Annapolis Cove Vacation Packages

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Top Holiday Package Deals in Annapolis Cove

Price found within the past 48 hours. Click for updated prices.

Fairmont Washington, D.C., Georgetown

Northwest

CA $974

per person

Oct 10 - Oct 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

9.6/10 Exceptional! (1,006 reviews)

The Poppy Georgetown

Northwest

CA $1,877

per person

Oct 16 - Oct 19

found 4 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Baltimore (BWI)

9.4/10 Exceptional! (589 reviews)

Lord Baltimore Hotel

Downtown Baltimore

CA $1,088

per person

Oct 2 - Oct 5

found 10 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Baltimore (BWI)

8.4/10 Very good! (3,089 reviews)

Front desk- miserable old bald man running the front desk.hardly spoke-not helpful. Valet literally missing for almost 1/2 hour when we checked in..NOT busy..just not around. Bed was hard Queen-no decent blanket Food was excellent. I was robbed of a $300 package in the lobby-no one cared to help-1 shadey security guard said he looked at the camera but didn't see anything. Very disappointed..this was the 3rd time I stayed there and it was the last.

Reviewed on Aug 8, 2026

The Westin Annapolis

CA $1,389

per person

Oct 2 - Oct 5

found 11 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Baltimore (BWI)

8.8/10 Excellent! (1,000 reviews)

Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food

Reviewed on Aug 7, 2026

Graduate by Hilton Annapolis

CA $1,299

per person

Oct 2 - Oct 5

found 11 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Baltimore (BWI)

9.4/10 Exceptional! (1,007 reviews)

Where to stay in Annapolis Cove

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

An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

2 out of top 10 points of interest in this area

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.

A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

A grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Annapolis Cove Hotel Deals

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

CA $136

CA $155 total

Aug 30 - Aug 31

includes taxes & fees

8.8/10 Excellent! (1,084 reviews)

"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"

Reviewed on Aug 8, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

CA $128

CA $193 total

Aug 20 - Aug 21

includes taxes & fees

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Fully refundable

CA $153

CA $175 total

Sep 1 - Sep 2

includes taxes & fees

See all 1,220 properties in Annapolis Cove

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.