Highland Beach Packages (Flight + Hotel)

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Top hotels in Highland Beach

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿3,783 per night from 1 Jun to 2 Jun
฿3,783
฿5,431 total
1 Jun - 2 Jun
includes taxes & fees
9/10 Wonderful! (1,852 reviews)
"I wish there was a easier place to park, but it was a nice hotel"

Reviewed on 19 May 2026

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿3,579 per night from 31 May to 1 Jun
฿3,579
฿4,080 total
31 May - 1 Jun
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"hotel was clean and well appointed. The room was nice and comfortable. Breakfast buffet (continental) was just what I needed to start the day. And...the cookies were delicious."

Reviewed on 20 May 2026

DoubleTree by Hilton Hotel Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is ฿3,727 per night from 25 May to 26 May
฿3,727
฿4,248 total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"great"

Reviewed on 20 May 2026

Sonesta ES Suites Annapolis
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.