Highland Beach
Travel Guide
Visit Highland Beach
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is CA $135 per night from Aug 30 to Aug 31
CA $135
CA $154 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is CA $127 per night from Aug 25 to Aug 26
CA $127
CA $193 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is CA $143 per night from Sep 15 to Sep 16
CA $143
CA $163 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,000 reviews)
"Everything was great except the pool and hot tub closed. In the summer !!!"
Reviewed on Aug 13, 2026
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
Cute, Cozy 2-bedroom house near Annapolis with water access
Crownsville MD
Stay at this vacation home in Crownsville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Joyces Marina and B&A Trail are located ...
9.6/10 Exceptional! (19 reviews)
"Great stay"
Reviewed on Aug 2, 2026
Waterfront Oasis of Annapolis Star
Annapolis MD
Stay at this apartment in Annapolis. Enjoy free WiFi, private pools, and cable/satellite TV service. Popular attractions Annapolis City Dock and Sandy Point ...
10/10 Exceptional! (87 reviews)
"Couldn’t recommend any more. Beth & Andy are great hosts."
Reviewed on Aug 2, 2026
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.
Things to do
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
CA $14
per traveller
80% of travellers recommend
