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The Inn at Leonardtown, Ascend Hotel Collection

Waldorf - MD · United States

41655 Park AvenueView location

9.4/10Excellent192 Reviews
Cleanliness9.6/109.6
Service9.6/109.6
Comfort9.4/109.4
Condition9.4/109.4
Amenities8.8/108.8
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Room prices, availability, meal plans and cancellation terms are confirmed for your selected dates.

About The Inn at Leonardtown, Ascend Hotel Collection

The well-being of guests is top of mind at Choice-branded hotels. Guests may experience a variety of new, improved cleanliness protocols and products. The Inn at Leonardtown, Ascend Hotel Collection is a boutique hotel in Leonardtown, MD.

Amenities include free high speed WiFi, free continental breakfast, 24 hour reception, a sundry shop, late checkout and more. Guest rooms feature modern furnishings, a desk with ergonomic chair, a microwave, refrigerator, a Keurig coffee maker, an iron and ironing board, hair dryer and more.

Our smoke free hotel is within walking distance of Leonardtown Wharf and Leonardtown Square. Other area attractions include Newtowne Neck State Park, Patuxant River Air Museum, Calvert Marine Museum, Sotterley Plantation and more. We are also conveniently close to College of Southern Maryland.

Plus, you can earn rewards, like free nights and gift cards, with our Choice Privileges Rewards program.

Read more about this hotelShow less

A stay at The Inn at Leonardtown, an Ascend Collection Hotel places you in the heart of Leonardtown, steps from St. Mary's County Arts Council and Leonardtown Town Hall. This hotel is 15.4 mi (24.8 km) from Chesapeake Bay and 0.1 mi (0.2 km) from Old Jail Museum.

Make yourself at home in one of the 41 air-conditioned rooms featuring refrigerators and flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, designer toiletries, and hair dryers.

Featured amenities include a 24-hour front desk, luggage storage, and an elevator. Free self parking is available onsite.

Popular amenities

Free WiFi
Parking available
Concierge
Non-smoking
Banquet facilities
Accessible facilities

Check-in and check-out

Check-in from 3:00 PM
Check-in until 7:00 AM
Check-out until 11:00 AM
Minimum check-in age 21

Hotel policies

No rollaway/extra beds available No cribs (infant beds) available Professional property host/manager Pets not allowed Service animals are allowed Service animals are exempt from fees/restrictions

Cleaning and safety

Chain Specific Standards
Property follows a brand or regulatory agency's sanitization guidelines Commitment to Clean (Choice)
Essential Travel
Essential workers only - NO

Important information

  • Special Instructions
    Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.
  • Instructions
    • Extra-person charges may apply and vary depending on property policy
    • Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
    • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
    • This property accepts credit cards; cash is not accepted
    • Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
    • This property affirms that it follows the cleaning and disinfection practices of Commitment to Clean (Choice)
    • Property Registration Number 2668771
  • Minimal age
    21
  • Spoken Language

    English

Nearby attractions

St. Mary's County Arts Council 0.1 km / 0.1 mi
Leonardtown Town Hall 0.1 km / 0.1 mi
Old Jail Museum 0.2 km / 0.1 mi
North End Gallery 0.2 km / 0.1 mi
St. Mary's County Historical Society 0.3 km / 0.2 mi
Leonardtown Park 0.9 km / 0.6 mi
MedStar Saint Mary's Hospital 1.6 km / 1 mi
Miedzinski Park 1.7 km / 1.1 mi
Saint Mary's County Library Leonardtown Branch 2.1 km / 1.3 mi
The Shoppes at McIntosh 2.3 km / 1.4 mi
Port of Leonardtown Winery 3 km / 1.9 mi
Saint Mary's Fairground 3 km / 1.9 mi
Leonardtown Library 3.1 km / 1.9 mi
McIntosh Run Community Park 3.5 km / 2.2 mi

Hotel facilities & services

Services and fees can vary. Check the selected room details and hotel policies before booking.

  • Total number of rooms: 40
  • hotel
  • Wheelchair-accessible
  • Car parkExtra charge
  • 24-hour reception
  • Check-in hour
  • Check-out hour
  • Wi-fiExtra charge
  • Lift accessExtra charge
  • GolfExtra charge
Upon availability

Room types

These are the hotel's room types, rather than live offers. Choose your travel dates to see available rooms, prices and booking conditions. Check availability

  • QUADRUPLE AccessibleQUADRUPLE • AccessibleQUA.H6

    Photos are not available for this room type.

