Name: Graduate by Hilton Annapolis
Price range: $175 total

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$98 nightly

$111 total

Sep 27 - Sep 28

Total with taxes and fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...

8.8/10 Excellent! (1,144 reviews)

"Clean room ,nice helpful staff and the shuttle service was 👍 great"

Reviewed on Aug 31, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

$147 nightly

$168 total

Sep 29 - Sep 30

Total with taxes and fees

Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (1,982 reviews)

"Location, cleanliness, price, friendliness of the staff. Love it there. Only place we stay when visiting Annapolis."

Reviewed on Aug 30, 2026

Graduate by Hilton Annapolis

126 West St Annapolis MD

$153 nightly

$175 total

Sep 13 - Sep 14

Total with taxes and fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...

See all 1,067 properties in Odyssey

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.

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton MD

Stay at this vacation home in Crofton. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Walden Golf Club and Regal Waugh Chapel are located ...

9.8/10 Exceptional! (120 reviews)

"Was a great location. He kept up the property very nicely. Perfect for the few days we were there. Convient to shopping, DC and baltimore"

Reviewed on Aug 25, 2026

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Shady Side MD

Book a stay at this family-friendly vacation home in Shady Side. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Shadyside Park and Captain ...

9.6/10 Exceptional! (38 reviews)

"This property was in a central location to lots of places. I did think there was going to be a larger beach that you could go to within the community, however it was a very enjoyable stay. The hostess was sweet and the house is adorable."

Reviewed on Aug 9, 2026

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis MD

Stay at this vacation home in Annapolis. Enjoy laundry facilities and air conditioning. Popular attractions Annapolis City Dock and Dr. Aris T. Allen Memorial ...

8.8/10 Excellent! (9 reviews)

"Needed cleaning. Offered to send cleaning team but everyone was settled..Had socks and trash under the beds. Small street so you need a vehicle that is easy to maneuver. Owner was great and responsive as was the host… laundry is pay so had to go get quarters…"

Reviewed on Jul 31, 2026

See all properties in Odyssey

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.

Odyssey, MD

Travel Guide

Visit Odyssey

DoubleTree by Hilton Hotel Annapolis

Historic Inns of Annapolis

Graduate by Hilton Annapolis

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Fabulous 5-bedroom house with AC in charming Annapolis

Check Odyssey hotel availability

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