Annapolis Vacations from ￥352,066

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The Latest Annapolis Vacation Packages

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

Microtel Inn & Suites by Wyndham BWI Airport Baltimore

2 out of 5
per person
Apr 5 - Apr 10
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Baltimore (BWI)
6.4/10 (1,000 reviews)
No frills but quiet. Did have a gnat problem that made the stay a bit annoying but no problem generally. Would only stay again in case of emergency/extreme need.

Reviewed on Nov 11, 2024

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
per person
Apr 5 - Apr 10
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Baltimore (BWI)
8.6/10 Excellent! (1,002 reviews)
The staff were amazing! From security to check in and out all dealings with staff exceeded expectations. Property was very clean! My only stay issues were not the hotel or the staffs issues. Loud room neighbors and parking prices were my only complaints. The prices were on par with the area so again not their fault at all.

Reviewed on Jan 21, 2025

Comfort Suites Columbia Gateway

Comfort Suites Columbia Gateway

2.5 out of 5
per person
Apr 5 - Apr 10
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Baltimore (BWI)
8.4/10 Very Good! (1,003 reviews)
I can say after staying at multiple hotels when I travel to Maryland, and having to deal with roaches and bad smells from the other hotels, THIS hotel is a complete breathe of fresh air. My husband and I truly enjoyed this hotel and it's amenities.

Reviewed on Jan 10, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

2.5 out of 5
per person
Apr 5 - Apr 10
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Baltimore (BWI)
8.2/10 Very Good! (3,264 reviews)
my experience was disappointing due to the condition of the room. Upon entering, I immediately noticed a strong smell of cigarette smoke, which was unpleasant and lingered throughout my stay. My two kids was with me. I requested to change the room but they didn't agree to change the room. I would hesitate to stay here again unless I am assured of improved room conditions.

Reviewed on Jan 20, 2025

La Quinta Inn & Suites by Wyndham Columbia / Fort Meade

La Quinta Inn & Suites by Wyndham Columbia / Fort Meade

2.5 out of 5
per person
Apr 5 - Apr 10
found 22 hours ago
Roundtrip flight included
Tokyo (TYO) to Baltimore (BWI)
7.8/10 Good! (970 reviews)
Didn’t like dogs barking. However room was clean and comfortable I would stay again if I have short stay.

Reviewed on Jan 18, 2025

Where to stay in Annapolis

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

Historic District

2 out of top 10 points of interest in this area
5/5(83 area reviews)

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

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 ￥21,246 per night from Feb 3 to Feb 4
￥21,246
￥24,220 total
includes taxes & fees
Feb 3 - Feb 4
9.2/10 Wonderful! (1,003 reviews)
"Always enjoy staying here. Great hotel, great location."

Reviewed on Jan 12, 2025

Graduate by Hilton 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 ￥16,371 per night from Feb 16 to Feb 17
￥16,371
￥18,663 total
includes taxes & fees
Feb 16 - Feb 17
8.4/10 Very Good! (1,001 reviews)
"Clean and large rooms"

Reviewed on Jan 21, 2025

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
The price is ￥17,078 per night from Jan 27 to Jan 28
￥17,078
￥19,469 total
includes taxes & fees
Jan 27 - Jan 28
8.6/10 Excellent! (1,000 reviews)
Hotel is awesome but the noise is too much!
"I decided to give this hotel a second chance since I love its location and everything from the hotel but the noise is insane. The first time I stayed, kids were running up and down the hallway and knocking on doors and laughing at 6am. Then room service kept on hitting the vacuum on the walls and ..."

Reviewed on Jan 13, 2025

Crowne Plaza Annapolis, an IHG Hotel
See all 563 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.

Frequently asked questions

How much does an Annapolis vacation package cost?
You can snap up a vacation package to this popular destination from ￥352,066 on Expedia. However, how much your vacation 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 vacation packages and you could land some excellent off-season deals.
How many days is enough for Annapolis?
Annapolis vacations 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 neighborhoods 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 vacation package to Annapolis?
Popular for its history, culture and watersports, an Annapolis vacation 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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, favorite 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Annapolis

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

U.S. Naval Academy

4.5/5(446 reviews)

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
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

4.5/5(13 reviews)

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

Annapolis: Crabtown Boos and Booze Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

￥6,133
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
Food Tour Plate

Historic Annapolis Food Tour

￥12,581
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Annapolis Ghost Tour: Phantoms of Annapolis

￥5,347
per adult
Annapolis Ghost Tour: Phantoms of Annapolis
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.