    The Inn at Leonardtown, Ascend Hotel Collection

    QUADRUPLE Accessible

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–6 • Adults: max. 4 • Children: max. 3
    Room type
    QUADRUPLE
    View / characteristic
    Accessible

    Adult and child limits apply within the room's total guest limit.

    Room code: QUA.H6

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE TWO DOUBLE BEDS NON SMOKINGDOUBLE • TWO DOUBLE BEDS NON SMOKINGDBL.2D-NM

    Photos are not available for this room type.

    The Inn at Leonardtown, Ascend Hotel Collection

    DOUBLE TWO DOUBLE BEDS NON SMOKING

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    TWO DOUBLE BEDS NON SMOKING

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.2D-NM

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE AccessibleDOUBLE • AccessibleDBL.H6

    Photos are not available for this room type.

    The Inn at Leonardtown, Ascend Hotel Collection

    DOUBLE Accessible

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    Accessible

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.H6

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

  • DOUBLE KING BED NON SMOKINGDOUBLE • KING BED NON SMOKINGDBL.KG-NM

    Photos are not available for this room type.

    The Inn at Leonardtown, Ascend Hotel Collection

    DOUBLE KING BED NON SMOKING

    Room photos

    Photos are not available for this room type.

    Room overview

    Occupancy
    Guests: 1–4 • Adults: max. 4 • Children: max. 3
    Room type
    DOUBLE
    View / characteristic
    KING BED NON SMOKING

    Adult and child limits apply within the room's total guest limit.

    Room code: DBL.KG-NM

    Limited room details from hotel

    Available rooms, prices and included facilities are confirmed after you choose your dates and rate.

Guest reviews

What other guests saying about The Inn at Leonardtown, Ascend Hotel Collection

9.4
Excellent
192 Reviews
Cleanliness
9.6 /10
Service
9.6 /10
Comfort
9.4 /10
Condition
9.4 /10
Amenities
8.8 /10
75 reviews shown
8/10
Excellent
23 Jun 2026
Chrystie
This hotel is very cute, clean and centrally located to the downtown Leonardtown area. Parking was very accessible and easy and I loved that breakfast was included. My only issue was the woman working at the front desk when we checked in. She was grumpy and not very friendly. We arrived at noon so we understood it was early and that all of our rooms might not yet be ready, but she seemed annoyed at us! And didn’t offer any accommodations to help us settle in after a 7 hour drive.
Friends
10/10
Exceptional
12 Jun 2026
Ilene
Room was spacious, staff were extremely nice and helpful. Would stay here again.
Partner
10/10
Exceptional
31 May 2026
Edith
A quiet and clean gem set in the heart of Leonardtown in walking distance to shops and restaurants. Great breakfast area.
Family
10/10
Exceptional
09 Apr 2026
BONNIE
Several very nice restaurants nearby all in walking distance. Plenty of self parking available adjacent to hotel.
Partner
10/10
Exceptional
08 Apr 2026
Patrick
Clean , comfortable room
Great location, included breakfast!
10/10
Exceptional
22 Mar 2026
Heather
Great property. Would stay again. Front desk staff were very helpful.
Family_with_children
10/10
Exceptional
15 Mar 2026
lisa
Great place to stay with nearby restaurants.
Partner
10/10
Exceptional
01 Mar 2026
Jessica
The staff was very friendly and accommodating.
Friends
10/10
Exceptional
27 Feb 2026
Thomas
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!
Self
10/10
Exceptional
22 Feb 2026
Ede
Everything was great! We will stay there again.
Family_with_children
10/10
Exceptional
10 Feb 2026
Trish
Very clean room. Staff is so friendly.
Partner
10/10
Exceptional
25 Jan 2026
Allison
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.
Business Family
10/10
Exceptional
19 Jan 2026
Mark
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
Friends_and_family Friends
10/10
Exceptional
09 Jan 2026
lisa
Everyone is so nice and helpful. Rooms were clean. We will be staying there again when we go visit our son.
Leisure Partner
10/10
Exceptional
04 Jan 2026
James Daniel
No issues
Business
10/10
Exceptional
20 Dec 2025
April
Love this hotel, we always stay here when we visit family. Very nice, clean, safe and you can walk to many shops and restaurants.
Leisure
10/10
Exceptional
17 Nov 2025
Robin
Really nice front desk staff checked us in.
The hotel is very clean and comfortable and in a great location.
Leisure Family
10/10
Exceptional
09 Nov 2025
April
Miss Kim at the front desk was very nice and personable. We've stayed here in the past and she has always been fantastic!
Leisure Partner
10/10
Exceptional
18 Oct 2025
Sheldon
Overall 10/10. Convenient area and nice building and room.
Leisure Partner
10/10
Exceptional
18 Sep 2025
Ryan
Incredible staff, great place
Friends_and_family Friends
8/10
Excellent
16 Sep 2025
CHRIS
Front desk staff was terrific and very helpful. Room was nice. The bathroom ceiling had some stains from a previous leak which was off putting. But no problems. Good location right in town.
Leisure
10/10
Exceptional
14 Sep 2025
Gerri

