Title: Annapolis Vacation Packages 2026 from $422 | 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 $422 ## 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. ![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 Save 100% on your flight $422 per person May 29 - Jun 1 found 12 hours ago Roundtrip flight included Dallas (DFW) to St. Louis (STL) 8.6/10 Excellent! (1,001 reviews) Beautiful old building, nice walkable area near the university Reviewed on Mar 4, 2026 ![The Wildwood Hotel](https://images.trvl-media.com/lodging/2000000/1770000/1768200/1768149/800a6847_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Wildwood Hotel Save 100% on your flight $476 per person Apr 21 - Apr 24 found 1 day ago Roundtrip flight included Atlanta (ATL) to St. Louis (STL) 9.2/10 Wonderful! (1,600 reviews) Clean room, amazing service Reviewed on Mar 5, 2026 ![Angad Arts Hotel St. Louis, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/28000000/27620000/27617000/27616925/25bc97a8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Angad Arts Hotel St. Louis, Tapestry Collection by Hilton Grand Center Save 100% on your flight $422 per person Apr 21 - Apr 24 found 1 day ago Roundtrip flight included Atlanta (ATL) to St. Louis (STL) 8.8/10 Excellent! (1,056 reviews) We enjoyed the unique concept of the art gallery. I do wish room service were an option. We were so exhausted once we arrived, and had hoped to stay in for dinner. The frosted glass door on the bathroom also created complications, as an earlier riser couldn't begin getting ready in the morning without turning on lights for those still sleeping. Reviewed on Mar 2, 2026 ![Hilton Pennywell St. Louis at the Arch](https://images.trvl-media.com/lodging/2000000/1160000/1152200/1152198/aab55c71_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Pennywell St. Louis at the Arch Downtown St. Louis Save 100% on your flight $454 per person Apr 21 - Apr 24 found 1 day ago Roundtrip flight included Atlanta (ATL) to St. Louis (STL) 8.8/10 Excellent! (1,027 reviews) Yea but truly my wife was the star of theshow Reviewed on Feb 23, 2026 ![Ameristar Casino Resort and Spa](https://images.trvl-media.com/lodging/2000000/1880000/1873300/1873292/70b128db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ameristar Casino Resort and Spa Save 100% on your flight $454 per person May 29 - Jun 1 found 12 hours ago Roundtrip flight included Dallas (DFW) to St. Louis (STL) 8.4/10 Very Good! (1,005 reviews) The hotel and Casino were very clean and offered many dining and entertainment options without having to leave the property. Our only complaint was a staff member loudly banging on our hotel room door at 930pm insisting that she needed to check the room. It was pretty jarring as my husband was in the shower and I was already dressed for bed watching TV. She identified herself as a housekeeping staff member and I let her enter the room then she just turned around and left. I have no idea what it was about. Everything else about the stay was great though! Reviewed on Mar 4, 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/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6282465) ### Discover the most popular places to visit in Annapolis #### K Bridge Recreation Area 5/5(1 review) 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 ![Make your reservation fast as inquiries are coming in daily. ](https://images.trvl-media.com/lodging/28000000/27130000/27129100/27129002/7ac6a24f_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%2F19%2F2026&endDate=3%2F20%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true®ionId=6282465) [](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true®ionId=6282465) ![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%2F19%2F2026&endDate=3%2F20%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true®ionId=6282465) [](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true®ionId=6282465) ![Hillside Cabin #2 Annapolis, MO Black River](https://images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/2b36ca64_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hillside Cabin #2 Annapolis, MO Black River Annapolis MO $220 nightly $220 total Mar 6 - Mar 7 Total with taxes and fees 9.4/10 Exceptional! (59 reviews) great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction. Reviewed on Aug 25, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F6%2F2026&endDate=3%2F7%2F2026&selected=30326283&PinnedHotelID=30326283&HadPinnedHotel=true®ionId=6282465) [See all 133 properties in Annapolis](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F6%2F2026&endDate=3%2F7%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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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