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Annapolis Holiday Packages

Save Time and Money with Annapolis Holiday Packages

It has never been easier to save cash with Annapolis holiday packages on Expedia. You'll have loads more time to arrange your thrilling experiences — and more cash to splash!

Would you like to save up to 21.4%*? Book your travel package on Expedia now!

Our extensive database provides more than 400 partner airlines and 321,000 worldwide properties. With such a broad range to select from, you really can't go wrong!

You can delay your travel reservations with us because we do not charge cancellation fees for almost all of our reservations.

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

Getting ready for your trip to Annapolis? Wondering where you'll be flying into? Baltimore Washington International Thurgood Marshall Airport (BWI) is the closest terminal. Once you've hit the ground and found your way out of the arrival gate, you'll be 17 miles (27 km) from the bustle of the main areas.

*Savings based on all holiday package bookings with Flight + Hotel on 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 132 properties in Annapolis
Hotel Annapolis Rs25,030
Reviewed on 20 May 2019
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Hotel Annapolis

Hotel Annapolis

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

    Staff was friendly and efficient. Everyone from the car valet, to the bell hop, to the front desk clerk, to the maid was very welcoming and a delight to deal with.

    Historic Inns of Annapolis Rs10,450
    Reviewed on 23 May 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

      The staff are very friendly and helpful. This hotel is in an ideal location and is within walking distance to all the major attractions-Main and West Street restaurants, waterfront, Naval Academy, and it right across the street from the State House.

      Crowne Plaza Annapolis Rs5,173
      Reviewed on 5 May 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

        We loved everything that was offered. Overall we had a nice experience. Definitely worth staying if you are visiting Annapolis.

        Comfort Inn Conference Center Rs6,200
        Reviewed on 16 May 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

          Very nice room - Great customer service. Ideal location and reasonable price.

          Top Flight Deals

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