Annapolis Trips (flight + hotel)

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    Better together
    Save up to P 3,118 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Annapolis

Royal Inn Rockville
Royal Inn Rockville
3 out of 5
1659 E US Highway 36, Rockville, IN
"Saw the 2024 eclipse there. Room was spacious and clean. Shower had hot water with good pressure."

Reviewed on Apr 9, 2024

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Royal Inn Rockville
See all 36 properties in Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Annapolis vacation package cost?
You'll find cheap prices on Expedia for your Annapolis escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Annapolis costs.
What are the cheapest months to go to Annapolis?
If you're looking to book a cheap Annapolis vacation package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodations during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Annapolis?
With a well-organized itinerary, you can easily hit the main Annapolis sights in a few days. But if you prefer to discover hidden gems or take day trips, consider booking your Annapolis vacation for longer.
How to find the best Annapolis package deals?
Start your search for an Annapolis package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Annapolis package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Annapolis getaway off to a flying start.
Is it cheaper to book an Annapolis vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Annapolis vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Annapolis?
If you have your Annapolis travel dates locked in, book as soon as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Annapolis?

  1. Pick your travel dates: The things you'd like to do in Annapolis and your favorite season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Annapolis.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Annapolis. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Annapolis vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.