Annapolis Holidays from AU$2,974

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Your Annapolis Holiday

Organising your next big escape is easy with an Annapolis holiday package. The neighbourhood of Historic District, which is good for history, makes a good starting point to discover the wonders of this unique city. Any trip to Annapolis needs a well-planned itinerary. Fill yours with major attractions such as U.S. Naval Academy, Maryland State House and William Paca House. A couple of quick clicks is all it takes to build the perfect Annapolis holiday on Expedia.

The Latest Annapolis Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Baltimore BWI Airport

Microtel Inn & Suites by Wyndham Baltimore BWI Airport

2 out of 5
per person
7 Oct - 10 Oct
found 4 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
6.4/10 (1,003 reviews)
You can't expect a 5 star for a cheap hotel like this. It's below average in many ways, but it's cheap. It's clean enough, the room was large, AC worked. BUT... some lights were burned out, the WiFi is unusable, the shower water was very hot and blistering (i.e., could not get normal temp water but at least it was hot and not cold), the fitness room was "closed for a few days for maintenance" (I was there a few days, never open, looks just to be a storage room), breakfast in a box was iffy. Fine if you just need a place to sleep for a night.

Reviewed on 8 Aug. 2025

DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
per person
7 Oct - 10 Oct
found 4 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
7.8/10 Good! (1,007 reviews)
Clean rooms, cold air conditioning, hot showers. I suggest a better curtain setup for wanting to sleep in but that’s not a must have

Reviewed on 11 Aug. 2025

Sonesta Select Columbia

Sonesta Select Columbia

3 out of 5
per person
7 Oct - 10 Oct
found 4 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
8.4/10 Very Good! (1,012 reviews)
Ever was nice and clean.

Reviewed on 13 Aug. 2025

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
per person
7 Oct - 10 Oct
found 4 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
9.4/10 Exceptional! (1,409 reviews)
Spacious clean room. Close to amenities in Anne Arundel; short driving distance. Loved my stay will book again .

Reviewed on 12 Aug. 2025

Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
per person
7 Oct - 10 Oct
found 4 hours ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Loved the room. At check in, guy at

Reviewed on 12 Aug. 2025

Our guide on where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
Annapolis featuring street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area
5/5(2 area reviews)

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Find hotels in Historic District

Annapolis Holiday

Annapolis Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population
39,500
Max Temp Winter
7ºC
Max Temp Summer
29ºC
Top Sights
Sandy Point State Park, Sandy Point Beach and Thanksgiving Farm Wines

Our pick of the best Annapolis Hotel Deals

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
8.8/10 Excellent! (1,823 reviews)
"Lovely room. Comfortable bed."

Reviewed on 13 Aug. 2025

Get rates
Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 2 Sept to 3 Sept
AU$280
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"Great area and it was a perfect hotel for our trip."

Reviewed on 13 Aug. 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
The price is AU$169 per night from 20 Aug to 21 Aug
AU$169
20 Aug - 21 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Nice place to stay...
"Nice place to stay when visiting Annapolis! Cost-effective, clean, a "want to assist" staff and close to Main Street and The Dock! Could not have selected a better place for a weekend stay with friends!"

Reviewed on 12 Aug. 2025

Country Inn & Suites by Radisson, Annapolis, MD
See all 581 properties in Annapolis
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.
All Inclusive Holidays
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beach holidays
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Discover the most popular places to visit in Annapolis

U.S. Naval Academy featuring heritage architecture, interior views and military items

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

What to do in Annapolis

Food Tour Plate

Historic Annapolis Food Tour

AU$121
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

AU$40
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

AU$46
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Annapolis

Frequently asked questions

How much does an Annapolis holiday package cost?
You can snap up a holiday package to this popular destination from AU$2,974 on Expedia. However, how much your holiday to Annapolis costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Annapolis?
You're likely to find lower prices and greater availability in January, February and March. Take a look at our cheap Annapolis holiday packages and you could land some excellent off-season deals.
How many days is enough for Annapolis?
Annapolis holidays come in various shapes and sizes, but to get a real feel for this destination, we think 2 days is a good ballpark. In this timeframe, you can visit major attractions like Bay Ridge Beach and Annapolis Bowl along with lesser-known gems. Don't forget to explore neighbourhoods such as Parole and Historic District either. If you're smart with your time, you can even schedule a day trip from Annapolis too.
Is it worth booking a holiday package to Annapolis?
Popular for its history, culture and watersports, an Annapolis holiday has something for everyone. Be sure to check out main sights like Annapolis City Dock and Westfield Annapolis Mall, and consider renting some wheels for day trips to explore even more.
How to find the best Annapolis package deals?
Finding a cheap Annapolis package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Annapolis package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Annapolis holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Annapolis holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Annapolis?
If you're considering a spontaneous Annapolis adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Annapolis?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Annapolis.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to put aside for your trip to Annapolis. Then, choose a property that matches your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Annapolis. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick an Annapolis holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.