How much does an Annapolis vacation package cost?

You can snap up a vacation package to this popular destination from ￥307,528 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?

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. 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. 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. 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.

Annapolis Vacation Packages 2026 from ￥307,528

The Latest Annapolis Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Phoenix Park Hotel

Northwest

￥307,528

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Baltimore (BWI)

9.4/10 Exceptional! (2,206 reviews)

This small, reasonably priced, well-located hotel is incredibly clean, the rooms are quiet (although the air conditioner does make sound when it goes on and off), the staff is very helpful and there is a great bar/restaurant attached. It's two blocks away from Union Station and besides its own restaurant, there are several others within a 10 minute walking radius. The downside for us is that there isn't a coffee maker in the room. There are two machines for everyone's use on the 2nd floor, but they happened to both be out of order when we were there. Still, we would definitely stay there again the next time we go to D.C.

Reviewed on Jul 9, 2026

The Churchill Hotel near Embassy Row

Northwest

￥316,448

per person

Sep 26 - Sep 30

found 18 hours ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Baltimore (BWI)

8.8/10 Excellent! (1,006 reviews)

Nice location with friendly staff. The hotel is a bit dated and the rooms were too dark for my taste. The fitness center was extremely hot - I had to leave, you cannot adjust the thermostat and the fan is fixed and falling apart. Otherwise the room was large and comfortable, beds were nice, and the bathroom was great, but they could use some anti-slip assistance on the shower floor. Overall I liked it and would stay again.

Reviewed on Jul 10, 2026

Club Quarters Hotel in Washington DC

Downtown Washington D.C.

￥325,730

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Baltimore (BWI)

8.8/10 Excellent! (1,902 reviews)

Perfect location! Excellent service!

Reviewed on Jul 11, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

￥311,253

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Baltimore (BWI)

8.8/10 Excellent! (1,005 reviews)

Nice spot- stayed here during a business trip. pros: comfy beds good pillows, lots of different lighting options, decent water pressure and a Mini fridge in the room and the temperature was comfortable. Cons: I was confused about the breakfast (it comes with some stay and not others but it was never offered as an option at check in and no explanation). Not sure what the extra $70 “resort” fee is for as I don’t believe there are any “resort” style amenities.I had to hunt down the ice machine (it’s on the 2nd floor btw). Could use a little spot to purchase snacks/soda/water, etc… since there’s no room service. Wanted to order from the restaurant downstairs but there were no menus or contacts in the room so I ordered door dash. Overall, I had a good stay, there’s just a few details and some clarification from the staff at check in, that I believe would have made it better.

Reviewed on Jul 7, 2026

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

￥372,270

per person

Sep 26 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Fukuoka (FUK) to Baltimore (BWI)

9/10 Wonderful! (1,206 reviews)

We especially enjoyed the location in walking distance to the White House and the Washington Monument.

Reviewed on Jul 10, 2026

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

5/5(85 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.

Things to do in and around Annapolis

Shopping

For a delightful shopping experience in Annapolis, visit Westfield Annapolis Mall, which offers a vibrant mix of business and entertainment. If you're up for a drive, head to Marlborough Village Center, located 29.0km away, for a charming family-friendly atmosphere. Don't miss the Wild Bird Center for unique gifts.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere for sports enthusiasts looking to engage in recreational activities. Nearby, Bay Hills Golf Club provides a tranquil outdoor golfing experience, perfect for relaxation. Meanwhile, the Ballet Theater of Maryland invites you to immerse yourself in cultural performances, combining entertainment with a touch of romance.

Adventure

Experience thrilling fun at Annapolis Bowl, an arcadeAdventureZone brimming with family-friendly games. Dive into the excitement at Annapolis Sailing School, where you can master water sports amidst beautiful scenery. For tennis enthusiasts, Tose Family Tennis Center offers a vibrant atmosphere for adventurous play.

Nightlife

Annapolis offers a vibrant nightlife with charming bars and live music. Visit Rams Head Tavern for local bands and great food. For a relaxed vibe, check out The Federal House, where you can enjoy craft cocktails. Don't miss the scenic views along the waterfront while you explore.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Annapolis

Annapolis, Maryland, is perfect for family vacations and outdoor adventures, featuring urban parks, historic houses, and marinas. Visitors can enjoy a mix of culture and family experiences at local attractions such as the haunted sites of Annapolis, the scenic Annapolis Harbor, and the informative Annapolis Maritime Museum. Exploring historic Annapolis offers a glimpse into the city’s rich heritage, making it an ideal destination for all types of travelers.

U.S. Naval Academy: Immerse yourself in American naval history at the U.S. Naval Academy, where stunning architecture meets rich traditions. Explore the beautifully landscaped grounds, visit the Naval Academy Museum, and witness the impressive Chapel, making it a unique experience filled with historical significance.
Chesapeake Bay Bridge: Experience breathtaking views from the Chesapeake Bay Bridge, an engineering marvel that connects Maryland's eastern and western shores. Walk or drive across this iconic bridge to enjoy panoramic vistas of the Chesapeake Bay, an unforgettable urban experience.
Sandy Point State Park: Discover the natural beauty of Sandy Point State Park, a haven for outdoor enthusiasts. With picturesque beaches, hiking trails, and picnic areas, it's perfect for adventure seekers looking to relax and enjoy the scenery by the bay.

Best time to go to Annapolis

The best time to visit Annapolis is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Average	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Annapolis

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Annapolis.
Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Annapolis.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Annapolis Hotel Deals

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

￥13,326

￥20,745 total

Aug 10 - Aug 11

includes taxes & fees

9/10 Wonderful! (1,894 reviews)

"We had a nice 3 night stay at the Maryland Inn. The property was well maintained and we enjoyed the historic elements of it. I did use the provided hairdryer which blew a fuse to our room. They fixed it promptly, but our power subsequently went out 3 more times despite us not using anything. Each ..."

Reviewed on Jul 9, 2026

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

￥15,392

￥17,546 total

Jul 12 - Jul 13

includes taxes & fees

8.6/10 Excellent! (1,030 reviews)

"Not the best hotel. Aging. Beds too soft. Musty smell. “Just ok”."

Reviewed on Jul 9, 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Fully refundable

￥19,164

￥21,846 total

Aug 2 - Aug 3

includes taxes & fees

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