoming and friendly…Will certainly recommend this hotel 10/10!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Love this hotel, we always stay here when we visit family. Very nice, clean, safe and you can walk to many shops and restaurants.
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Really nice front desk staff checked us in. The hotel is very clean and comfortable and in a great location.
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A lovely place to stay near family in the area with plenty of places to shop and eat nearby
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Incredible staff, great place
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
Great location in the historic district. Restaurants and entertainment are all right there. Hotel staff were great, and room was bright and modern. 5 stars all around
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
Very clean room. Staff is so friendly.
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone is so nice and helpful. Rooms were clean. We will be staying there again when we go visit our son.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff, convenient location near a lot of bars/restaurants, nice size room, clean and easy parking
Stayed 1 night in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
First impression was Very positive... the receptionist that was working during my arrival receives 5 stars in my opinion. This is how I and all guest should be greeted when arriving at a hotel. She was friendly, outgoing, professional and informative. Now on the negative. 1.- The mattresses are definitely due for an upgrade as well as the chairs in the lobby that when you sit down, you practically sink down about a foot. 2.-Continental breakfast is misleading. A couple of microwave sandwiches and a waffle maker doesn't check all the boxes.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Nice property in a convenient area. Staff was very friendly.
Stayed 1 night in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great staff and very enjoyable!
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great Stay!

Beautiful renovations have resulted in an updated, clean hotel. The staff is friendly and m, although we stayed for just one night, we would definitely return!
Stayed 1 night in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was very friendly and welcoming!
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
The room was incredibly clean. The women at the front desk made you feel like you were coming to stay at their home. We needed an unpredictable late check out time, and we’re happily accommodated by both the front desk and room attendance staff. I have traveled a lot and I have never had a better experience than I did at this hotel.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A DEFINITE MUST-STAY

The whole property is beautiful, conveniently located right off the town square near multiple restaurants within walking distance. Our room was great!
Stayed 2 nights in May 2024