Title: Annapolis Vacation Packages 2026 from $538 | 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)

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# Annapolis Vacations from $538

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
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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 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

$538

per person

May 23 - May 25

found 16 hours ago

Roundtrip flight included

Boston (BOS) to St. Louis (STL)

9.2/10 Wonderful! (1,620 reviews)

Clean - hot tub was really small - pool area was very loud - there were people down the hall that were loud and we heard doors opening and closing most of the night

Reviewed on Mar 13, 2026

![Hilton Garden Inn Chesterfield](https://images.trvl-media.com/lodging/1000000/300000/297100/297075/40ccff19_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Chesterfield

$571

per person

May 11 - May 15

found 1 day ago

Roundtrip flight included

New York (JFK) to St. Louis (STL)

8.2/10 Very Good! (798 reviews)

Staff was super helpful❤️ property was clean n beautiful

Reviewed on Mar 8, 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

$579

per person

Apr 25 - Apr 28

found 9 hours ago

Roundtrip flight included

New York (NYC) to St. Louis (STL)

8.4/10 Very Good! (1,006 reviews)

We celebrated my husband’s 70th birthday. He loved it!!

Reviewed on Mar 14, 2026

![Hotel Indigo St. Louis - Downtown by IHG](https://images.trvl-media.com/lodging/36000000/35830000/35830000/35829976/471a6cb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Indigo St. Louis - Downtown by IHG

Downtown St. Louis

$637

per person

Apr 30 - May 3

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to St. Louis (STL)

7.4/10 Good! (352 reviews)

Staff was amazing! Rooms were beautiful! Close to Gateway Arch National Park!

Reviewed on Mar 6, 2026

![Home2 Suites by Hilton St. Louis Downtown](https://images.trvl-media.com/lodging/77000000/76520000/76510800/76510729/104b5741_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Home2 Suites by Hilton St. Louis Downtown

Downtown West

$577

per person

Apr 30 - May 3

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to St. Louis (STL)

8/10 Very Good! (690 reviews)

We booked this hotel for the vicinity to the Dome and for the known chain name. There were several issues during our stay that i think were significant due to the fact the hotel was sold out for the weekend: Parking is only valet and there was only one person working valet, so, could take up to 45min to get the vehicle 3 elevators but only 1 was working We didnt have hot water the first morning we showered The handle on our bathroom drawer was broken, the piece put in the drawer, when we arrived There were dirty dishes from the previous guest in the dishwasher, which caused the room to smell bad

Reviewed on Mar 9, 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/2026-04-15/2026-04-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=STL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## 

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

![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%2F29%2F2026&endDate=3%2F30%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true&regionId=6282465)

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=68028738&PinnedHotelID=68028738&HadPinnedHotel=true&regionId=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%2F29%2F2026&endDate=3%2F30%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true&regionId=6282465)

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=27129002&PinnedHotelID=27129002&HadPinnedHotel=true&regionId=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

$212 nightly

$212 total

Mar 16 - Mar 17

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%2F16%2F2026&endDate=3%2F17%2F2026&selected=94784205&PinnedHotelID=94784205&HadPinnedHotel=true&regionId=6282465)

[See all 132 properties in Annapolis](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&regionId=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) |

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## 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.

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