Annapolis Travel Guide: Everything You Need to Know

Introduction - Why Visit Annapolis?

Nestled on the shores of Chesapeake Bay, Annapolis is a vibrant city that beautifully blends rich history, stunning waterfront views, and a spirited maritime culture. As the capital of Maryland and one of the oldest cities in the United States, Annapolis boasts a unique heritage that dates back to the colonial era. Visitors to this charming city will be captivated not only by its historical significance but also by the quaint beauty of its streets lined with colonial architecture, cobblestone paths, and the iconic State House—home to the oldest state capitol still in continuous legislative use.

Annapolis is particularly renowned for its deep-rooted connection to the United States Navy. The United States Naval Academy, established in 1845, is a focal point of the city and plays a crucial role in its identity. The academy's stunning campus is a must-visit for anyone wanting to understand Annapolis's naval history and the dedication of those who serve. Traveling through the city feels like stepping back in time; the historic district is a treasure trove of 18th-century buildings, providing a glimpse into the lives of early American settlers. The natural beauty of the Annapolis waterfront, with its marinas and sailing activities, further enriches the experience, offering both tranquility and adventure.

Moreover, Annapolis is a city alive with culture and arts. Throughout the year, the city hosts various festivals and events celebrating everything from local seafood to music and the arts. The annual Maryland Renaissance Festival, held in nearby Crownsville, is a beloved event that draws visitors from across the region and showcases the city’s commitment to preserving its past while celebrating its vibrant present. With its combination of historical significance, stunning landscapes, and lively culture, Annapolis is a destination that every traveler should explore.

Finally, Annapolis is an easy escape from major cities, being just 30 miles from Washington, D.C., and 40 miles from Baltimore. This accessibility, combined with its unique offerings, makes it a perfect weekend getaway or day trip for those seeking a blend of history, culture, and outdoor activities. Whether you're an avid sailor, a history buff, or simply someone looking to relax by the bay, Annapolis promises an unforgettable experience.

Best Time to Visit - Detailed Weather Analysis

Annapolis experiences a temperate maritime climate, characterized by four distinct seasons. Understanding the weather patterns can greatly enhance your visit.

Seasons Overview

• Spring (March - May): Spring is one of the most delightful times to visit Annapolis. With temperatures averaging between 50°F to 75°F, the city begins to bloom, and outdoor festivals start to come alive. March can still be chilly, but by late April, flowers burst into bloom, making it perfect for exploring gardens and waterfronts.

• Summer (June - August): Summer sees temperatures range from 70°F to 90°F, making it the warmest time to visit. This is peak tourist season, particularly for boating and water activities. With countless events, including the Annapolis Boat Show in October, summer is vibrant, but be prepared for humidity.

• Fall (September - November): Fall is another enchanting season. Temperatures cool down to 50°F to 75°F and the foliage becomes a kaleidoscope of colors. Events like the Maryland Seafood Festival highlight the culinary offerings of the region.

• Winter (December - February): Winters are cold, with temperatures often dipping below 32°F. However, the holiday season brings beautiful decorations and events. While fewer tourists visit, you can enjoy a peaceful and charming Annapolis without the crowd.

Peak/Off-Peak Times

• Peak Season: June through August is peak summer season, bustling with tourists seeking maritime adventures. Expect higher prices for accommodations and more crowded attractions.

• Shoulder Season: Late spring (April-May) and early fall (September-October) are shoulder seasons, which offer pleasant weather, fewer crowds, and better rates on hotels.

• Off-Peak Season: Winter (December-February) is the off-peak season. While the weather can be chilly, visitors can enjoy lower accommodation rates and a quieter experience.

Local Events

• Annapolis Film Festival: Held annually in March, showcasing independent films.
• Maryland Seafood Festival: Typically in September along the waterfront, featuring local seafood vendors.
• Annapolis Boat Shows: Held in October, this is a must-visit for sailing enthusiasts with exhibitions and various boats on display.
• Holiday Events: December brings festive activities, including the Lights on the Bay drive-through and the annual holiday parade.

Top Attractions

Annapolis is brimming with historical landmarks and must-see attractions that celebrate its rich heritage and maritime culture.

United States Naval Academy

Address: 121 Blake Rd, Annapolis, MD 21402
Hours: Daily 9 AM - 5 PM (Visitor Center hours may vary)
Admission: Free (but some tours may charge)

The United States Naval Academy is a cornerstone of Annapolis’s identity. Visitors can explore the stunning campus, featuring iconic buildings like the chapel with its magnificent dome and stained-glass windows. The Naval Academy Museum offers insights into the Academy's storied history and the naval profession. Guided tours are available and highly recommended to ensure you don’t miss significant highlights, including the famous Supe's Garden.

