Annapolis Holidays from £1,002

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Your Annapolis Holiday

Pick a Annapolis holiday 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 customised Annapolis holiday on Expedia.

The Latest Annapolis Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ballpark Apartments by Barsala

Ballpark Apartments by Barsala

4 out of 5
Downtown St. Louis
per person
12 Sept - 17 Sept
found 5 hours ago
Return direct flight included
London (LON) to St. Louis (STL)
7.6/10 Good! (5 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.

Reviewed on 8 Jun 2025

Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LHR) to St. Louis (STL)
9/10 Wonderful! (1,001 reviews)
Awesome place to stay at the lake. Always my first choice

Reviewed on 19 Jun 2025

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LHR) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
Staff was very accommodating

Reviewed on 23 Jun 2025

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LHR) to St. Louis (STL)
9/10 Wonderful! (1,749 reviews)
Excellent service like usual.

Reviewed on 24 Jun 2025

The Cheshire

The Cheshire

4 out of 5
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LHR) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
The name of rooms and overall old-style decoration

Reviewed on 24 Jun 2025

The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
per person
6 Sept - 13 Sept
found 1 day ago
Return direct flight included
London (LHR) to St. Louis (STL)
9/10 Wonderful! (1,010 reviews)
All my expectations for staying at the Chase were satisfied. I couldn’t get the Keurig coffeemaker in my room to work. I did not receive a timely wake-up call 2 nights in a row. The staff were very friendly and good.

Reviewed on 15 Jun 2025

Annapolis Essential Information

Language
English
Currency
U.S dollars
Population
350
Max Temp Winter
4ºC
Max Temp Summer
29ºC
Top Sights
K Bridge Recreation Area, Walnut Hollow Lake and Crane Lake Recreation Area

Our pick of the best Annapolis Hotel Deals

Make your reservation fast as inquiries are coming in daily.
Make your reservation fast as inquiries are coming in daily.
Redford, MO
Stay at this family-friendly cabin in Annapolis. Enjoy free Wi-Fi, laundry facilities and patios. Popular attraction K Bridge Recreation Area is located ...
9.8/10 Exceptional! (51 reviews)
The Best Cabin!
"Pictures on line do not do the cabin justice. It is way nicer in person. View to the river is incredible. We highly recommend renting. I know we will be back. Jeff is a great host who provides any and all information you request. Last minute perfect getaway for Thanksgiving!"

Reviewed on 28 Nov 2024

Make your reservation fast as inquiries are coming in daily.
Rustic River Cabin Getaway
Rustic River Cabin Getaway
Annapolis, MO
Stay at this cabin in Annapolis. Enjoy patios, an in-room coffee maker and in-room fireplaces. Popular attractions Walnut Hollow Lake and K Bridge Recreation ...
9.6/10 Exceptional! (70 reviews)
"Had a great time! Such a nice place! We try and go every year if possible!"

Reviewed on 10 Jun 2025

Rustic River Cabin Getaway
Relaxing 3B Log Home-15 min walk to the Black River!
Relaxing 3B Log Home-15 min walk to the Black River!
Annapolis, MO
Stay at this cabin in Annapolis. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attraction K Bridge Recreation Area is located nearby.
Secluded and comfortable
"We enjoyed the cabin at nights after floating the black river."

Reviewed on 10 Oct 2024

Relaxing 3B Log Home-15 min walk to the Black River!
See all 112 properties in Annapolis
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does an Annapolis travel package cost?
From as low as £1,002. Yes, you read that right. Our Annapolis packages are a simple way to make your budget go further. Combine your favourite flights, hotels and rental car and get out and explore this lively destination.
If I'm not able to travel, can I cancel my Annapolis travel package?
If your travel plans in Annapolis have been upended, it's a relief to know that it is possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. To find out more, visit our Customer Service Portal.
How do I get a cheap travel package to Annapolis?
Bundling your hotel and flight with Expedia won't just save valuable time --- it'll save you a nice amount too. An Annapolis travel package makes it easy to organise your dream adventure. With more than 550 airlines throughout the world to select from, finding flights that fit your schedule won't be a hassle. On top of that, we have over 1,000,000 properties globally to select from. Now that's what you call choice. No matter who you are, Expedia puts more of the world within your reach.
Does Expedia offer Book Now, Pay Later Annapolis holidays?
Expedia has partnered with online lender Klarna to make booking your next trip easier on your bank balance. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Browse these flexible payment options:
  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budgets, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Annapolis?
Annapolis features a number of interesting places to discover, including K Bridge Recreation Area. Lock in a hotel close by and make sightseeing simple.
What are the top hotels in Annapolis?
Shepherd Mountain Inn and Fort Davidson Hotel are among the most popular hotels in Annapolis. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Annapolis holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you can't book early, don't fret. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Annapolis travel package include?
Flights, hotels and car rentals --- we bring you the very best deals. All you have to do is pick and choose your ideal combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to craft an awesome Annapolis trip.
What should I know before booking an Annapolis travel package?
An Expedia travel package can be customized for your budget and is a great way to stretch your dollars further. How little or much you include is totally up to you. Rental cars, hotels and flights --- come up with a combination that works with your plans.
Can I choose my airline with an Annapolis Expedia travel package?
Yes --- that's the beauty of an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines around the world, so you have lots of choice when arranging your Annapolis escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.