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Our top choices for Annapolis hotels

Arcadia Academy

Arcadia Academy
3.0 star property
Arcadia
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed ourselves we've been to plenty of places but we had a great excellent time people the room the food and it was great we will be back¡!!!"
United States
John
The price is NZ$250
includes taxes & fees
3 July - 4 July
Arcadia Academy

Madison Inn Lodge

Madison Inn Lodge
2.5 star property
Fredericktown
7.6 out of 10, Good, (304 reviews)
"Rooms were clean! Beds were comfortable, and the staff were very accommodating."
United States
Ashley
The price is NZ$169
includes taxes & fees
30 June - 1 July
Madison Inn Lodge

Fort Davidson Hotel

Fort Davidson Hotel
2.5 star property
Ironton
9.2 out of 10, Wonderful, (179 reviews)
"Beautiful little hotel "
United States
Ronda
The price is NZ$242
includes taxes & fees
30 June - 1 July
Fort Davidson Hotel

Shepherd Mountain Inn

Shepherd Mountain Inn
2.5 star property
Ironton
9.2 out of 10, Wonderful, (317 reviews)
"Breakfast was good and rooms were clean"
United States
Shannon
The price is NZ$239
includes taxes & fees
30 June - 1 July
Shepherd Mountain Inn

Black River Motel and Restaurant

Black River Motel and Restaurant
2.0 star property
Lesterville
8.6 out of 10, Excellent, (40 reviews)
"Clean rooms, excellent staff, top tier food from the restaurant below. Will definitely be returning."
United States
Coleton
The price is NZ$204
includes taxes & fees
30 June - 1 July
Black River Motel and Restaurant

Johnson's Shut-ins State Park

Johnson's Shut-ins State Park
3.0 star property
Middle Brook
10.0 out of 10, Exceptional, (3 reviews)
"Nice property"
United States
Aleksandr
The price is NZ$448
includes taxes & fees
6 July - 7 July
Johnson's Shut-ins State Park
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.
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Frequently asked questions

What is the best area to stay in Annapolis?
The best area to stay in Annapolis, Missouri, is near the town centre, particularly around Main Street, for convenient access to local amenities and the region's natural beauty.

The town centre of Annapolis is quite compact, with Main Street serving as the primary thoroughfare where you'll find the local shops, eateries, and community hubs. It's a small, friendly community, and staying in this central area provides the easiest access to everything the town offers.

Families visiting Annapolis will find staying near the town centre most practical. It offers proximity to the local park and general stores, making it easy to manage daily needs. It's also a good base for exploring the nearby Mark Twain National Forest, which is popular for hiking and outdoor activities suitable for all ages.

For those seeking a quiet retreat and easy access to outdoor pursuits, areas just outside the immediate town centre, but still within a short drive, are ideal.
When is the best time to go to Annapolis?
The best time to go to Annapolis is during the shoulder seasons of spring (April to May) and autumn (September to October).

During these months, the weather is pleasantly mild, making it ideal for exploring the historic streets and waterfront. You'll avoid the high humidity and larger crowds of summer, yet still find all the attractions, shops, and restaurants open. The spring brings blooming flowers, especially around the Naval Academy, while autumn offers beautiful fall foliage.

Couples looking for a romantic getaway will appreciate the comfortable weather for strolls through the historic district and along the Ego Alley, where boats are often docked. The quieter atmosphere of these months allows for a more relaxed experience when dining al fresco or visiting the State House.

For those who enjoy outdoor activities, the shoulder seasons provide superb conditions for sailing on the Chesapeake Bay or exploring the nearby Quiet Waters Park without the intense summer heat or winter chill.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Annapolis.
How can I save on a hotel booking in Annapolis with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Annapolis hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Annapolis?
Prices for hotels in Annapolis often vary, but you can find a great deal from NZ$169 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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