Maryland State House

Address: 100 State Circle, Annapolis, MD 21401
Hours: Monday - Friday 9 AM - 5 PM; Saturday & Sunday 9 AM - 4 PM
Admission: Free

As the oldest state capitol still in legislative use, the Maryland State House is steeped in history. Here, George Washington famously resigned his commission as commander-in-chief of the Continental Army in 1783. The building's architecture is stunning, with its wooden dome and beautifully preserved interiors. Don't miss the Old Senate Chamber and the exhibits detailing Maryland's history, including artifacts from the Revolution.

Historic District

Strolling through Annapolis’s Historic District is like wandering through a living museum. With over 100 preserved 18th-century structures, the charming streets are filled with shops, galleries, and restaurants. Key highlights include:

• Charming Colonial Homes: Admire the beautifully restored homes with their distinctive architectural styles.
• St. Anne's Church: A historic church dating back to 1692, known for its beautiful stained glass and peaceful grounds.
• Maryland Inn: Established in 1773, this historic inn has hosted many notable figures, including 19th-century presidents.

City Dock

The City Dock is the perfect place to soak up the maritime atmosphere of Annapolis. Here, you can watch boats come in and out while enjoying fresh seafood from local vendors. The dock is surrounded by shops and restaurants, making it an excellent spot to relax or grab a bite to eat.

Hidden Gems

While the main attractions are undoubtedly worth visiting, Annapolis also has its share of hidden gems that offer unique experiences.

The Banneker-Douglass Museum

Address: 84 Franklin St, Annapolis, MD 21401
Hours: Tuesday - Saturday 10 AM - 4 PM
Admission: Free

This museum is dedicated to preserving and sharing the history of African Americans in Maryland. With engaging exhibits and insightful programming, it’s a profound way to understand the state’s diverse history.

Quiet Waters Park

Address: 600 Quiet Waters Park Rd, Annapolis, MD 21403
Hours: Daily dawn to dusk
Admission: Free

This tranquil park is a hidden oasis, featuring scenic trails, art galleries, and beautiful natural landscapes. Perfect for a leisurely hike or a picnic, it’s a great spot for those looking to escape the city bustle.

The Kunta Kinte-Alex Haley Memorial

Location: 1670 S. River Rd, Annapolis, MD 21401
Hours: Open year-round
Admission: Free

Located at the Annapolis City Dock, this memorial honors the legacy of Kunta Kinte, a character from Alex Haley’s novel “Roots.” The memorial features several bronze figures and inscriptions, providing a thought-provoking glimpse into the history of slavery in America.

Where to Stay

Downtown Annapolis

Pros: Close to attractions, restaurants, and waterfront views
Cons: Higher prices and potential noise from nightlife
Price Range: $200 - $400 per night

Staying in downtown Annapolis puts you in the heart of the action, with easy access to attractions like the Naval Academy and Maryland State House. Hotels such as the Historic Inns of Annapolis and The Westin Annapolis provide comfortable accommodations with excellent amenities.

Eastport

Pros: Quaint neighborhood feel, waterfront views, excellent dining options
Cons: Slightly farther from the historic district
Price Range: $150 - $300 per night

Just across the Spa Creek Bridge from downtown, Eastport offers a more laid-back vibe. It’s home to charming boutique hotels and guesthouses, such as The Inn at Chesapeake Bay Beach Club, with stunning bay views and local eateries like Carrol’s Creek Cafe.

West Annapolis

Pros: Residential charm, local shops and cafes, less touristy
Cons: Further from major attractions, limited public transport
Price Range: $100 - $250 per night

This friendly neighborhood is ideal for travelers seeking a quieter experience. Consider The Annapolis Bed & Breakfast for a cozy stay. This area offers lovely parks and coffee shops, perfect for leisurely afternoons.

Local Cuisine

Annapolis is a food lover's paradise, especially for seafood enthusiasts. The city is famous for its fresh catches from the Chesapeake Bay, and visitors should be sure to indulge in these local culinary delights.

Must-Try Dishes

• Crab Cakes: Annapolis is known for its lump crab cakes, often served with a side of tangy remoulade. Head to Cantler's Riverside Inn for some of the best in town.
• Old Bay Seasoning: A Maryland staple, this spice blend is used in many dishes, from crab boils to fries. Don't leave without trying it on a crab leg or two.
• Oysters: Fresh oysters on the half shell are a quintessential Chesapeake experience. Visit Davis’ Pub for an authentic local oyster experience.
• Smith Island Cake: A multi-layered cake, it's a must-try dessert that embodies the sweet culture of Maryland.

