Annapolis Holiday Packages

Save when you book Annapolis package deals

Choose two or more items and save on your trip:

Book your Annapolis holiday

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 accommodation 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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is NZ$216 per night from 8 Dec to 9 Dec
NZ$216
8 Dec - 9 Dec
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
"The elevator was broken, and the hot tub was broken. I had to call down to ask where the ice machines were since nobody mentioned it, and they were located in the lobby. It would’ve been helpful to know some of these things as we checked in Also, there was no free coffee in the morning, etc. I preferred ..."

Reviewed on 9 Nov 2026

Opens in a new windowCrowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is NZ$184 per night from 12 Nov to 13 Nov
NZ$184
12 Nov - 13 Nov
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
"Property is dated and needs a facelift. Hallways smell a little dank and musty. Rooms were ok, but definitely could use updating ."

Reviewed on 8 Nov 2026

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is NZ$208 per night from 17 Nov to 18 Nov
NZ$208
17 Nov - 18 Nov
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHistoric Inns of Annapolis
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.

More Destinations