Annapolis Trips (flight + hotel)

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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

Things to do in and around Annapolis

Shopping

If you're up for a drive, Arundel Mills Mall, 29.0km away, offers a vibrant mix of shopping and entertainment. For local finds, visit the Wild Bird Center in Annapolis for unique gifts and souvenirs. Marlborough Village Center, also 29.0km away, features charming shops with city vibes.

Recreation

Experience the vibrant atmosphere at the Navy-Marine Corps Memorial Stadium, perfect for sports enthusiasts. Enjoy the scenic outdoors at Bay Hills Golf Club, just 8.0km from Annapolis, or immerse yourself in the cultural charm of the Ballet Theater of Maryland, offering captivating performances and a romantic setting.

Adventure

Annapolis Bowl offers an exciting arcadeAdventureZone with family-friendly games and vibrant adventure vibes, perfect for a fun-filled outing. For water enthusiasts, the Annapolis Sailing School provides thrilling waterSports experiences amid stunning outdoor scenery. Finally, Tose Family Tennis Center invites you to engage in adventurous tennis activities.

Nightlife

Annapolis boasts a vibrant nightlife scene with charming bars and lively venues. Enjoy craft cocktails at the stylish Level, or embrace a relaxed vibe at Galway Bay, offering traditional Irish fare and music. For a dance-filled evening, The Metropolitan offers a fun atmosphere with great tunes.

*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 an ideal destination for families and outdoor enthusiasts, offering a delightful blend of urban parks, historic houses, and picturesque marinas. Visitors can explore attractions such as the Annapolis Maritime Museum, the charming Annapolis Harbour, and the rich history of Historic Annapolis, along with the eerie allure of Haunted Annapolis. This vibrant city caters to those seeking a cultural family experience amidst its scenic beauty.

  • Hammond-Harwood House: This stunning historic house, built in 1774, showcases exquisite 18th-century architecture and art. Visitors can explore elegant rooms filled with period furnishings and learn about the rich cultural history of Annapolis, making it a delightful stop for history enthusiasts.
  • Annapolis Harbor: Experience the vibrant atmosphere of this bustling marina, where you can engage in a variety of water activities, enjoy scenic boat tours, or simply relax on the waterfront. The harbour's lively shops and restaurants offer a perfect blend of adventure and leisure.
  • Kunta Kinte–Alex Haley Memorial: This poignant memorial pays tribute to the legacy of Kunta Kinte and his connection to the African American experience. Visitors can reflect on powerful themes of resilience and heritage amidst beautiful surroundings, making it a meaningful cultural visit.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnySlightly LowSlightly Low
February37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnySlightly HighAverage
September70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnySlightly HighAverage
November48.7°F (9.3°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly SunnySlightly LowSlightly 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 to Annapolis during the low season (December to February) for more affordable options.
  • 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.

Top hotels in 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 P9,984 per night from Mar 29 to Mar 30
P9,984
P11,382 total
Mar 29 - Mar 30
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
Big room, friendly staff, great food at the restaurant, and perfect location

Reviewed on Mar 11, 2026

Graduate by Hilton 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 P6,481 per night from Mar 15 to Mar 16
P6,481
P7,388 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
Clean, friendly staff and great area

Reviewed on Mar 11, 2026

Crowne Plaza Annapolis by IHG
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
9/10 Wonderful! (1,886 reviews)
Great location for walking around Annapolis

Reviewed on Mar 9, 2026

Historic Inns of 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.

Popular places to visit

What to do in Annapolis

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