Hotels in Annapolis (Maryland, USA)

How payments to us affect ranking

782 hotels in Annapolis

    Crowne Plaza Annapolis By Ihg

    4 Stars

    Heated indoor pool and hot tub, Annapolis Bar & Grill

    See prices from 9 sites
    from  RM 489

    Historic Inns of Annapolis

    3 Stars

    Authentic period-style furnishings, Modern 24-hour fitness center

    See prices from 8 sites
    from  RM 507

  3. Annapolis Waterfront Hotel, Autograph Collection

    4 Stars

    Chesapeake Bay and marina vistas, The Choptank dining partnership

    See prices from 7 sites
    from  RM 1,035

  4. DoubleTree by Hilton Hotel Annapolis

    4 Stars

    Olympic-size outdoor swimming pool, Signature warm cookie welcome

    See prices from 7 sites
    from  RM 452

  5. Graduate by Hilton Annapolis

    4 Stars

    Trophy Room restaurant and bar, Expansive 24-hour fitness studio

    See prices from 7 sites
    from  RM 718

  6. The Westin Annapolis

    4 Stars

    Heated indoor swimming pool, Modern nautical-inspired retreat

    See prices from 8 sites
    from  RM 831

  7. Holiday Inn Express & Suites Annapolis By Ihg

    3 Stars

    Relaxing whirlpool suites, 24-hour fitness center

    See prices from 7 sites
    from  RM 449

  8. Fairfield by Marriott Inn & Suites Annapolis

    3 Stars

    Modern dual-branded property concept, High-tech fitness center

    Select dates to see exact prices

  9. Country Inn & Suites by Radisson, Annapolis, MD

    3 Stars

    Heated indoor pool and whirlpool, Traditional front porch with rockers

    See prices from 7 sites
    from  RM 424

  10. Hilton Garden Inn Annapolis Downtown

    3 Stars

    Kitchen on West Street, Nautical-themed boutique atmosphere

    See prices from 7 sites
    from  RM 558

  11. SpringHill Suites by Marriott Annapolis

    3 Stars

    West Elm designer suite concept, Year-round indoor pool and whirlpool

    Select dates to see exact prices

  12. Courtyard by Marriott Annapolis

    3 Stars

    Heated indoor pool and whirlpool, Central landscaped garden courtyard

    Select dates to see exact prices

  13. Hilton Garden Inn Annapolis

    3 Stars

    Seasonal outdoor heated pool, Garden Grille and Bar

    See prices from 6 sites
    from  RM 519

  14. Sonesta ES Suites Annapolis

    3 Stars

    Seasonal outdoor swimming pool, Multi-bedroom family layouts

    Select dates to see exact prices

    Red Roof Inn Annapolis

    2 Stars

    Pet-friendly accommodation, Proximity to Navy-Marine Corps Memorial Stadium

    Select dates to see exact prices

  16. Candlewood Suites Annapolis by IHG

    3 Stars

    24-hour fitness center, Pet-friendly accommodations

    Select dates to see exact prices

  17. Residence Inn Annapolis

    3 Stars

    Dual-branded hotel experience, 24-hour fitness center

    See prices from 1 site
    from  RM 667

  18. 86 State Circle - Luxury Boutique Hotel

    2 Stars
    Select dates to see exact prices

  19. TownePlace Suites by Marriott Annapolis

    3 Stars

    24-hour fitness center, Pet-friendly accommodations

    Select dates to see exact prices

  20. 134 Prince - Luxury Boutique Hotel

    3 Stars

    Elegant common areas, Steps from Annapolis City Dock

    Select dates to see exact prices

  21. Laurel Grove Inn

    4 Stars

    Waterfront veranda and common living room, Mid-century modern home ambiance

    Select dates to see exact prices

  22. 1313 West Luxury Boutique Hotel

    2 Stars

    Equestrian-themed luxury boutique hotel, Convenient Annapolis location

    Select dates to see exact prices

  23. Fairfield Inn & Suites Annapolis

    3 Stars

    Dual-branded hotel experience, Well-equipped fitness center

    See prices from 1 site
    from  RM 626

  24. Inn on Main Annapolis

    On-site restaurant and coffee shop, Period-style rooms

    Select dates to see exact prices

  25. Heaven on earth

    Select dates to see exact prices

  26. Flag House Inn

    Carriage house loft suite, Spacious Fleet Suite

    Select dates to see exact prices

  27. Inn At Horn Point

    3 Stars

    Boutique Cape Cod-style inn, Tranquil outdoor spaces

    Select dates to see exact prices

    Village Inn

    2 Stars

    Renovated guest rooms, Proximity to Sandy Point State Park

    Select dates to see exact prices

  29. 4BR House Mins to Downtown Annapolis with Firepit, Basement Bar, & Sleeps 12

    Select dates to see exact prices

  30. All Star Annapolis Retreat - Walk To Stadium

    Select dates to see exact prices

  31. The Yellow Cottage on Harness Creek

    Select dates to see exact prices

  32. Maryland Inn

    Select dates to see exact prices

  33. Vintage Charm: Annapolis Retreat

    Select dates to see exact prices

  34. Chesapeake Bay Single Family Home

    Select dates to see exact prices

