Annapolis Vacations from AED4,818

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The Latest Annapolis Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was AED6,340, price is now AED4,818 per person
AED4,818
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
Please donā€™t

Reviewed on 16 July 2026

Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Price was AED6,475, price is now AED5,309 per person
AED5,309
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
9.2/10 Wonderful! (1,514 reviews)
Great location, cute concept, nice vibe

Reviewed on 15 July 2026

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was AED6,601, price is now AED5,463 per person
AED5,463
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.8/10 Excellent! (1,902 reviews)

AC Hotel by Marriott Arlington National Landing

AC Hotel by Marriott Arlington National Landing

4 out of 5
Crystal City
Price was AED6,978, price is now AED5,809 per person
AED5,809
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
9.2/10 Wonderful! (460 reviews)

The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Crystal City
Price was AED5,977, price is now AED5,020 per person
AED5,020
per person
Sep 23 - Sep 29
found 23 hours ago
Roundtrip flight included
Cairo (CAI) to Baltimore (BWI)
8.6/10 Excellent! (1,010 reviews)

Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. Learn more about Annapolis
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

2 out of top 10 points of interest in this area

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Find hotels in Historic District

Find the Best Annapolis Vacation Packages

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
The price is AEDĀ 352 per night from Jul 29 to Jul 30
AEDĀ 352
AEDĀ 527 total
29 Jul - 30 Jul
includes taxes & fees
Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AEDĀ 419 per night from Jul 27 to Jul 28
AEDĀ 419
AEDĀ 477 total
27 Jul - 28 Jul
includes taxes & fees
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is AEDĀ 435 per night from Aug 2 to Aug 3
AEDĀ 435
AEDĀ 496 total
2 Aug - 3 Aug
includes taxes & fees
Crowne Plaza Annapolis by IHG
See all 554 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.

Stay near popular Annapolis attractions

A park with a walking path, picnic tables, and a large tree. In the background, there is a bridge over a body of water.

Sandy Point State Park

8.6/10 (221 reviews)
Sandy Point State Park offers pristine Chesapeake Bay beachfront beneath the towering Bay Bridge. Visitors can launch boats, fish for striped bass, or attend the renowned Maryland Seafood Festival.
See properties

Frequently asked questions

How much does an Annapolis vacation package cost?
You'll find cheap prices from AED4,818 on Expedia for your Annapolis escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Annapolis costs.
What are the cheapest months to go to Annapolis?
You can typically find lower rates and greater availability in January, February and March. Browse our cheap Annapolis vacation packages and you could land some great off-season discounts.
How to find the best Annapolis package deals?
Landing a cheap Annapolis package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Annapolis package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Annapolis vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can tailor your Annapolis getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Annapolis?
Enjoy incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Annapolis adventure.
How to plan a trip to Annapolis?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to vacation in Annapolis.
  2. Budget wisely: Besides the price of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that may arise during your trip to Annapolis.
  3. Decide how long to go for: Now that you're up to speed on Annapolis, you can figure out the right length of your vacation. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Annapolis vacation package.