Annapolis Vacations from ¥389,425

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The Latest Annapolis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Baltimore - Inner Harbor by IHG
Graduate by Hilton Annapolis
Canopy by Hilton Baltimore Harbor Point
Marriott Owings Mills Metro Centre
Hotel Indigo Baltimore Downtown by IHG

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis

Find the Best Annapolis Vacation Packages

Annapolis Hotel Deals

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
8.8/10 Excellent! (1,749 reviews)
"Adorable hotel in Annapolis. Walking distance to everything. I liked everything about it except for the pillows on the beds. They were so firm that I had trouble sleeping. But the staff was very friendly and the vibe of the place was quaint. I would definitely stay here again but would bring my own ..."

Reviewed on Aug 29, 2025

Historic Inns of Annapolis
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is ¥29,263 per night from Sep 1 to Sep 2
¥29,263
¥33,360 total
Sep 1 - Sep 2
includes taxes & fees
The Westin Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is ¥14,874 per night from Sep 7 to Sep 8
¥14,874
¥16,956 total
Sep 7 - Sep 8
includes taxes & fees
Country Inn & Suites by Radisson, Annapolis, MD
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.

Discover the most popular places to visit in Annapolis

What to do in Annapolis

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