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

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

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

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


Does Expedia have Vacation Package deals to Annapolis?

Yes! Considered locking in an Annapolis vacation package? It's a breeze with Expedia, and you'll be able to buy some nice meals or presents for your buddies back home with the cash you save.

How much can I save with a Annapolis Vacation Package?

Secure a package deal on Expedia and save as much as $583*.

Can I choose my airline with a Annapolis Expedia Vacation Package?

There's no need to search through a whole bunch of websites for your travel needs. With more than 550 partner airlines and 750,000 properties around the world, our expansive database has got it all.

Do I lose money if I change my mind after I have booked my Annapolis Vacation Package?

Be confident in knowing that you may change almost any hotel reservation and you won't pay a cancellation fee to us.

What are the best places to visit in Annapolis?

About to take off on your Annapolis vacation? Haven't got a clue what sort of things to include in your travel itinerary? Don't stress — we're here to give you a few pointers.

Keen to get to know this city better? Then don't forget to organize an outing to Maryland State House and William Paca House.

Whether you fancy yourself a scholarly type or simply want to discover a little bit about the region's long history of learning, St. John's College is guaranteed to enlighten and educate. Travelers in this destination have an abundance of choice. Westfield Annapolis Mall is an excellent place to go if you're hankering for a bit of window-shopping. With crowds of people bustling in and out, you'll have lots of fellow shopaholics to keep you company! Still got time on your hands? Take in a production at Ballet Theater of Maryland and indulge in a night of outstanding choreography, nimble bodies and inspiring music. Try to secure a front row seat if you can!

What are the Most Popular Activities for a Annapolis Vacation?

When we think back over our travels, we usually remember experiences rather than our swanky hotel room and the view of the pool. Ready to start creating some new vacation memories?

While there are plenty of great things to do in Annapolis, why not start with a Small-Group Original Annapolis Seafood Crawl or a Small-Group Explore the Heart of Annapolis Tour?

If you'd rather view a comprehensive list of activities, go to our Annapolis things to do page.

What types of accommodations are available in Annapolis?

After luxury getaways or cheap vacations in Annapolis? There are about 91 accommodations available in the state capital, so select one that suits you on Expedia and start packing for an epic adventure!

When you're feeling jet lagged, there's nothing more pleasant than relaxing in a flashy room and spoiling yourself with some room service. See what heavenly treats await you at the Loews Annapolis Hotel (126 West St) or The Westin Annapolis (100 Westgate Cir). If your vacation money box isn't as heavy as you dreamed it would be, the Holiday Inn Express & Suites Annapolis (2451 Riva Rd) and the Motel 6 Annapolis (1542 Whitehall Rd) are a couple of lower-cost options.

Is there an airport in Annapolis?

Nothing compares to finally arriving at Baltimore Washington International Thurgood Marshall Airport (BWI) after a long, cramped flight. When you've collected your bags from the carousel and had a good stretch, you'll be just 17 miles (27 km) from Annapolis' downtown area.



*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2019, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Guide to Exploring around Annapolis


Best Lodging Options Near Annapolis

See all 165 Properties in Annapolis
Hotel Annapolis $114
Reviewed on Sep 15, 2019
See details
 
Hotel Annapolis

Hotel Annapolis

126 West St, Annapolis, MD
     
    4.4 of 5
    4.0 out of 5.0 Stars

    It’s under construction right now so a little awkward, but interstate decor and great location. It’s close enough to walk to football games.

    Historic Inns of Annapolis $131
    Reviewed on Sep 14, 2019
    See details
     
    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle, Annapolis, MD
       
      4.2 of 5
      3.5 out of 5.0 Stars

      Responsive staff. Very nice room. Great location.

      The Westin Annapolis $159
      Reviewed on Sep 16, 2019
      See details
       
      The Westin Annapolis

      The Westin Annapolis

      100 Westgate Cir, Annapolis, MD
         
        4.3 of 5
        4.0 out of 5.0 Stars

        The management was very responsive to a room mixup. They immediately took care of the problem and comped my breakfasts for the duration of my stay. The room was excellent and the staff kept it clean, which I cannot say of a lot of other places I have stayed.

        Courtyard by Marriott Annapolis $99
        Reviewed on Sep 7, 2019
        See details
         
        Courtyard by Marriott Annapolis

        Courtyard by Marriott Annapolis

        2559 Riva Rd, Annapolis, MD
           
          4.1 of 5
          3.0 out of 5.0 Stars

          I would like to see more dining/lounge options; perhaps if the hours were extended and there were more food options.

          Crowne Plaza Annapolis $87
          Reviewed on Sep 10, 2019
          See details
           
          Crowne Plaza Annapolis

          Crowne Plaza Annapolis

          173 Jennifer Rd, Annapolis, MD
             
            4.1 of 5
            3.5 out of 5.0 Stars

            Great hotel to stay at in Annapolis MD clean and conviencent

            Comfort Inn Conference Center $76
            Reviewed on Sep 13, 2019
            See details
             
            Comfort Inn Conference Center

            Comfort Inn Conference Center

            4500 Crain Hwy, Bowie, MD
               
              4.3 of 5
              3.0 out of 5.0 Stars

              Outside seating, Chesapeake grill had great food,staff was great

              Country Inn & Suites by Radisson, Annapolis, MD $84
              Reviewed on Sep 16, 2019
              See details
               
              Country Inn & Suites by Radisson, Annapolis, MD

              Country Inn & Suites by Radisson, Annapolis, MD

              2600 Housley Road, Annapolis, MD
                 
                4.3 of 5
                3.0 out of 5.0 Stars

                Friendly staff and very helpful with questions Great having the shuttle service. Too

                Best Western Annapolis $77
                Reviewed on Sep 9, 2019
                See details
                 
                Best Western Annapolis

                Best Western Annapolis

                2520 Riva Rd, Annapolis, MD
                   
                  3.5 of 5
                  2.5 out of 5.0 Stars

                  Clean, comfortable and pleasant staff and a great breakfast.

                  Top Flight Deals

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.