Annapolis Vacations from $378

You can grab a vacation package to this top destination from $378 on Expedia. However, how much your vacation to Annapolis costs will depend on factors like the season, length of stay and hotel choice.

You can typically find lower prices and greater availability in January, February and November. Explore our cheap Annapolis vacation packages and you could get some great off-season discounts.

The ideal length of your Annapolis vacation depends on what you’d like to see. Usually, a few days to a week will give you plenty of time to tick off all the top sights and discover some hidden treasures along the way.

Begin your search for an Annapolis package deal by entering your destination and preferred trip dates under our “Packages” tab. Then apply a few filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with big savings. If you don’t find the ideal Annapolis package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Annapolis adventure off to a flying start.

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You’ll usually score a better deal than booking each component separately. And you’ll still get the flexibility to create a customized Annapolis vacation by choosing your favorite airline, accommodation type and car class.

If you have your Annapolis travel dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.

Your Annapolis trip should be a relaxing escape from your busy life, not a source of money worries. So to give you that extra flexibility, we’ve joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren’t any hidden or late payment fees to worry about.