The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection 5* Leonardtown
The At Leonardtown, An Ascend Collection Hotel Leonardtown
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Hotel
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection 5* Leonardtown
Hotel The At Leonardtown, An Ascend Collection Leonardtown
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection 5* Leonardtown
Hotel The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Hotel Leonardtown
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Leonardtown
Hotel The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection 5* Leonardtown
The At Leonardtown, An Ascend Collection Hotel
Hotel The At Leonardtown, An Ascend Collection
Hotel The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection Hotel
Hotel The At Leonardtown, An Ascend Collection Leonardtown
Hotel The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection 5*
Hotel The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Hotel 5*
The At Leonardtown, An Ascend Collection Hotel 5*
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel Leonardtown
Hotel The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection
Hotel The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection Hotel
The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Hotel Leonardtown
The At Leonardtown, An Ascend Collection Hotel 5*
Hotel The At Leonardtown, An Ascend Collection
The At Leonardtown, An Ascend Collection Leonardtown
The At Leonardtown, An Ascend Collection Hotel Leonardtown
The At Leonardtown, An Ascend Collection 5*
The At Leonardtown, An Ascend Collection
1 / 83

The Inn At Leonardtown, An Ascend Collection Hotel

ex. Executive Inn - Park Avenue Hotel
Leonardtown, United States View on map
9.3 Superb Based on 122 reviews
Editor's Pick

"Rooms sit within walking distance of Leonardtown Square shops and restaurants. The lobby features craft events, while suites offer soaking tubs. Made for weekend travelers, and less so for anyone needing an elevator during busy periods."

Declan Ross
Travel & Culture Writer · May 2026
From US$ 187 US$ 160 per night
Save 14%
Check-in
9 Sept 2026
Check-out
10 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
    Pay at the hotel
  • Secure booking
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  • Best price guarantee
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Why guests choose The Inn At Leonardtown, An Ascend Collection Hotel

  • Free Parking
    Reservation required
  • Breakfast Included
    Continental & American options
  • Historic District
    Annmarie Sculpture Garden
  • ADA Accessible
    Braille & tactile signs
  • Event Space
    Banquet & corporate gatherings
  • Express Check-In
    Skip the queue
The Inn At Leonardtown, An Ascend Collection Hotel 1 / 83

Overview

Situated about a 5-minute stroll from Fenwick St Used Books & Music, the comfortable 5-star The Inn At Leonardtown, An Ascend Collection Hotel features Wi-Fi in public areas, and parking on site. Its convenient location provides easy access to Old Jail Museum & Visitor Center, which is approximately 700 feet away.

First Fridays is located within a few blocks of this Leonardtown hotel, and such natural sites as Leonardtown Wharf Park is 0.4 miles away. Annapolis is 49 miles from the elegant The Inn At Leonardtown, An Ascend Collection Hotel, while First Saints Community Church is 19 minutes' walk away. Guests will also appreciate the vicinity to Leonardtown Park, located 0.5 miles away. Moll Dyer Rock is around a 10-minute drive from this hotel.

The boutique-style Inn At Leonardtown, An Ascend Collection has 40 rooms, comprising a sitting area. A television with satellite channels, along with tea and coffee making equipment, are offered.

You may order a delicious continental breakfast with fresh fruits, fresh pastries, and cheese. Sweet Bay restaurant is merely 850 feet away.

  • Check-in
    from 15:00 until 23:59
  • Check-out
    until 11:00
  • Hotel class
    5 stars
The Inn At Leonardtown, An Ascend Collection Hotel
Our tips

Should you book The Inn At Leonardtown, An Ascend Collection Hotel?

By Declan Ross, Travel & Culture Writer.

Perfect if you
  • Want a breakfast buffet with pastries, cheese, and fresh fruits available each morning.
  • Need free on-site parking that is available at the hotel.
  • Prefer a hotel within walking distance to The Rex restaurant and First Fridays.
Maybe skip if you
  • Traveling with a pet - the hotel does not allow pets on the property.
Best for
  • A stay with free Wi-Fi and complimentary parking included

Facilities of The Inn At

General
  • No smoking on site
  • Wi-Fi
  • Parking
  • 24-hour reception
  • No pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Security
  • Luggage storage
  • Lift
  • Smoke detectors
  • Toilet for disabled
  • Fire extinguishers
  • Key card access
The Inn At Guest Services
  • Housekeeping
  • Meeting/ Banquet facilities
  • Fax/Photocopying
Room Amenities
  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Ironing facilities

Policies

The Inn At Leonardtown, An Ascend Collection Hotel applies these conditions to all bookings.
Check-in / Check-out
Check-in
from 15:00 until 23:59
Check-out
until 11:00
Important info
  • Children and extra beds
  • There are no extra beds provided in a room.

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Check-in
9 Sept 2026
Check-out
10 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
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