Name: Crowne Plaza Annapolis by IHG
Price range: $135 total
Rating: 8.8

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$98 nightly

$111 total

Aug 30 - Aug 31

Total with taxes and 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 ...

8.8/10 Excellent! (1,081 reviews)

"👍"

Reviewed on Aug 6, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

$132 nightly

$150 total

Aug 19 - Aug 20

Total with taxes and 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 ...

9/10 Wonderful! (1,928 reviews)

"Nice very well location"

Reviewed on Aug 6, 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

$118 nightly

$135 total

Sep 1 - Sep 2

Total with taxes and 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! (1,012 reviews)

"This was an amazing stay! My room got serviced daily while I was out exploring and they kept everything nice and clean! The breakfast add on was so worth it so if you have the option to definitely add it! I had an amazing time and can’t wait to stay again!"

Reviewed on Aug 3, 2026

See all 1,214 properties in Highland Beach

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! (18 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

See all properties in Highland Beach

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.