Recommended Restaurants

• Galway Bay Irish Restaurant: Enjoy traditional Irish dishes and a wide selection of beers in a cozy pub setting.
  Address: 63 Maryland Ave, Annapolis, MD 21401
  Price Range: $15 - $30

• The Blackwell Inn: This historic inn offers a fine dining experience with a focus on fresh, local ingredients.
  Address: 501 S. Charles St, Annapolis, MD 21401
  Price Range: $30 - $60

• Boatyard Bar & Grill: A local favorite known for its seafood and laid-back atmosphere. Try their famous crab cakes or fish tacos!
  Address: 4004 Limerick Rd, Annapolis, MD 21401
  Price Range: $15 - $25

Getting Around

Public Transportation

• Annapolis Transit: The city offers a bus system that connects various neighborhoods and attractions. Fares are affordable, typically around $1 per ride.
• Metro: While there's no metro system in Annapolis, nearby cities like Washington, D.C., and Baltimore are accessible via the MARC Train, which connects to the Annapolis area.

Taxis and Rideshares

• Taxis: Available but can be limited in the downtown area. It’s advisable to call ahead or use ride-hailing apps like Uber or Lyft for convenience.

Biking and Walking

Annapolis is a walkable city, especially in the historic district. Bike rentals are also available, offering a fun way to explore the scenic waterfront and surrounding areas. BikeShare programs or local shops provide rental options.

Car Rentals

For those planning to explore beyond Annapolis, consider renting a car. Various national and local rental agencies operate in the area, and parking is available in downtown garages (rates typically range from $1 to $2 per hour).

Suggested Itineraries

3-Day Itinerary Breakdown

Day 1: Explore the Historic Core

• Morning: Start with breakfast at Chick & Ruth's Delly (address: 165 Main St, Annapolis, MD 21401). Try their famous stuffed French toast!
• Mid-Morning: Visit the Maryland State House (1 hour).
• Lunch: Stop for lunch at Carroll’s Creek Cafe (address: 410 Severn Ave, Annapolis, MD 21403) (1.5 hours).
• Afternoon: Explore the United States Naval Academy (2 hours).
• Evening: Dinner at The Blackwell Inn (1.5 hours), followed by a leisurely stroll along the City Dock.

Day 2: Dive into the Maritime Culture

• Morning: Breakfast at The Breakfast Joint (address: 2003 West St, Annapolis, MD 21401) (1 hour).
• Mid-Morning: Rent a kayak or take a boat tour of the Chesapeake Bay (2-3 hours).
• Lunch: Enjoy a crab cake at Cantler's Riverside Inn (address: 458 Forest Beach Rd, Annapolis, MD 21409) (1.5 hours).
• Afternoon: Visit the Banneker-Douglass Museum (1 hour) followed by a stroll in Quiet Waters Park (1-2 hours).
• Evening: Dinner at Boatyard Bar & Grill (1.5 hours), followed by a show at the Victor Cullen Theater at the Maryland Hall for the Creative Arts.

Day 3: Local Life and Hidden Gems

• Morning: Breakfast at SoHo Cafe (address: 30 S. West St, Annapolis, MD 21401) (1 hour).
• Mid-Morning: Explore the Historic District at your own pace (2 hours).
• Lunch: Try oysters at Davis' Pub (address: 4000 Baymeadow Dr, Annapolis, MD 21403) (1.5 hours).
• Afternoon: Visit the Kunta Kinte-Alex Haley Memorial followed by shopping at local boutiques (2-3 hours).
• Evening: Dinner at Galway Bay (1.5 hours), then take a sunset walk along the waterfront.

Shopping & Souvenirs

Annapolis offers a variety of shopping experiences, from local markets to charming boutiques.

Best Markets and Shops

• Annapolis Market House: Located on City Dock, this historic market features local vendors selling everything from fresh produce to artisanal goods.
• Main Street: A bustling area filled with unique shops and boutiques, perfect for picking up souvenirs, from handcrafted jewelry to Maryland-themed gifts.
• Pineapple Park: A quirky shop located in Eastport, known for its eclectic selection of art, decor, and gifts.

Unique Finds

• Local Art: Look for pieces created by local artists, including paintings and crafts that reflect Annapolis's coastal charm.
• Maryland Crab Mallets: A perfect souvenir for seafood lovers, available in local shops.
• Old Bay Seasoning: Don't forget to grab a bottle of this iconic spice blend to take home!

