Title: Annapolis Vacation Packages 2026 from $555 | Expedia.com [Annapolis Travel Guide](https://expedia.com/Annapolis.dx6282465)[Hotels in Annapolis](https://expedia.com/Annapolis-Hotels.d6282465.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.com/Annapolis-Vacation-Rentals.d6282465.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.com/Cheap-Flights-To-Annapolis.d6282465.Travel-Guide-Flights)[Car Rentals in Annapolis](https://expedia.com/Car-Rentals-In-Annapolis.d6282465.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Annapolis Vacations from $555 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.com/K-Bridge-Recreation-Area-Annapolis.d6282501.Vacation-Attraction), [Crane Lake Recreation Area](https://www.expedia.com/Crane-Lake-Recreation-Area-Arcadia.d6282499.Vacation-Attraction) and [Walnut Hollow Lake](https://www.expedia.com/Walnut-Hollow-Lake-Annapolis.d6282503.Vacation-Attraction), 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. ![Crowne Plaza St. Louis Airport by IHG](https://images.trvl-media.com/lodging/1000000/10000/3100/3010/90ecdcdc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Crowne Plaza St. Louis Airport by IHG $555 per person Apr 28 - May 2 found 1 day ago Roundtrip flight included Boston (BOS) to St. Louis (STL) 8/10 Very Good! (1,007 reviews) Centrally located, great park and fly, breakfast is great. The only thing I do not like is for police officers to park outside and go to eat breakfast. It appears that there is trouble at the hotel. Reviewed on Mar 9, 2026 ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/035dee6c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel $773 per person Jun 11 - Jun 14 found 1 day ago Roundtrip flight included Boston (BOS) to St. Louis (STL) 9.2/10 Wonderful! (1,620 reviews) There wasn’t any kitchen 😂 Reviewed on Mar 17, 2026 ![Spacious 3-Bedroom with King Bed](https://images.trvl-media.com/lodging/110000000/109680000/109680000/109679988/f2203ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Spacious 3-Bedroom with King Bed Central West End $984 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included New York (NYC) to St. Louis (STL) 8.8/10 Excellent! (11 reviews) Clean room nice area Reviewed on Feb 1, 2026 ![The Cheshire](https://images.trvl-media.com/lodging/1000000/30000/26100/26061/24983857_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cheshire $597 per person Apr 18 - Apr 21 found 2 hours ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to St. Louis (STL) 8.6/10 Excellent! (1,009 reviews) Bar and restaurant were both great! Reviewed on Mar 9, 2026 ![Sheraton Westport Plaza Hotel St. Louis](https://images.trvl-media.com/lodging/1000000/30000/26400/26366/b32a1f92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton Westport Plaza Hotel St. Louis $1,088 per person Apr 28 - May 2 found 1 day ago Roundtrip flight included Boston (BOS) to St. Louis (STL) 8.4/10 Very Good! (865 reviews) Clean room and courteous staff Great location Reviewed on Feb 15, 2026 Don't see what you're looking for? See all available trips from Columbus to Annapolis [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-17/2026-04-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Annapolis #### K Bridge Recreation Area 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. [](https://expedia.com/K-Bridge-Recreation-Area-Annapolis.d6282501.Vacation-Attraction) #### 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. [](https://expedia.com/Walnut-Hollow-Lake-Annapolis.d6282503.Vacation-Attraction) ## Annapolis Hotel Deals ![Rustic River Cabin Getaway](https://images.trvl-media.com/lodging/69000000/68030000/68028800/68028738/214bb74d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic River Cabin Getaway Annapolis MO 9.8/10 Exceptional! (80 reviews) Wonderful location! This is the third October me and my friends come down to relax, unwind, and reconnect. We look forward to 2026 being pir 4th trip to the cabin! Reviewed on Oct 26, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true®ionId=6282465) [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true®ionId=6282465) ![Make your reservation fast as inquiries are coming in daily. ](https://images.trvl-media.com/lodging/28000000/27130000/27129100/27129002/980aa2e5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Make your reservation fast as inquiries are coming in daily. Redford MO 9.8/10 Exceptional! (56 reviews) Excellent property and location was awesome Reviewed on Sep 9, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true®ionId=6282465) [](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true®ionId=6282465) ![FS Rental #4 Annapolis, MO Black River](https://images.trvl-media.com/lodging/95000000/94790000/94784300/94784205/1b3de2bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### FS Rental #4 Annapolis, MO Black River Annapolis MO $211 nightly $211 total Mar 18 - Mar 19 Total with taxes and fees 9.6/10 Exceptional! (7 reviews) This was a great place to stay, so close to my job site. Comfortable, clean and well furnished. I would definitely stay here again! Reviewed on Oct 30, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F18%2F2026&endDate=3%2F19%2F2026&selected=94784205&PinnedHotelID=94784205&HadPinnedHotel=true®ionId=6282465) [See all 132 properties in Annapolis](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F18%2F2026&endDate=3%2F19%2F2026®ionId=6282465) 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](https://www.expedia.com/K-Bridge-Recreation-Area-Annapolis.d6282501.Vacation-Attraction), [Walnut Hollow Lake](https://www.expedia.com/Walnut-Hollow-Lake-Annapolis.d6282503.Vacation-Attraction) and [Crane Lake Recreation Area](https://www.expedia.com/Crane-Lake-Recreation-Area-Arcadia.d6282499.Vacation-Attraction) | ## More vacations you might like 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[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Annapolis vacation package cost? ### What are the cheapest months to go to Annapolis? ### How many days is enough for Annapolis? ### How to find the best Annapolis package deals? ### Is it cheaper to book an Annapolis vacation as a package? ### When to book a vacation package to Annapolis? ### Does Expedia offer Book Now, Pay Later Annapolis vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app