Annapolis Hotels from S$117

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Check Annapolis hotel prices

Tonight
29 Nov - 30 Nov
Tomorrow night
30 Nov - 1 Dec
This weekend
29 Nov - 1 Dec

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Top 10 trending Annapolis hotels

Sam A Baker
Gift shop

Sam A Baker

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed 1 night with our dogs and it was beautiful and so relaxing! This is a must stop!!! We will be staying here again when we come through."
The price is S$596
includes taxes & fees
3 Dec - 4 Dec
Sam A Baker
Inviting Des Arc Cabin w/ Fire Pit + Deck!
Terrace/patio

Inviting Des Arc Cabin w/ Fire Pit + Deck!

3.0 star property
Inviting Des Arc Cabin w/ Fire Pit + Deck!
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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

What's the best place to stay in Annapolis?

Shepherd Mountain Inn, located 17.8 mi (28.7 km) from the heart of Annapolis, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Madison Inn Lodge and Fort Davidson Hotel. See all available top hotels, or vacation rentals in Annapolis.

If I need to cancel my hotel reservation in Annapolis, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Annapolis.

What are some accommodation options with pools in Annapolis?

Madison Inn Lodge: Offers free continental breakfast, a seasonal outdoor pool and free self-parking. View all hotels with pools in Annapolis.

What's it like to stay in Annapolis?

Visitors can enjoy all that Annapolis has to offer, including the riverfront, parks and restaurants. The relaxing and welcoming setting also entices those visiting the city. In Annapolis, there are 18 hotels and other accommodation options to choose from. Find out more about Annapolis.

What are the top places to visit in Annapolis?

Natural beauty is on display at Taum Sauk Mountain State Park, Mark Twain National Forest and K Bridge Recreation Area. A couple of additional sights to add to your itinerary are Walnut Hollow Lake and Ketcherside Mountain Conservation Area. Take a look at what more there is to see and do in Expedia's Annapolis guide.

What's the seasonal weather in Annapolis?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1324 mm.