Annapolis Vacations from $128
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The Latest Annapolis Vacation Packages
- Super 8 by Wyndham Collinsville St. Louis
Sep 16 - Sep 19Super 8 by Wyndham Collinsville St. Louis + Flight
Eastport3 nights2.0 star property7.0/10 - Good (1,006 reviews)"The room was on the 3rd floor with no elevators. Room was damp and had a moldy smell."Reviewed July 24, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop - The Wildwood Hotel
Sep 15 - Sep 17The Wildwood Hotel + Flight
Wildwood2 nights3.5 star property9.2/10 - Wonderful (1,663 reviews)"Everything was very nice!"Reviewed July 24, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop - Remodeled and Inviting Free EV
Sep 3 - Sep 8Remodeled and Inviting Free EV + Flight
Fenton5 nights2.0 star property10/10 - Exceptional (1 review)"The property was excellent, and the home was very warm and welcoming."Reviewed June 25, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop - White House at Grand Central
Sep 3 - Sep 8White House at Grand Central + Flight
Grand Center5 nights3.5 star property8.4/10 - Very Good (147 reviews)"We had a couples trip to St. Louis for an entire week. This is a longer post but the main complaints are the building, parking, and overall quality of our stay. All one star or less. The photos of the property are not representative of what you are getting. Someone did an AMAZING job of making the property look better than what it is. There are pictures that lead you to believe that your room has a balcony....doesn't exist. That is a clever photo of the seating in the backyard. Also you..."Reviewed July 20, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop - Forest Park Hotel by MDR
Sep 16 - Sep 19Forest Park Hotel by MDR + Flight
The Hill3 nights3.0 star property7.4/10 - Good (1,625 reviews)"Clean and the staff are all wonderful"Reviewed July 23, 2026Roundtrip • Atlanta (ATL) - St. Louis (STL)ATL - STL • Nonstop STL - ATL • Nonstop
Annapolis Hotel Deals
Black River Motel and Restaurant
Black River Motel and Restaurant
Ironton Hub: Near Elephant Rocks & Shut-ins
Ironton Hub: Near Elephant Rocks & Shut-insFrequently Asked Questions
How much does an Annapolis vacation package cost?
You can grab a vacation package to this top destination from $128 on Expedia. However, how much your vacation to Annapolis costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Annapolis?
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.
How many days is enough for Annapolis?
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.
How to find the best Annapolis package deals?
Use Expedia's filters to help you find some unbeatable Annapolis package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Annapolis package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an Annapolis vacation as a package?
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.
When to book a vacation package to Annapolis?
If you've got your Annapolis vacation dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Annapolis vacation packages?
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.