Annapolis Vacations
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Where to stay in Annapolis
Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Historic District
2 out of top 10 points of interest in this area
5/5(85 area reviews)
Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.
Find the Best Annapolis Vacation Packages
Annapolis Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$3,466 per night from May 31 to Jun 1
NT$3,466
NT$3,951 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,005 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 2026/5/20
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$3,663 per night from May 31 to Jun 1
NT$3,663
NT$5,259 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,836 reviews)
"I wish there was a easier place to park, but it was a nice hotel"
Reviewed on 2026/5/19
Courtyard by Marriott Annapolis
2559 Riva Rd Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$3,767 per night from Jun 7 to Jun 8
NT$3,767
NT$4,295 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Safe parking"
Reviewed on 2026/5/20
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
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.
Sandy Point State Park
Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.
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.
Explore a world of travel with Expedia
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- Flights from London (LON) to Annapolis (ANP)
- Flights from New York (NYC) to Annapolis (ANP)
- Flights from Boston (BOS) to Annapolis (ANP)
- Flights from Raleigh (RDU) to Annapolis (ANP)
- Flights to Severna Park
- Flights to Edgewater
- Flights from San Francisco (SFO) to Annapolis (ANP)
- Flights from Hartford (BDL) to Annapolis (ANP)
- Flights from Lee
- Flights from Maryland
- Flights from Charleston (CHS) to Annapolis (ANP)
- Flights to Maryland
- Flights from Annapolis
- Flights from Severna Park
- Anne Arundel Medical Center
- Visit Severna Park
- Fort George G. Meade
- U.s. Naval Academy
- Annapolis Landing Marina
- Prince George's Stadium
- Kunta Kinte–Alex Haley Memorial
- Captain Avery Museum
- Visit Oyster Harbor
- Visit Stevensville
- Visit Maryland
- Visit Gambrills
- Visit Edgewater
- Westfield Annapolis Mall
- St John's College
- Severna Park Vacations
- Hammond-Harwood House
- Annapolis Harbour Center
- Queenstown Harbor Golf Club
- William Paca House
- Lake Presidential Golf Club
- Marley Vacations
- Maryland Vacations
- Annapolis Sailing School
- Maryland Quiet Waters Park
- Compass Pointe Golf Courses
- Maryland Live Casino
- Bay Bridge Market Place Shopping Center
- Shadyside Park
- Renditions Golf Club
- Sandy Point State Park
- Maryland State House
- Visit Gibson Island
- Ellen O. Moyer Nature Park at Back Creek
- Mcdaniel Vacations
- Rose Haven Vacations
- Visit Naval Academy
- Visit Annapolis
- Allen Pond Park
- Car rental Pasadena
- Avis Rental Cars in Stevensville
- Car rentals near The Kunta Kinte Alex Haley Memorial
- Car rentals near Westfield Annapolis Mall
- Car rentals near Helen Avalynne Tawes Garden
- Car rentals near Maryland State House
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- Car rental Chester
- Car rental Severna Park
- Firefly Rental Cars in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