Nightlife & Entertainment

Annapolis offers a vibrant nightlife scene, from lively bars to cultural experiences.

Bars and Pubs

• McGarvey's Saloon & Oyster Bar: Known for its oysters and lively atmosphere.
  Address: 8 Market Space, Annapolis, MD 21401
  Price Range: $10 - $20

• The Rams Head Tavern: An iconic venue featuring live music, with a large selection of beers and hearty pub fare.
  Address: 33 West St, Annapolis, MD 21401
  Price Range: $15 - $30

Theaters and Live Music

• Maryland Hall for the Creative Arts: Check their calendar for live performances, art exhibits, and family-friendly events.
• Ballet Theatre of Maryland: Enjoy a dance performance in an intimate setting, highlighting local talent.

Evening Activities

• Historic Ghost Tours: Explore Annapolis’s haunted past with guided ghost tours, available most evenings.
• Waterfront Strolls: Conclude your day with a peaceful walk along the waterfront, soaking in the evening views and lively atmosphere.

Budget Planning

Planning your budget is crucial for making the most of your Annapolis adventures. Here’s a detailed breakdown of potential costs:

Accommodations

• Budget Hotels: $100 - $150 per night (e.g., budget motels and inns)
• Mid-Range Hotels: $150 - $300 per night (e.g., boutique hotels)
• Luxury Hotels: $300 - $500 per night (e.g., historic inns)

Dining

• Breakfast: $10 - $20 per person
• Lunch: $15 - $25 per person
• Dinner: $25 - $60 per person

Attractions

• Guided Tours: $20 - $50 per person
• Museum Admission: Typically free, but check for special exhibits that may charge.

Transportation

• Public Transport: $1 per bus ride
• Rental Car: $50 - $100 per day
• Taxis/Ride Shares: $10 - $30 for local trips

Estimated Daily Budget

• Low Budget: $150 - $250 per day (hostels, fast food, free attractions)
• Mid Budget: $250 - $450 per day (mid-range hotels, casual dining, and some paid attractions)
• High Budget: $450 - $700+ per day (luxury hotels, fine dining, and premium experiences)

Travel Tips

Local Customs

• Politeness: Maryland locals are known for their Southern hospitality. Always greet with a smile and say “thank you.”
• Tipping: Standard tipping is 15-20% for good service in restaurants and bars.

Language

• English is the primary language spoken, making communication straightforward for most travelers.

Safety

Annapolis is generally a safe city, but like any urban area, it’s wise to stay vigilant, especially at night. Stick to well-lit areas and avoid isolated places.

Etiquette

• Respect local customs, especially around historic sites. Follow guidelines and restrictions to preserve the integrity of these locations.
• Be mindful of local wildlife, especially if you're exploring parks or waterfronts.

Day Trips

Annapolis is conveniently located near several fantastic destinations worth exploring.

Washington, D.C.

Just a short drive or train ride away, Washington, D.C., offers countless attractions, including the National Mall, Smithsonian Museums, and vibrant neighborhoods. Plan a day to explore the capital’s rich history and cultural offerings.

Baltimore

Only 40 minutes away, Baltimore is known for its Inner Harbor, the National Aquarium, and excellent dining options. Be sure to check out the historic Fells Point neighborhood.

Sandy Point State Park

Located just a short drive from Annapolis, this beautiful state park offers hiking, picnicking, and stunning views of the Chesapeake Bay. It’s a perfect spot for outdoor enthusiasts.

Practical Information

Visa and Entry Requirements

Most visitors from the United States do not require a visa to enter Annapolis. International travelers should check their local embassy's guidelines for entry requirements into the United States.

SIM Cards and Connectivity

• Local SIM Cards: Available at major retailers and convenience stores. T-Mobile and AT&T provide good coverage in the area.
• Wi-Fi: Many cafes and hotels offer free Wi-Fi for guests.

Currency

The currency used in Annapolis is the U.S. Dollar (USD). Credit and debit cards are widely accepted, but it’s always good to carry some cash for local markets and smaller shops.

Emergency Contacts

• Police, Fire, Emergency: Dial 911
• Local Non-Emergency Police: (410) 268-9000
• Hospital (Anne Arundel Medical Center): (410) 222-8900

Conclusion

Annapolis is a captivating destination that combines stunning natural beauty, rich history, and vibrant culture. Whether you're exploring the historic streets, savoring local delicacies, or enjoying the waterfront, the city offers a unique experience that will leave you enriched and inspired. With this comprehensive guide, you’re well-equipped to plan your perfect visit to Annapolis, ensuring you don’t miss any of its hidden treasures or must-see attractions. Happy travels!