Gem in Center of Town

We spent the night in Leonardtown as part of longer trip to do some genealogy research. This hotel was conveniently located in center of town, and we could walk to The Front Porch for our dinner reservation. The room was spacious and clean. The staff were amazingly friendly and helpful. We would definitely choose to stay here again whenever in Leonardtown.
Partner
10/10
Exceptional
08 Aug 2025
Shawn
Staff was very friendly, room was clean.
Leisure
8/10
Excellent
22 Jul 2025
Dale
Safe clean great staff over priced.
10/10
Exceptional
20 Jul 2025
Jennifer
The black out blinds are amazing! The room size is also very generous.
Leisure Self
10/10
Exceptional
19 Jul 2025
Rita
The property was excellent. The staff were amazing. Very warm, sincere, and helpful!
10/10
Exceptional
07 Jul 2025
Donna J
A lovely place to stay near family in the area with plenty of places to shop and eat nearby
Leisure Partner
10/10
Exceptional
09 Jun 2025
Cheryl
Nice property in a convenient area. Staff was very friendly.
Leisure Family
8/10
Excellent
28 May 2025
Mary
The place is very clean and the staff is great. Missing one star because there was almost no water pressure in the shower. Otherwise, was a really great hotel.
Leisure Family
10/10
Exceptional
26 Apr 2025
Kacy
Friendly staff, convenient location near a lot of bars/restaurants, nice size room, clean and easy parking
Leisure Partner
10/10
Exceptional
15 Mar 2025
Stephanie

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!
Partner
10/10
Exceptional
26 Jan 2025
Karen
Nice small town inn with a couple of excellent dining options nearby. Check in was easy and very friendly. Room was clean, modern, with newer tv and heating units. Nice black out blinds instead of curtains.
Leisure Friends
8/10
Excellent
24 Jan 2025
James
Very nice property in leonardtown. Beats those chain hotels any day!
Business Self
10/10
Exceptional
09 Dec 2024
Liann
I liked the parking proximity and availability.
Business Self
10/10
Exceptional
01 Dec 2024
Edward
Very pleased with our stay. Will stay there again.
Leisure Partner
10/10
Exceptional
21 Nov 2024
Flora Marie
Very accessible , beautiful area ,
Leisure Family
10/10
Exceptional
21 Nov 2024
Flora Marie
Everything was easy access and the town was beautiful
Leisure Family
10/10
Exceptional
19 Nov 2024
Bruce
The property is easy to get to in Leonardtown; it is close to restaurants, shops, and attractions. The staff were friendly and efficient and the breakfast nourishing and tasty.
Thank you.
Leisure Partner
10/10
Exceptional
23 Sep 2024
Alma
Great location and very clean. Spacious room.
Leisure Partner
8/10
Excellent
09 Aug 2024
Jonathan
No restaurant or exercise facility
Leisure Partner
6/10
Pleasant
04 Aug 2024
Susan
The staff are warm, funny, and friendly. Rooms are modern and clean. TVs did not work reliably in 2 of our rooms (turned on and off mysteriously) and in-room refrigerator sounded like Darth Vader. Also, if you enjoy listening to Fox News in the morning while dining, then this is the place for you. It blares from the giant TV in the breakfast area.
Leisure Family
10/10
Exceptional
01 Aug 2024
Tanika
Quiet. Peaceful. Close to everything
10/10
Exceptional
27 Jul 2024
Susan
Great staff and very enjoyable!
6/10
Pleasant
07 Jul 2024
Verified traveler
Room door needs more insulation, you can hear everyone conversation in the hallway
Business
10/10
Exceptional
29 Jun 2024
Verified traveler

What a great hotel & location.

