Annapolis Holidays

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    Packages with flights are ATOL protected

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.

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

Top hotels in Annapolis

Rustic River Cabin Getaway

Rustic River Cabin Getaway

Annapolis, MO
9.6/10 Exceptional! (75 reviews)
"Right by the black river. Cabin was amazing. It's very secluded. Our host was great! Nice and clean!"

Reviewed on 6 Aug 2025

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Rustic River Cabin Getaway
Make your reservation fast as inquiries are coming in daily.

Make your reservation fast as inquiries are coming in daily.

Redford, MO
9.8/10 Exceptional! (53 reviews)
"We loved the view from overlook cabin. Cabin was clean and cozy. Follow directions property manager sends you because gps will try to take you on a scavenger hunt but this was my fault. Accessing river a sxs or 4x4 definitely needed due to river being up. Very peaceful setting at river and ..."

Reviewed on 5 Jun 2025

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Make your reservation fast as inquiries are coming in daily.
Hillside Cabin #4 Annapolis, MO Black River

Hillside Cabin #4 Annapolis, MO Black River

Annapolis, MO
The price is £209 per night from 3 Sept to 4 Sept
£209
3 Sept - 4 Sept
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
"It was nice. The only thing it needs is a coffee table."

Reviewed on 13 Jun 2025

Hillside Cabin #4 Annapolis, MO Black River
See all 113 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 . 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.