  35. Charming Row House In Historic Annapolis

    Select dates to see exact prices

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

Popular hotel categories in Annapolis

Annapolis, America’s Sailing Capital

Overlooking the wide span of the Chesapeake Bay, Annapolis combines historic charm with true dockside grit. Now the chief city of Maryland, it once stood as a capital of the fledgling United States and today, Annapolis’ colonial heritage is evidenced by an abundance of elegant 18th century buildings. History buffs will be interested to note that Annapolis’ grey-steepled state house is the oldest continuously-operating state legislature in the country. A city with a strong seafaring pedigree, its bustling harbour – the home of the United Stated Naval Academy – is the delight of many a visitor.

From the Chesapeake to State Circle

In addition to offering great views down toward the Chesapeake Bay, Main Street is a veritable kaleidoscope of all that Annapolis has to offer visitors. This neighbourhood is well-known for its broad mix of period architecture, but many also flock to Main Street for its eclectic mix of shops, boutiques, bars, hotels and restaurants. But if it’s art you’re after, look no further than West Street. Here in Annapolis’ renowned arts district, you’ll find multiple galleries plus open-air performances during the warmer months of the year. A block away from Main Street, State Circle offers a glimpse into the capital’s historic heart. Follow in the steps of the Founding Fathers as you meander through an area boasting the highest concentration of 18th century buildings in the city and check out the “most beautiful doorway in America” at the Hammond-Harwood House. Finish up with a visit to the Maryland State House or check out the locally-renowned Annapolis Bookstore.

City Dock: The Place for Landlubbers and Sailors Alike

It’s fair to say that Annapolis’ soul is located in its harbour. From its founding in 1649 through to the present day, shipping and sailing has long been the lifeblood of this town. Today, its City Dock is a popular spot with both avowed landlubbers and keen sailors alike; the former can sit and watch ships glide through Ego Alley while the latter can take a cruise of the bay on the Harbor Queen. Fancy yourself a salty seadog? Brave souls can try their hand at steering the Schooner Woodwind. And if tall ships are your thing, call by Annapolis in October to catch the Great Chesapeake Bay Schooner Race, which starts northeast of Maryland’s capital at the Chesapeake Bay Bridge. The City Dock is host to numerous events throughout the calendar year. April sees the Annapolis Spring Sailboat Show come to town while July and December bring celebrations for the Fourth of July and New Year’s Eve, respectively.

Welcome to “the yard”

Just steps away from the City Dock sits “the yard”, as the United States Naval Academy (USNA) is affectionately known. Standing citadel at the confluence of the Chesapeake Bay and the Severn River since 1845, the academy is the educational establishment for officers entering into both the United States Marine Corps as well as the United States Navy. Registered as a National Historic Landmark, the campus is open to the public, who can take part in daily guided tours of the academy. Naval historians will of course be impressed by the wealth of artefacts on show at the USNA Museum, but the campus’ chapels as well as the Navy-Marine Corps Memorial Stadium are all free to be visited. Among the USNA’s wide assortment of memorials and memorabilia, guests can view the battle ensigns of famous navy ships as well as those captured from enemy vessels plus the Tecumseh Statue, a replica of the figurehead featured on the USS Delaware.

Eat and Sleep by the Sea

Whether you’re after charming inns, quaint B&Bs or sleek, modern hotels in Annapolis, Maryland’s capital offers a wide choice of lodging for every type of traveller, with quite a lot of properties in and around the City Dock area. However, accommodation also runs inland via Annapolis’ Main and West streets, with the historic State Circle area of Maryland’s capital awash in hotels. Those keen for ocean views will be happy here; the city offers a huge selection of waterfront properties. As with its sleeping accommodations, Annapolis’ dining venues are dotted from the City Dock through to the Main and West Street areas. From historic taverns and inns to bars, bistros and cafés, there’s something for every taste and occasion here. When the weather is right, head for one of the many alfresco options along the city’s waterfront, where fish and seafood – and especially the Maryland Blue Crab – should be at the top of your menu.

Frequently Asked Questions about Annapolis

Points of Interest - Annapolis

Top Destinations

More Top Destinations

See all stays in Annapolis