Highland Beach Travel Guide

Tourist Guide

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Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is AU$243 per night from 25 May to 26 May
AU$243
25 May - 26 May
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! (1,850 reviews)
Staff were great! Very friendly. Setting is terrific. We loved our king bed room. Thanks!

Reviewed on 8 May 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is AU$174 per night from 24 May to 25 May
AU$174
24 May - 25 May
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! (1,004 reviews)
Do not accept a room facing the highway side. Road noise is terrible.

Reviewed on 6 May 2026

Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
The price is AU$155 per night from 10 May to 11 May
AU$155
10 May - 11 May
includes taxes & fees
Stay at this business-friendly hotel in Parole. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,008 reviews)
It was very impressive...the room was perfect and the staff wa s super helpful and friendly

Reviewed on 8 May 2026

Sonesta ES Suites Annapolis
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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

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 ...
10/10 Exceptional! (53 reviews)
Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.

Reviewed on 13 Apr 2026

Chesapeake Houseboat Getaway on Kent Island, Maryland
Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Stay at this cottage in Wittman. Enjoy free Wi-Fi, private pools and laundry facilities. Our guests praise the property condition in their reviews. Popular attractions ...
9.8/10 Exceptional! (243 reviews)
Delightful, well-kept cottage.

Reviewed on 1 May 2026

Relaxing Waterfront Cottage Near St Michaels, Maryland
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
Stay at this golf holiday home in Stevensville. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Chesapeake Bay Bridge and Paul Reed Smith ...
9/10 Wonderful! (16 reviews)
Comfy stay
comfortable for five and even the sixth person. Cute house, convenient location. Need instructions on using shower heads and on what tv channels are available.

Reviewed on 3 Nov 2022

NEW! Charming Farm House in Historic Kent Island
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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.

Popular places to visit

U.S. Naval Academy

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.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

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

Chesapeake Bay Bridge
Sandy Point State Park

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.

Sandy Point State Park
Maryland State House

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 State House
Maryland Quiet Waters Park

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.

Maryland Quiet Waters Park
William Paca House

William Paca House

Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.

William Paca House

Activities

Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

AU$45
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

AU$50
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
Half Day Private Tour of Annapolis Up to 12 people

Colonial Annapolis and Naval Academy Half Day Private Bus Tour

AU$2,411
per traveller
Colonial Annapolis and Naval Academy Half Day Private Bus Tour
See all activities in Highland Beach