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Hotels in Annapolis, Maryland

Hotels in Annapolis, Maryland

Annapolis, Maryland

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Annapolis, Maryland
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15 Hotels in Annapolis

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Photo of Graduate by Hilton Annapolis Top rated
From $279 / night

Graduate by Hilton Annapolis

· 4.7 Excellent · 1,367 reviews

For groups navigating city tournaments and events, Hilton offers the steady operational base that eliminates travel stress and confusion.

  • Vending areas stock essentials without requiring late-night city store searches
  • Complimentary hot breakfast eliminates morning meal planning in unfamiliar territory
  • Indoor pool provides familiar recreation when exploring a new city
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Photo of Courtyard by Marriott Bowie
From $184 / night

Courtyard by Marriott Bowie

· 4.6 Excellent

For teams navigating multi-day city itineraries, Marriott Hotels & Resorts provides the central command structure that prevents scattered schedules.

  • Complimentary breakfast eliminates one meal decision in an unfamiliar city
  • In-room ironing stations handle wrinkled clothes after long travel days
  • Multiple bathrooms per suite reduce morning rush stress for traveling groups
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Photo of Fairfield Inn & Suites by Marriott Annapolis
From $130 / night

Fairfield Inn & Suites by Marriott Annapolis

· 4.5 Excellent · 66 reviews

Marriott Hotels & Resorts transforms multi-night city stays into well-orchestrated experiences where your entire group stays connected and energized throughout the trip.

  • Indoor pool provides controlled recovery environment for visiting athletes
  • Hot tub gives tired bodies relief after long competition schedules
  • Individual climate control lets everyone adjust temperature preferences
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Photo of SpringHill Suites by Marriott Annapolis Highly rated
From $169 / night

SpringHill Suites by Marriott Annapolis

· 4.5 Excellent · 717 reviews

This SpringHill Suites provides the structured space and reliable service that keeps traveling teams focused on their goals.

  • In-suite kitchenettes handle snacks and drinks without hunting down stores
  • Guest laundry facilities mean packing lighter for extended city tournament stays
  • Spacious suites give traveling groups room to spread out comfortably
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Photo of Comfort Inn Conference Center Highly rated
From $111 / night

Comfort Inn Conference Center

· 4.5 Excellent · 1,152 reviews

For teams and families managing complex city itineraries, Comfort Suites provides the reliable foundation that keeps everyone organized and rested.

  • All-suite layout gives traveling groups space to spread out and recharge
  • Guest laundry facilities reduce packing requirements for multi-day trips
  • Indoor pool provides downtime activity regardless of weather conditions outside
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Photo of TownePlace Suites Bowie Town Center
From $129 / night

TownePlace Suites Bowie Town Center

· 4.5 Excellent

TownePlace Suites offers the apartment-like stability that transforms chaotic group travel into manageable, productive extended city experiences.

  • Free parking removes the stress of navigating unfamiliar city parking regulations
  • Meeting spaces provide private areas for team meals and planning
  • Multi-bedroom suites give families and groups room to spread out
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Photo of Annapolis Waterfront Hotel Autograph Collection
From $389 / night

Annapolis Waterfront Hotel Autograph Collection

· 4.4 Very Good

Autograph Collection turns chaotic city coordination into streamlined group travel where everyone stays connected and on schedule.

  • Self-parking removes the stress of navigating downtown parking regulations
  • Guest laundry facilities mean packing lighter for extended city stays
  • Full-service restaurant eliminates the dinner hunt in an unfamiliar city
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Photo of Sonesta ES Suites Annapolis
From $111 / night

Sonesta ES Suites Annapolis

· 4.4 Very Good · 702 reviews

Sonesta delivers the coordination and consistency your group needs to stay focused on competition, not logistics.

  • Digital room keys eliminate the hassle of managing multiple plastic keycards
  • Multiple coffee stations prevent morning bottlenecks for large traveling groups
  • Business center offers printing and planning resources for multi-day itineraries
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Photo of Country Inn & Suites by Radisson Annapolis, MD
From $124 / night

Country Inn & Suites by Radisson Annapolis, MD

· 4.4 Very Good · 1,282 reviews

Country Inn & Suites ensures your group has the consistent comfort and practical support needed to maximize your time in the city.

  • Indoor pool provides evening relaxation after exploring the tournament town
  • Smart TVs with streaming access provide familiar entertainment in unfamiliar surroundings
  • 24/7 front desk provides local navigation help for unfamiliar visitors
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Photo of Microtel Inn & Suites by Wyndham Gambrills Best value
From $93 / night

Microtel Inn & Suites by Wyndham Gambrills

· 4.4 Very Good · 921 reviews

Microtel Inn & Suites by Wyndham transforms chaotic group city trips into coordinated experiences where everyone stays connected and nothing gets overlooked.

  • Complimentary hot breakfast eliminates one meal decision in unfamiliar territory
  • Spacious lobby offers central gathering space for regrouping between activities
  • In-room coffee makers provide familiar comfort in new surroundings
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Photo of Hilton Garden Inn Annapolis Downtown
From $136 / night

Hilton Garden Inn Annapolis Downtown

· 4.3 Very Good · 738 reviews

Hilton delivers the dependable coordination hub your group needs to stay organized and connected throughout your city adventure.

