Annapolis Holidays

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Top hotels in Annapolis

Rustic River Cabin Getaway
Rustic River Cabin Getaway
Annapolis
9.6/10 Exceptional! (69 reviews)
I would love to go back!!
"We loved the cabin, it was clean and well kept. Google maps led us astray, but I called the owner and she got us right there. I loved the location, but wish it wasn’t such a long gravel road to get there. I’ll still go back anyway!"

Reviewed on 3 Oct 2024

Rustic River Cabin Getaway
Hillside Cabin #4 Annapolis, MO Black River
Hillside Cabin #4 Annapolis, MO Black River
Annapolis
The price is €269 per night from 18 Feb to 19 Feb
€269
includes taxes & fees
18 Feb - 19 Feb
9.6/10 Exceptional! (32 reviews)
Cabin review
"This was perfect for a friends float trip!"

Reviewed on 27 Jan 2025

Hillside Cabin #4 Annapolis, MO Black River
Hillside Cabin #2 Annapolis, MO Black River
Hillside Cabin #2 Annapolis, MO Black River
Annapolis
The price is €211 per night from 18 Feb to 19 Feb
€211
includes taxes & fees
18 Feb - 19 Feb
9.4/10 Exceptional! (56 reviews)
Perfect Peaceful Getaway
"My husband and I came here with the hopes of escaping and just enjoying a peaceful weekend. The cabin is perfect for what we needed. Cozy and comfy and just what we needed. Yes the couch is broken, LOL. But if a broken couch is going to ruin your vacay maybe this isn’t the place for you. Just saying ..."

Reviewed on 20 Oct 2024

Hillside Cabin #2 Annapolis, MO Black River
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.

Frequently asked questions

How much does an Annapolis holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday to Annapolis costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Annapolis?
To score cheap Annapolis holiday packages, organise your trip outside of peak times such as school holidays. You’ll typically find better availability and lower prices in the off-season or when it’s less busy.
How many days is enough for Annapolis?
The ideal duration for your Annapolis holiday depends on what you’d like to do. Typically, a few days to a week will give you plenty of time to go to all the major attractions and explore some hidden gems along the way.
How to find the best Annapolis package deals?
Use Expedia’s filters to help you find some unbeatable Annapolis package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your break for midweek, or look for Annapolis package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it’s usually best to book your holiday package as early as possible.
Is it cheaper to book an Annapolis holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You’ll usually score a better deal than booking each component separately. And you’ll still get the flexibility to create a customised Annapolis holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Annapolis?
If you’ve got your Annapolis holiday dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Annapolis?

  1. Pick your travel dates: The things you plan to do in Annapolis and your favourite season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will probably be the largest expense during your trip to Annapolis.
  3. Decide how long to go away for: Now that you’re up to speed on Annapolis, you can work out the ideal length of your holiday. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: After you’ve nailed down your dates and duration, lock in the ideal Annapolis holiday package for you.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.