Annapolis Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ฿4,531 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Annapolis
Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Historic District
1 out of top 10 points of interest in this area
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
Top hotels in Annapolis
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,863 reviews)
"So the entire experience was amazing. There was so much in walking distance. It was kind of weird because there were actually 3 inns and we didn't know which one we were in"
Reviewed on 28 Sept 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
The price is ฿3,134 per night from 2 Nov to 3 Nov
฿3,134
฿3,573 total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"This was a convenient property for visiting the Naval Academy and historic Annapolis. The property seemed to be well taken care of. The breakfast was the usual breakfast area with a waffle maker, oatmeal, a hot serving dish of an egg product, a meat, and a potato product. Nothing fancy. The room ..."
Reviewed on 22 Sept 2025
Crowne Plaza Annapolis by IHG
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is ฿3,461 per night from 3 Nov to 4 Nov
฿3,461
฿3,945 total
3 Nov - 4 Nov
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"everything was good except the hot tub at the pool was not available to use. other than that we were very pleased with everything"
Reviewed on 29 Sept 2025
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
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.
Chesapeake Bay Bridge
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
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.
What to do in Annapolis
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿956
per adult
AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
฿2,124
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿314
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
