Annapolis Holidays

Choose two or more items and save on your trip:

Annapolis Holidays

Dreaming of Annapolis? From accommodation to flights, car hire to specialty tours, the hard-working team at ebookers are the true travel whisperers.

With over 500 airline partners and more than 500,000 properties around the globe, it's never been easier to break-free from the daily grind.

We have so much faith in our offer that if you buy a Flight + Hotel package now with ebookers and happen to come across a better deal within 48 hours pre check in, we'll match it and refund the difference. That's our Price Guarantee.

There's no time like now to pack your bag and start ticking off some bucket-list sights. Whether you're keen to discover the thrill of a 24-hour metropolis or just sit back and relax on a remote tropical island, we can help you get moving.Terms and Conditions apply.

More Annapolis hotels

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
The price is €168 per night
€168
includes taxes & fees
24 Nov - 25 Nov
0.22 km from city centre
Historic Inns of Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Pet-friendly
Free WiFi
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
The price is €146 per night
€146
includes taxes & fees
24 Nov - 25 Nov
0.5 km from city centre
Graduate by Hilton Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. You'll find features such as free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street, Annapolis, MD
The price is €119 per night
€119
includes taxes & fees
1 Dec - 2 Dec
0.71 km from city centre
Hilton Garden Inn Annapolis Downtown's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Pet-friendly
Free WiFi
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
The price is €111 per night
€111
includes taxes & fees
24 Nov - 25 Nov
4.64 km from city centre
Our customers tell us they can't get enough of DoubleTree by Hilton Hotel Annapolis's great location. During your stay, you'll be within walking distance of The Kunta Kinte Alex Haley Memorial. You'll find features such as free WiFi in public areas, free self-parking and a free area shuttle.
Crowne Plaza Annapolis, an IHG Hotel

Crowne Plaza Annapolis, an IHG Hotel

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
The price is €123 per night
€123
includes taxes & fees
4 Dec - 5 Dec
4.56 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Annapolis, an IHG Hotel. During your stay, you're just a quick walk from Westfield Annapolis Mall. You'll find features such as free WiFi in public areas and free self-parking, plus a restaurant.
Parking included
Free WiFi
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St, Annapolis, MD
The price is €190 per night
€190
includes taxes & fees
24 Nov - 25 Nov
0.61 km from city centre
Annapolis Waterfront Hotel, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Don't see what you're looking for?
See all available properties in Annapolis
View all properties
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.

Cheap flights to Annapolis

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, 17 Dec - Fri, 20 Dec
BOS
Boston
DCA
Washington
€140 Return, found 18 hours ago
€140
Return
found 18 hours ago
Select JetBlue Airways flight, departing Tue, 17 Dec from Boston to Washington, returning Fri, 20 Dec, priced at €140 found 18 hours ago
Sat, 11 Jan - Mon, 13 Jan
BOS
Boston
BWI
Baltimore
€150 Return, found 19 hours ago
€150
Return
found 19 hours ago
Select Delta flight, departing Sat, 11 Jan from Boston to Baltimore, returning Mon, 13 Jan, priced at €150 found 19 hours ago
Sat, 7 Dec - Mon, 9 Dec
SFO
San Francisco
BWI
Baltimore
€173 Return, found 3 days ago
€173
Return
found 3 days ago
Select American Airlines flight, departing Sat, 7 Dec from San Francisco to Baltimore, returning Mon, 9 Dec, priced at €173 found 3 days ago

Other holiday destinations

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.