How much does an Annapolis vacation package cost?

You can snap up a vacation package to this popular destination from $183 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?

January, October and December are the best times to search for cheap Annapolis vacation packages. Opting to travel in quieter months means you can typically find lower prices on accommodations and flights.

How many days is enough for Annapolis?

With around 2 days, you'll have enough time to experience popular neighborhoods such as Parole and Historic District during your Annapolis vacation. Be sure to also add Bay Ridge Beach and Annapolis Bowl to your must-do list. Looking for more adventures? Consider exploring outside of Annapolis on day trips and tours.

Is it worth booking a vacation package to Annapolis?

Well known for its culture, watersports and festivals, an Annapolis vacation is a hit with all kinds of travelers. Be sure to check out leading sights like William Paca House and Navy-Marine Corps Memorial Stadium , and consider renting a car for day trips to experience 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 best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Annapolis. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will likely be the biggest expense during your trip to Annapolis. Explore Annapolis using our trip planning tool : Gain insights into the top attractions and best hotels for your trip to Annapolis. You can also save your favorite places, collaborate with family and friends and manage your plans in one place. Decide how long to go away for: Now that you're more familiar with Annapolis, you can work out the right length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose an Annapolis vacation package that brings all your bookings together. Book any activities or excursions: Here's the fun part — locking in everything you want to see and do. Browse some of the incredible things to do in Annapolis and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Annapolis vacation packages?

Set off on your dream getaway to Annapolis with help from our Book Now, Pay Later vacations. No need to save up or wait for your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains while they last.

Annapolis Vacation Packages 2026 from $183

Your Annapolis Vacation

Book a custom vacation package to Annapolis and get ready to experience this fascinating city how you like. Consider spending time in the neighborhood of Historic District, which is good for history and tons more. If a sightseeing tour is part of the program during your trip to Annapolis, stop by leading attractions like U.S. Naval Academy, Maryland State House and William Paca House. Check out Expedia's wide range of travel options and book your ideal vacation to Annapolis now.

The Latest Annapolis vacation packages

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

Sonesta Hotel Baltimore Inner Harbor

Downtown Baltimore

Save 100% on your flight

$183

per person

Feb 13 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.2/10 Very Good! (998 reviews)

The restaraunt was closed and I did not get breakfast that I paid for.

Reviewed on Jan 11, 2026

Baltimore executive Furnished rentals

Downtown Baltimore

Save 100% on your flight

$241

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8/10 Very Good! (2 reviews)

Hilton Washington DC Capitol Hill

Northwest

Save 100% on your flight

$437

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,002 reviews)

The bathrooms are somewhat outdated but not a big deal. The hotel is currently under renovation so the gym was closed, the front desk offered to give me a coupon to the nearest Planet Fitness which was great but they never delivered it to my room as requested. For a one night stay it was central and valet parking was a breeze.

Reviewed on Jan 10, 2026

Renaissance Baltimore Harborplace Hotel

Inner Harbor

Save 100% on your flight

$544

per person

Mar 14 - Mar 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

8.4/10 Very Good! (2,459 reviews)

Elevator was completely out on New Year’s Eve, we were on 11th floor.

Reviewed on Jan 10, 2026

Lord Baltimore Hotel

Downtown Baltimore

Save 100% on your flight

$363

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.2/10 Very Good! (2,362 reviews)

The staff was friendly, new year day I saw a nice in the room , the next day in the evening someone one was there to put some traps down

Reviewed on Jan 5, 2026

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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

1 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.

Annapolis Hotel Deals

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

$75 nightly

$85 total

Feb 8 - Feb 9

Total with taxes and fees

8.6/10 Excellent! (1,006 reviews)

Clean and we moved to a quiet room as well

Reviewed on Jan 8, 2026

Graduate by Hilton Annapolis

126 West St Annapolis MD

Fully refundableReserve now, pay when you stay

$147 nightly

$167 total

Jan 21 - Jan 22

Total with taxes and fees

9.2/10 Wonderful! (1,004 reviews)

Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on Dec 30, 2025

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

$169 nightly

$193 total

Jan 15 - Jan 16

Total with taxes and fees

8.8/10 Excellent! (1,909 reviews)

Valet parking was excellent. The men doing it were friendly and professional. The room was just the right temperature.

Reviewed on Jan 3, 2026

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.

Things to do in and around Annapolis

Annapolis, Maryland, is perfect for family, outdoor, and city-themed vacations. Visitors can enjoy a variety of activities, including sightseeing tours, boat tours, and exploring play parks. As the sailing capital of the U.S., Annapolis offers a unique waterfront experience. Don't miss the chance to shop at local centers and malls, making it a well-rounded destination for leisure and adventure.

Shopping

Annapolis offers diverse shopping experiences, from the Annapolis Mall Shopping Center and Westfield Annapolis Mall, both featuring entertainment and family-friendly vibes, to the Wild Bird Center for unique gifts. If you're up for a drive, check out the surrounding areas for even more shopping options.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere perfect for sports enthusiasts, while The Colonial Players presents captivating theatrical performances, rich in culture and romance. Just 5 miles away, Bay Hills Golf Club invites you to enjoy outdoor recreation on its beautifully maintained greens.

Adventure

At Annapolis Sailing School, you can embrace the thrill of sailing on beautiful waters, perfect for adventure seekers. For a fun-filled day, visit Annapolis Bowl, where arcade games and family entertainment await. Tose Family Tennis Center offers an exciting environment for tennis enthusiasts looking for a competitive edge.

Nightlife

Annapolis offers a vibrant nightlife with charming waterfront bars like McGarvey's Saloon & Oyster Bar, perfect for fresh seafood and cocktails. For live music, visit the Rams Head On Stage. If you prefer a relaxed vibe, check out the historic pubs around Main Street for local brews and friendly conversations.

*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-friendly, outdoor, and city-themed vacations. Explore popular attractions such as historic houses, urban parks, and marinas. Don't miss the Annapolis Maritime Museum, the scenic Annapolis Harbor, and the intriguing haunted history of the city. Whether you're seeking cultural experiences or outdoor adventures, Annapolis offers something for everyone, making it a great destination for your travels.

U.S. Naval Academy: Explore the prestigious U.S. Naval Academy, home to stunning architecture and rich maritime history. Take a guided tour to learn about the traditions and training of future naval leaders, all while enjoying beautiful views of the Severn River.
Chesapeake Bay Bridge: Experience the impressive Chesapeake Bay Bridge, a marvel of modern engineering. Spanning nearly 4 miles, this iconic bridge offers breathtaking views of the bay and is an essential part of Maryland’s scenic landscape.
Sandy Point State Park: Dive into adventure at Sandy Point State Park, where you can hike, bike, or relax on the sandy shores. With picturesque views of the Chesapeake Bay, this park is perfect for outdoor enthusiasts seeking fun and relaxation.

Best time to go to Annapolis

The best time to visit Annapolis can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Annapolis falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Annapolis falls in January, 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	Slightly High	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	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	Average	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	Average	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

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
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.

Language	English
Currency	U.S dollars
Closest Airport	Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
Population	39,500
Max Temp Winter	45ºF
Max Temp Summer	85ºF
Top Sights	Sandy Point State Park, Sandy Point Beach and Matapeake State Park

Language

English

Currency

U.S dollars

Closest Airport

Baltimore Washington Intl. Thurgood Marshall Airport (BWI)

Population

39,500

Max Temp Winter

45ºF

Max Temp Summer

85ºF