Annapolis Holiday Packages

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You work pretty hard for your money, so don't waste it — Wotif is here to help.

Our terrific package deals combine your accommodation and flights to make life easier.

With your savings, the possibilities are endless in Annapolis.

Your savings could hit if you lock in a package today. And how do you do this? Just mix and match from more than 550 airlines and 665,000 worldwide properties.

Don't waste time staring at a screen when you ought to be packing your bags. Wotif offers some of the most competitive deals out there.

Annapolis Accommodation

There’s an awesome number of things to keep you amused in the state capital of Maryland. What’s more — it serves up a wide variety of lodging options. You've got 91 accommodations in Annapolis to choose from.

If you want to get over that jet lag, crawl into a plush bed at the Loews Annapolis Hotel (126 West St) or The Westin Annapolis (100 Westgate Cir). If you're wanting to get your hands on an awesome deal, look no further than the Holiday Inn Express & Suites Annapolis (2451 Riva Rd) and the Motel 6 Annapolis (1542 Whitehall Rd). These bargain options will give you everything you want at a price that won't hurt your wallet.

Car Hire in Annapolis

The location of Hertz couldn't be much better at Baltimore Washington International Thurgood Marshall Airport. It's just a walk from the terminal building, which means you'll be on the road in no time at all.

Enterprise (1900 West St) is just 3 kilometres from the heart of the city, so you don't need to go too far to get your hands on those keys.

Holidays to Annapolis

Booked those plane tickets, packed your fanciest thongs but don't know the first thing about Annapolis? Listen up. We'll let you in on this awesome destination.

Annapolis is Maryland's state capital and is surrounded by plenty of cool places, such as Baltimore, which you'll find 35 kilometres to the south.

Like some info about what to do while you're here? With a population of around 38 000 people, you'll be sure to come across a few locals willing to pass on their sightseeing tips.

Top Annapolis hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
Graduate by Hilton Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in the business district.
"Gorgeous hotel, great staff and in a brilliant spot. Annapolis is beautiful. Would stay again."

Reviewed on 1 Jun. 2025

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
Country Inn & Suites by Radisson, Annapolis, MD: Pet-friendly hotel with free breakfast and free WiFi. Located near theme parks.
"We slept well on their mattress. The room was humid and A/C did not help. The bathroom was configured in a weird way. The door blocked access to the shower. Not much room to close the door and I’m not a big person."

Reviewed on 8 Jun. 2025

Country Inn & Suites by Radisson, Annapolis, MD
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
Historic Inns of Annapolis: Pet-friendly hotel with free WiFi and a bar/lounge. Located in a shopping district.
"Nice place, close to every thing, so nice staff an good value for money"

Reviewed on 7 Jun. 2025

Historic Inns of Annapolis
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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.