Had a wonderful stay at the Inn at Leonardtown. The room was very clean and the bed comfortable. The lady at the reception desk was friendly and helpful. The Inn has its own parking lot and there are several nice places to eat within walking distance. We stopped by the Wharf the day we left and it was beautiful. We'll be back to stay again!!
Friends_and_family Family
10/10
Exceptional
28 Jun 2024
Louise

What a great hotel & location.

My daughter and I had a wonderful stay at the Inn at Leonardtown. The room was very clean and the bed comfortable. The lady at the reception desk was friendly and helpful. The Inn has its own parking lot and there are several nice places to eat within walking distance. We stopped by the Wharf the day we left and it was beautiful. We'll be back to stay again!!
Friends_and_family Family
10/10
Exceptional
30 May 2024
Naomi

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!
Friends_and_family Family
10/10
Exceptional
20 May 2024
Andrew
Very clean facility with a friendly staff.
Partner
4/10
Poor
14 May 2024
DEBBIE
Went to check in and no one was at the desk. after looking around to see if someone was around. I see the door propped open with a brick. I walk outside. Hear a voice saying Can I help you? Said trying to check in, do you work here? She says yes. Comes around with a Dunkin Ice Coffee in her hand! Upon checking out next morning. No good morning how was your stay from the day clerk. No thank you when leaving. I emailed the general manger.
Leisure Family
2/10
Poor
09 May 2024
Cameron
1. The key to the room didn't work. 2. The TV didn't work and when called for service no one showed up to fix it. 3. Tried calling the front desk but the phone didn't work so I had to use my cell to call them. 4. There were no spoons to eat our yogurt. 5. The receptionist called while we had left the hotel and told us we left some items. We didn't think so we asked her to verify it with housekeeping but she never called us back.
10/10
Exceptional
30 Apr 2024
Danny
The staff was very friendly and welcoming!
Business
2/10
Poor
29 Apr 2024
Verified traveler

they don't answer the phone and the place is dirty

This hotel was a bust! Outside looks great inside is uncared for and dirty. . I have one tiny towel in my musty stain ridden room. Do not recommend booking any one here
Business
10/10
Exceptional
26 Apr 2024
Heather

Great for a mini getaway

Great welcome from Kim! She was professional, kind, and knowledgeable. I also liked the dedicated parking lot and the short drive to Breton Bay - maybe even a nice walk. Room was a bit pricey, but accommodations were good.
Friends_and_family Friends
10/10
Exceptional
31 Mar 2024
Jonathan
Nice
10/10
Exceptional
14 Jan 2024
Bradford
Nice location
Leisure Partner
10/10
Exceptional
05 Jan 2024
Kelly

Great location and service!

Unfortunately, my visit to Leonardtown was for a funeral rather than something fun. I booked this hotel as it was right in town and within walking distance to restaurants and the funeral home (w/i 3 blocks)

Parking was easy. The staff was friendly and helpful. The room was well appointed and the bed comfortable.

While I didn't see it in the listing, I was pleasantly surprised to learn that they did offer breakfast as part of the room rate. The self-service buffet was simple but tasty (fresh waffles and coffee for the win!)

I hope that my next occasion to visit Leonardtown is a happier one, and will stay at this property again.

Friends_and_family Family
10/10
Exceptional
23 Dec 2023
Morgan
This was perfect for my wedding night.
Leisure Family
10/10
Exceptional
09 Nov 2023
Don
I liked the convenience of walking to waterfront and local restaurants.

