Name: Historic Inns of Annapolis
Price range: NZ$316
Rating: 9

Graduate by Hilton Annapolis

126 West St Annapolis MD

NZ$387

19 Apr - 20 Apr

includes taxes & fees

Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...

9.4/10 Exceptional! (1,002 reviews)

Unique hotel in the heart of Annapolis. The room was lovely, comfortable and well equipped. Parking was a bit expensive $32 one day and strange, couldnt actually park in the covered garrage that was only for vallette patrons. Would have been nice to have a regular coffee maker in the room, only instant ...

Reviewed on 27 Mar 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

NZ$208

5 Apr - 6 Apr

includes taxes & fees

Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

8.8/10 Excellent! (1,001 reviews)

Very close to several restaurants and the mall is close as well. Golf course is within 15 mins

Reviewed on 23 Mar 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

NZ$316

5 Apr - 6 Apr

includes taxes & fees

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 ...

9/10 Wonderful! (1,863 reviews)

Clean room, friendly staff, and the PERFECT location for walking downtown Annapolis.

Reviewed on 24 Mar 2026

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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.

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD

Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffee maker and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...

9.8/10 Exceptional! (50 reviews)

Julia was fantastic! We came with 6 ladies for a surprise bachelorette weekend. She even gave us recommendations for super fun local venues and restaurants accounting for what was closed in the ‘off-season’. I don’t think there can be an off-season here. Everyone was so friendly and helpful with ...

Reviewed on 23 Mar 2026

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville MD

Stay at this golf holiday home in Stevensville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Matapeake State Park and Northern Chesapeake ...

10/10 Exceptional! (16 reviews)

This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...

Reviewed on 30 Nov 2025

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD

Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are located ...

9.8/10 Exceptional! (198 reviews)

We had a wonderful time and really enjoyed the back screened in porch which is where we spent a lot of time with our two little dogs.

Reviewed on 12 Mar 2026

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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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Popular places to visit

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Maryland State House

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.