Claiborne Travel Guide

Tourist Guide

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,901 reviews)
Great place to stay!

Reviewed on 14 Dec 2025

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Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is AU$138 per night from 21 Dec to 22 Dec
AU$138
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,011 reviews)
Staff and amenities

Reviewed on 14 Dec 2025

DoubleTree by Hilton Hotel Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
The price is AU$320 per night from 1 Jan to 2 Jan
AU$320
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (881 reviews)
Fantastic hotel and they upgraded us to a room with a stunning view!

Reviewed on 8 Dec 2025

Annapolis Waterfront Hotel, Autograph Collection
See all 1,119 properties in Claiborne
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.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Ellen O. Moyer Nature Park at Back ...
10/10 Exceptional! (33 reviews)
Excellent location and large house! Would love to stay again.

Reviewed on 16 Nov 2025

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffee maker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7/10 Good! (6 reviews)
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...

Reviewed on 8 Oct 2025

Floating 2 bed 2 bath condo stunning views of the bay
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf ...
9.8/10 Exceptional! (39 reviews)
Wow! What a great home. Plenty of space for a larger group. The open floor plan was perfect - lots of areas for people to hang out without feeling crowded. We will be back!

Reviewed on 1 Dec 2025

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
See all properties in Claiborne
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.

Popular places to visit

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.

Chesapeake Bay Maritime Museum

St. Michaels Winery

You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Winery

1879 Hooper Straight Lighthouse

After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.

1879 Hooper Straight Lighthouse

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.

St. Michaels Marina

Saint Michaels Village

You can browse for the perfect souvenirs at Saint Michaels Village during your stay in St. Michaels. Stroll along this romantic area's waterfront or simply enjoy its seafood restaurants.

Saint Michaels Village

Perry Cabin Park

After visiting Perry Cabin Park, make a plan to see the other sights and activities in St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.

Perry Cabin Park