Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Annapolis

Best deal Best deal Apr 27 - Apr 29
Tonight Tonight Apr 23 - Apr 24
This weekend This weekend Apr 27 - Apr 29
Next weekend Next weekend May 4 - May 6

Featured Annapolis Boutique Hotels

See all 1,217 Hotels in Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle, Annapolis
    3.5 out of 5.0
     
     
    4.2 out of 5 (1,435 reviews)
    Nicely appointed hotel, with rich historyThe Expedia rates for this hotel are surprisingly good, for a boutique hotel with this much class.
    Apr 10, 2018

    Historic Inns of Annapolis$169

    Historic Inns of Annapolis$169
    Map

    Recently booked Boutique Hotels in Annapolis

    Extended Stay America Annapolis - Womack Drive
    2.5 out of 5.0
    Last booking: 12 minutes ago
    Country Inn & Suites by Radisson, Annapolis, MD
    3.0 out of 5.0
    Last booking: 1 hour ago
    Loews Annapolis Hotel
    4.0 out of 5.0
    Last booking: 9 hours ago
    The Inn at Chesapeake Bay Beach Club
    4.0 out of 5.0
    Last booking: 10 hours ago
    Historic Inns of Annapolis
    3.5 out of 5.0
    Last booking: 10 hours ago
    Holiday Inn Express & Suites Annapolis
    2.5 out of 5.0
    Last booking: 10 hours ago
    Laurel Grove Inn on the South River
    3.0 out of 5.0
    Last booking: 11 hours ago
    Hampton Inn & Suites Annapolis
    2.5 out of 5.0
    Last booking: 11 hours ago
    Residence Inn by Marriott Annapolis
    3.0 out of 5.0
    Last booking: 11 hours ago

    Reserve a Annapolis Boutique Room that is Especially You

    No matter where you might vacation, you are still bringing your one of a kind self on your trip, and Expedia offers deals at the most avant-garde and designer lodgings in the city. And you're not the only one that thought it was a nice idea to come to Annapolis, as this city has seen a big wave in guests versus the previous year. After you've touched down in Annapolis you'll discover that all your worries are left behind and you can rest easy for the next few days.

    Petite Lodging with Immense Personality

    With your in vogue style and a desire to beat your own drum, a key piece of the complete holiday is discovering a spot in Annapolis that inspires you. Unlike their more straight-laced, big-chain counterparts that aspire to appeal everyone, these small hotels have no issues displaying their individual personalities. Most boutique hotels have qualities such as:

    • An idiosyncratic look that you will not be able to find in bigger hotels, from individually fashioned rooms to intimate cafes, and conveniences that make it feel like home.
    • An exclusive stay, since boutique hotels by and large have fewer than a hundred rooms.
    • A highly personalized type of service, where the concierge will know you before you check in.
    • A desired location in the heart of the city. You'll be just steps away from the area's best sites.

    Immerse Yourself in All Annapolis Offers!

    Annapolis has rooms to please most anyone that that create a stay unforgettable.

    Stay in Style While in Annapolis

    If you need a stay in a Annapolis boutique hotel that will make you feel like a friend in a stylish abode, book quickly, because so is everyone else. Luckily, Expedia has all the exclusive deals on the most fashion-forward boutique lodgings. A one-of-a-kind stay can be had in just a few!