A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Annapolis guest houses

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

1. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (168 reviews)
"The best vacation ever. Location is everything. Just a slice of heaven on earth. We will never top this stay. Tried to book a reservation before we left. Will return as often as possible."
United States
William
The price is £153
includes taxes & fees
19 Oct - 20 Oct
The Tilghman Island Inn
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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Top Annapolis Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

8/10 Good
"clean room. small bathroom but clean. wi-fi good. breakfast was good. staff helpful. overall, a good stay for one night. walkable area - close to a shopping area."
Catharina 1-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Annapolis by IHG

Find out more about Annapolis

Annapolis Guest Houses information

Number of reviews
168
Accommodation
2 Guest Houses
Lowest Price
£153
Highest Price
£153