Hotels in Annapolis (Maryland, USA)

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780 hotels in Annapolis

  1. Crowne Plaza Annapolis By Ihg

    Convenient Location Near Annapolis Mall
    See prices from 13 sites
    from$131

  2. Historic Inns of Annapolis

    Prime location near historic landmarks
    See prices from 16 sites
    from$117

  3. Annapolis Waterfront Hotel, Autograph Collection

    Dine at on-site waterfront restaurants
    See prices from 15 sites
    from$272

  4. Graduate by Hilton Annapolis

    Walkable access to downtown Annapolis
    See prices from 12 sites
    from$194

  5. DoubleTree by Hilton Hotel Annapolis

    Swim in seasonal outdoor pool
    See prices from 11 sites
    from$137

  6. The Westin Annapolis

    Walking Distance to Naval Academy
    See prices from 16 sites
    from$165

  7. Holiday Inn Express & Suites Annapolis By Ihg

    Utilize 24-hour fitness business centers
    See prices from 13 sites
    from$110

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

    Proximity to Annapolis area attractions
    See prices from 11 sites
    from$129

  9. Fairfield by Marriott Inn & Suites Annapolis

    Modern fitness and lounge facilities
    See prices from 8 sites
    from$178

  10. Hilton Garden Inn Annapolis Downtown

    Onsite dining at Kitchen Restaurant
    See prices from 11 sites
    from$191

  11. SpringHill Suites by Marriott Annapolis

    Proximity to Annapolis Naval Academy
    See prices from 10 sites
    from$164

  12. Courtyard by Marriott Annapolis

    On-site dining at The Bistro
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  13. Hilton Garden Inn Annapolis

    Seasonal Pool and Fitness
    See prices from 12 sites
    from$96

  14. Sonesta ES Suites Annapolis

    Seasonal outdoor swimming pool
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  15. Candlewood Suites Annapolis by IHG

    Access to 24-hour fitness center
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  16. Red Roof Inn Annapolis

    Nearby shopping and dining options
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  17. Residence Inn Annapolis

    Access on-site fitness facilities
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  18. 86 State Circle - Luxury Boutique Hotel

    Restored 19th century Victorian architecture
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  19. Laurel Grove Inn

    Suites with private exterior entrances
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  20. 134 Prince - Luxury Boutique Hotel

    On-site private parking availability
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  21. TownePlace Suites by Marriott Annapolis

    Historic downtown Annapolis nearby access
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  22. 1313 West Luxury Boutique Hotel

    Expansive Wrap-Around Porch Access
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  23. Fairfield Inn & Suites Annapolis

    Proximity to Navy Memorial Stadium
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  24. Inn on Main Annapolis

    On-site Chick & Ruth's dining
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  25. Heaven on earth

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  26. Flag House Inn

    Walk to downtown Annapolis attractions
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  27. Inn At Horn Point

    Walkable access to Annapolis attractions
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  28. Village Inn

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

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  30. The Yellow Cottage on Harness Creek

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  31. All Star Annapolis Retreat - Walk To Stadium

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  32. Best Location. Best Price. Across from Gate One & Steps from the Waterfront

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  33. Charming Garden Row Home, Easy 4 Block Walk To The Heart Of Annapolis

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  34. Fully-equipped Bay Ridge House Close To Downtown Annapolis

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  35. Charming Home In Presidents Hill Area Near To The Historic District

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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.

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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.

When to book a hotel in Annapolis

  • Cheapest month: November
    $237 per night
  • Yearly typical price
    $300 per night
  • Peak month: May
    $398 per night

Frequently Asked Questions about Annapolis

  • When is the cheapest time to book a hotel in Annapolis?

    November is usually the cheapest month to book a hotel in Annapolis, with typical prices around $237 per night based on 21,366 price comparisons.

  • When are hotel prices highest in Annapolis?

    Hotel prices in Annapolis are usually highest during May, with typical prices around $398 per night.

  • How much does a hotel in Annapolis cost per night?

    Hotel prices in Annapolis usually range from $152 per night to $583 per night, with typical prices around $300 per night.

  • How do hotel prices in Annapolis change throughout the year?

    Hotel prices in Annapolis are typically lowest in November at around $237 per night, rising to around $398 per night in May.

  • November

    2026

    $237
    $152 — $482

  • December

    2026

    $244
    $168 — $441

  • January

    2027

    $266
    $161 — $448

  • February

    2027

    $280
    $189 — $448

  • March

    2027

    $316
    $224 — $523

  • April

    2027

    $316
    $238 — $450

  • May

    2027

    $398
    $242 — $583

  • June

    2027

    $330
    $290 — $537

  • July

    2027

    $349
    $235 — $567

  • August

    2027

    $266
    $239 — $542

  • September

    2027

    $283
    $256 — $502

  • October

    2027

    $333
    $250 — $725

Frequently Asked Questions about Annapolis

Hotels in Annapolis

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