Annapolis Vacations from $407
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Your Annapolis Vacation
Pick a Annapolis vacation package and focus on what counts — having some fun. No more planning headaches, just a lot more free time to uncover what's special about this lively city, such as its rich history and coastal scenery. Fill your days with tours of K Bridge Recreation Area, Crane Lake Recreation Area and Walnut Hollow Lake, some of the attractions you should see during your trip to Annapolis. A couple of quick clicks is all it takes to build a customized Annapolis vacation on Expedia.
The Latest Annapolis vacation packages
Price found within the past 48 hours. Click for updated prices.
Residence Inn St Louis Westport
Westport
$407
per person
Nov 13 - Nov 16
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (429 reviews)
It’s nice place to stay the staff was amazing, the only thing that wasn’t ok to our house keeping enter our room with out permission and we were out and about……
Reviewed on Sep 22, 2026
The Wildwood Hotel
$410
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,679 reviews)
Room was clean, yet picures and description are a bit deceiving.
Overall, stay was good and would come back again.
Reviewed on Oct 4, 2026
Moonrise Hotel
Delmar Loop
$470
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9/10 Wonderful! (2,026 reviews)
The sheets were stained and dirty, the bed was not well made. The staff at reception, especially Nina, are amazing and extremely helpful!! I wish the hotel were tidier and lobby furniture freshened up some, the location is ideal!
Reviewed on Oct 5, 2026
The Knight Center at Washington University
$504
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.4/10 Exceptional! (685 reviews)
Beautiful location, nice room, quiet hotel, and in walking distance to eateries. If it is colder you may not want to walk to restaurants but there are food options on campus.
Reviewed on Oct 4, 2026
Stay near popular Annapolis attractions
K Bridge Recreation Area
9.6/10 (4 reviews)
Explore the great outdoors at K Bridge Recreation Area, a lovely green space in Annapolis. While you're in the area, stroll along the riverfront.
Walnut Hollow Lake
Commune with nature and explore the great outdoors at Walnut Hollow Lake during your travels in Annapolis. Wander the parks and riverfront while you're in the area.
Annapolis Hotel Deals
Panther Den Cabin is located 4 miles from Hwy K Campground
Annapolis. MO
9.4/10 Exceptional! (16 reviews)
"Had everything we needed just in town and we prefer a more country setting!!! Very clean!!"
Reviewed on Aug 17, 2026
Hunters/Floaters Welcome! Creekside Missouri Cabin
Annapolis MO
10/10 Exceptional! (2 reviews)
"Great weekend in a very peaceful atmosphere! Very clean! Creek was fun for 7 year-old grandson. Had fire pit and space to play games! Perfect for our needs!"
Reviewed on Jul 20, 2026
Hillside Cabin #2 Annapolis, MO Black River
Annapolis MO
$217 nightly
$217 total
Oct 6 - Oct 7
Total with taxes and fees
9.4/10 Exceptional! (63 reviews)
"The only reason I didn’t give a 5 star for cleanliness is because the outdoor space could have used a little cleaning. The deck needed sweeping, the table was covered with dust and 1 rocking chair had the back broke on it so it was not usable. The inside was very clean. The fire pit and grill also ..."
Reviewed on Sep 3, 2026
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.
Find the Best Annapolis Vacation Packages
Annapolis Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 350 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | K Bridge Recreation Area, Walnut Hollow Lake and Crane Lake Recreation Area |
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Frequently asked questions
How much does an Annapolis vacation package cost?
You can grab a vacation package to this top destination from $407 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
