United States

Annapolis

Annapolis

Annapolis, located in the United States, is a captivating city that exudes historical significance and maritime charm. As the capital of Ma…

Best for you if…

  • A 4–5 day trip
  • Walkable sightseeing
  • Historical Sites travelers
  • Sailing travelers
  • Visiting in Summer
Recommended stay
3-5 days
Best time
Summer
Walkability
Compact
Guide depth
Deep guide
More about this guide

Annapolis is a strong pick for historical sites & sailing — plan about 3-5 days, with sights close enough to walk between. Peak season: Summer.

Deep guide guide · about 4 min to read · depth score 96/100 (coverage of intro, tips, and mapped places)

Compact density — Walkable and compact — many sights sit close together. (≈8.6 km span)

50 Places to explore
3-5 Recommended days
Summer Best season
8 Nearby places

Find nearby destinations

When to go

High season: Summer

JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
NOV
DEC

Best months for lower-cost travel: January · February · November · December

Weather

Fall

50°F - 70°F

Spring

50°F - 70°F

Summer

70°F - 90°F

Winter

30°F - 50°F

How to get there

How to Reach Annapolis, United States

Annapolis is the capital city of Maryland and is located on the Chesapeake Bay in the United States. Here are the different ways to reach Annapolis:

By Air:

The nearest major airport to Annapolis is Baltimore/Washington International Thurgood Marshall Airport (BWI), located approximately 30 miles north of the city. From the airport, you can rent a car or take a taxi to reach Annapolis.

By Train:

Annapolis does not have a train station. However, you can take an Amtrak train to BWI Airport Rail Station and then proceed by car or taxi to Annapolis.

By Bus:

Several bus services operate to and from Annapolis. Greyhound and Megabus are popular options that provide connections to major cities in the region.

By Car:

If you are driving to Annapolis, you can reach the city via major highways such as Interstate 97, Route 50, and Route 301. Annapolis is easily accessible from nearby cities like Baltimore, Washington D.C., and Philadelphia.

By Boat:

As Annapolis is located on the Chesapeake Bay, you can also reach the city by boat. The Annapolis City Dock is a popular destination for boaters and offers various marinas and docking facilities.

Once you reach Annapolis, you can explore its historic downtown area, visit the United States Naval Academy, enjoy waterfront activities, and experience the city's rich maritime heritage.

Getting to know Annapolis

Annapolis, located in the United States, is a captivating city that exudes historical significance and maritime charm. As the capital of Maryland, this picturesque destination holds a central role in American history and culture. Nestled along the Chesapeake Bay, Annapolis boasts a breathtaking waterfront, providing a serene backdrop for its rich heritage.

With a history dating back to the 17th century, Annapolis proudly showcases its colonial roots through its well-preserved architecture and cobblestone streets. The Maryland State House, the oldest state capitol in continuous legislative use, stands tall as a testament to the city's role in the formation of the United States. Visitors can immerse themselves in the past by exploring the city's numerous historic sites and museums, which offer captivating insights into the early days of the nation.

As a hub for maritime activities, Annapolis has earned the nickname "Sailing Capital of the World." Sailing enthusiasts from across the globe flock to the city to participate in prestigious regattas and boating events. The picturesque Chesapeake Bay provides the perfect setting for sailing, making Annapolis a sailor's paradise. Whether strolling along the harbor or witnessing the majestic sailboats gliding on the water, visitors can experience the city's nautical allure.

Boasting a charming blend of history, culture, and maritime beauty, Annapolis invites travelers to embark on a journey through time and immerse themselves in the essence of the United States' captivating past. With its cobblestone streets, historic landmarks, and mesmerizing waterfront, Annapolis remains an alluring destination for those seeking a unique and enriching travel experience.

Pre-trip checklist

Compiled from local tips, stay length, and season notes.

Local tips

  • Visit the US Naval Academy for a unique experience.
  • Explore the Chesapeake Bay by boat.
  • Try local seafood delicacies like Maryland crab cakes.
  • Take part in the Annapolis Arts Week for a vibrant cultural experience.
  • Consider visiting during the Annapolis Boat Shows for a lively atmosphere.

Places worth exploring

50 places mapped for this destination

0–1
1–3
3–8
8–20
20+

Walking loops

Evening strolls, half-days, and fuller day loops — clustered by proximity.

Suggested 3-day outline

Places ordered by proximity into day buckets. Add what you like to your trip.

Hotels nearby

Stays around Annapolis — sorted so you can pick quickly.

Listings update over time — confirm availability before you book.

Frequently asked questions

Answers compiled from stay length, season, and local tips for this guide.

How many days do you need in Annapolis?

Most travelers spend about 3-5 days in Annapolis, United States.

When is the best time to visit Annapolis?

High season is typically Summer.

Which months are more budget-friendly in Annapolis?

Travelers often find better value in January, February, November, December.

What kind of trip is Annapolis good for?

Annapolis suits Historical Sites, Sailing, Water Activities, Shopping.

Is Annapolis walkable?

Walkable and compact — many sights sit close together.

Any local tips for Annapolis?

Visit the US Naval Academy for a unique experience.

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Multi-city ideas

Nearby combinations sharing travel styles. See all routes

  • Annapolis → Hillsmere Shores → Londontowne · ≈8 km
  • Annapolis → Naval Academy → Cape Saint Claire · ≈10 km
  • Annapolis → Parole → Londontowne · ≈11 km

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