It was more expensive to book direct than it was with EXPEDIA.
Leisure Family
10/10
Exceptional
05 Oct 2023
Frank
I can't say enough about the positive experience I had at The Inn. Perhaps the cleanest property I ever stayed in. Walkable to a coffee shop/bakery, ice cream shop, several gift and retail shops, bars, and restaurants. But the staff was certainly the highlight. Bonnie, the General Manager, helped me with a complex logistical issue and could not have been more accommodating. Every staff member I engaged with was personable and helpful. I had a great experience!
Business Self
2/10
Poor
23 Sep 2023
Edward
The management of this property were extremely rude and unhelpful. Would never recommend this hotel.
Leisure Family
10/10
Exceptional
06 Aug 2023
Anita
The property was nice as well as the staff ; the only critical feedback was the dampness in the room .
Business_and_leisure Family
4/10
Poor
09 Jul 2023
Kevin Gerard
Breakfast was a joke - cereal, dry pastries, Keurig coffee and microwave stuff from Costco. About 7:00am my second morning of 2 there was no hot water for a shower. Called the desk and was told to leave it running because it takes a bit for the water to warm. Let it run 15 minutes (total waste of water) and it never got hot. As I was leaving to check out about 9:30 I washed my hands and finally hot water. And the chair is too low for the desk. My laptop was at my chin if I tried to use the desk.
Business_and_leisure Self
8/10
Excellent
05 Jul 2023
Charles
This is a nice place to stay in downtown Leonardtown. Good value for the money.
Leisure Partner
10/10
Exceptional
12 Jun 2023
lynne

Decorated beautifully! Very comfortable, staff was very pleasant and helpful, always smiling and saying good morning or hello. Convenient to many places, food, sightseeing. Loved it!
Leisure Partner
4/10
Poor
11 Jun 2023
Debbie
There was no shower curtain on the shower in the bathroom.
Also the bed creaked when you laid down and moved around.
2nd time staying here. 1st time was nice.
Leisure Family
10/10
Exceptional
02 Jun 2023
Brittany
Wonderful stay!
Business_and_leisure Family
10/10
Exceptional
15 May 2023
Debbie
The hotel was very clean, comfortable. The check in and checkout staff were extremely friendly.
Leisure Family
8/10
Excellent
11 Apr 2023
Massey
The hotel was very nice.
Business_and_leisure
10/10
Exceptional
07 Apr 2023
Sara
Conveniently located in a cute, historic district. Shops and restaurants all convenient. The staff, particularly Kim were very friendly and helpful. The room was clean, comfortable and quiet. I will definitely stay again.
Leisure Self
8/10
Excellent
27 Mar 2023
Edward
Very nice hotel but our room smelled like cleaning supplies. Also wish the hotel had a fitness room. Great location though and vey friendly staff.
Leisure Family
10/10
Exceptional
20 Mar 2023
Nicholas

Awesome

It’s our go to place to stay when we travel to MD
Friends_and_family Family
10/10
Exceptional
20 Feb 2023
Stephanie

Comfortable stay and great staff!

We checked in Saturday afternoon early and they accomodated us without any hesitation. When we returned around 11pm we discovered that our heat wasn't working. I spoke with David who graciously and thoroughly checked the unit. It was decided that the unit was broken and we went down to the lobby to be assigned another room. While David was assigning us another room, Colette (sp?) searched offices and closets (some twice) for a space heater. They were great! I called today (Monday) because I realized that I left an outfit there. I spoke with Jacqueline (sp?) who knew immediately what I was referring to. She took all of my neccessary info, informed me that the card on file will be used for S&H and committed to having it shipped back to me. The customer service provided here could not have been better. There's a quote at the desk that says something like \"Arrive as guests and leave as friends\". David, Colette and Jacqueline truly made an effort throughout all of my weekend events at The Inn to part as friends.
Partner
10/10
Exceptional
11 Feb 2023
Blake
Nice, quaint little town. The Inn was clean, newly furbished and the staff were very friendly. If you're visiting, this is the place to stay.
Business
10/10
Exceptional
19 Dec 2022
Darrell
Very nice. Great location
10/10
Exceptional
30 Nov 2022
Morgan
Nice area, kind staff & peaceful stay for being in town for the weekend for a wedding would definitely return
Partner

Location & surroundings

The Inn at Leonardtown, Ascend Hotel Collection
41655 Park Avenue, Leonardtown, United States

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The Inn at Leonardtown, Ascend Hotel Collection

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