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Annapolis Holiday Packages

Save Time and Money with Annapolis Holiday Packages

Considered locking in an Annapolis holiday 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.

Secure a package deal on Expedia and save as much as 21.4%*.

There's no need to search through a whole bunch of websites for your travel needs. With more than 400 partner airlines and 750,000 properties around the world, our expansive database has got it all.

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

Places to Visit in Annapolis

About to take off on your Annapolis holiday? 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 organise 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. Travellers 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 Theatre 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!

Popular Activities for your Annapolis Holiday

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 holiday 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.

Annapolis Accommodation

After luxury getaways or cheap holidays in Annapolis? There are about 91 accommodation 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 holiday 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.

Nearest Airports to 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 holiday package bookings with Flight + Hotel on Expedia.com from January through December 2017, 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 Annapolis


Top Hotel Deals

See all 115 properties in Annapolis
Courtyard by Marriott Annapolis Rs6,333
Reviewed on 11 Aug 2019
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Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

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

    Front desks provide excellent services. The location is good top.

    Hotel Annapolis Rs6,653
    Reviewed on 19 Aug 2019
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    Hotel Annapolis

    Hotel Annapolis

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

      Our room was beautiful. Very clean and the beds were comfortable. I love the nautical theme. They were doing construction in the lobby so there really wasn't a lobby. Only a folding table set up. However, we were fine with that. I would highly recommend this hotel.

      Comfort Inn Conference Center Rs5,383
      Reviewed on 19 Aug 2019
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      Comfort Inn Conference Center

      Comfort Inn Conference Center

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

        Nice staff and clean hotel, breakfast option is good.

        Historic Inns of Annapolis Rs9,330
        Reviewed on 18 Aug 2019
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        Historic Inns of Annapolis

        Historic Inns of Annapolis

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

          I loved the room, the location, and all of the staff. Only negative is that I wish they would tell you up front how much the valet fee was and that it is charged daily. The room was perfect, beautifully decorated and had an amazing patio balcony with a cute little patio table. I would absolutely ...

          Crowne Plaza Annapolis Rs6,617
          Reviewed on 19 Aug 2019
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          Crowne Plaza Annapolis

          Crowne Plaza Annapolis

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

            My husband and I stayed here for 3 consecutive nights and were so pleased. It was so clean and comfortable, with great amenities in the room, and wonderful staff. I enjoyed using the fitness center. Our room included a refrigerator. The property is comfortable, modern, and updated. The location to ...

            Country Inn & Suites by Radisson, Annapolis, MD Rs6,375
            Reviewed on 19 Aug 2019
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            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

              Well kept property, extremely friendly staff & Great location.

              The Westin Annapolis Rs9,179
              Reviewed on 29 Jul 2019
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              The Westin Annapolis

              The Westin Annapolis

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

                Excellent service and amenitites: called to add an extra day, no problem; checkin very welcoming and accommodated our luggage until our room was ready; nice pool, and jacuzzi was unexpected; room temp easy to adjust and excellent light blocking shades for much-needed sleep. Great location to enjoy ...

                Best Western Annapolis Rs5,419
                Reviewed on 18 Aug 2019
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                Best Western Annapolis

                Best Western Annapolis

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

                  Good location, great breakfast and friendly staff. Also received an upgrade!

                  Top Deals on Flights

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