  • Fitness center maintains routines away from home gym comforts
  • Guest laundry facilities eliminate overpacking for extended tournament stays
  • Spacious lobby areas provide central gathering spots for dispersed groups
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Photo of Residence Inn by Marriott Annapolis
From $116 / night

Residence Inn by Marriott Annapolis

· 4.3 Very Good · 15 reviews

This extended-stay brand transforms multi-day city trips into coordinated team experiences where everyone has room to regroup and recharge.

  • Guest laundry facilities mean packing lighter for multi-night trips
  • Extended serving hours accommodate varying group schedules and early departures
  • Meeting spaces give groups a private place to plan city activities
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Photo of Crowne Plaza Annapolis by IHG
From $119 / night

Crowne Plaza Annapolis by IHG

· 4.3 Very Good · 776 reviews

Crowne Plaza offers the reliable command center your team requires to manage logistics and maintain momentum during extended stays.

  • Complimentary dry cleaning service manages wrinkled travel clothes efficiently
  • Business center with printing services for last-minute travel document needs
  • Refrigerators in guest rooms store drinks and snacks for busy competition schedules
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Photo of Courtyard by Marriott Annapolis
From $149 / night

Courtyard by Marriott Annapolis

· 4.3 Very Good · 429 reviews

Marriott understands that successful group travel requires more than rooms—it demands the operational excellence that keeps teams together.

  • Valet parking removes vehicle concerns in busy tournament host districts
  • Refrigerators and microwaves support flexible meal timing between tournament schedules
  • Spacious lobby offers central gathering space for groups exploring the city
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Photo of DoubleTree by Hilton Hotel Annapolis
From $123 / night

DoubleTree by Hilton Hotel Annapolis

· 4.2 Very Good · 965 reviews

Hilton becomes your group's trusted command center, ensuring every team member has consistent comfort while you focus on performance.

  • Extra towels available for post-game cleanup and gear drying
  • In-room kitchenettes reduce reliance on unfamiliar restaurants for every meal
  • Spacious lobby areas give traveling groups central gathering spots
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Hotel offerings and amenities can change. Check the hotel page for up-to-date details.
City Guide

Annapolis, Maryland Travel Guide

Where to stay, how to get around, what to eat, and everything else you need to plan your trip.

Section 01

City Overview

Annapolis is Maryland's historic capital city, sitting pretty on the Chesapeake Bay about 30 miles from both Baltimore and Washington, D.C. With just 40,000 residents, it punches well above its weight as a destination thanks to the United States Naval Academy and one of America's most intact colonial downtowns. The city revolves around sailing, seafood, and history – you'll see more boats than cars in some neighborhoods.

Sports-wise, Annapolis leverages its waterfront location brilliantly. It's a major hub for youth sailing regattas and crew tournaments, while the Naval Academy brings Division I athletics year-round. The compact downtown and excellent hotel infrastructure make it surprisingly good for hosting tournaments, even if you're not here for water sports. Plus, parents actually enjoy the downtime here – historic sites, great restaurants, and that scenic waterfront keep everyone happy between games.

Section 02

Getting Around

Your closest major airport is Baltimore-Washington International (BWI), about 20 miles north via Route 97. Reagan National Airport (DCA) in D.C. is 35 miles west but often has better flight options and rental car rates. Dulles is 50 miles away and usually not worth the extra drive time unless you're getting a significantly better deal.

Once you're here, Annapolis is completely walkable if you're staying downtown – most hotels, restaurants, and attractions sit within a 10-block radius of the State House. For sports venues outside downtown, you'll want a car. Uber and Lyft work fine but can be pricey for multiple trips. The city runs a decent local bus system, but it's designed for residents, not visitors hopping between hotels and sports complexes.

Highway access is excellent via Route 50 (the main east-west corridor) and Route 2 heading north toward Baltimore. Traffic gets nasty during Naval Academy events and summer weekends, so budget extra time. Downtown parking costs $1-2 per hour at meters, but many hotels include parking or validate at nearby garages.

Section 03

Where to Stay

Downtown Annapolis is your best bet for the full experience – walkable to restaurants, shops, and the harbor. The Graduate Annapolis and Historic Inns of Annapolis put you right in the action, though rooms book fast during Naval Academy events. West Street has several mid-range chains like Hampton Inn and Holiday Inn Express with easier parking and slightly lower rates.

For tournaments at venues outside downtown, consider the hotel clusters along Route 50 near Parole – you'll find Marriott, Hilton, and other chains with larger room blocks and team-friendly amenities. The Westin Annapolis offers the best of both worlds: luxury accommodations with easy highway access for venue hopping.

Avoid staying in Eastport unless your tournament is specifically there – it's across the Severn River from downtown and you'll spend too much time in bridge traffic. The Naval Academy area has limited hotel options, but puts you walking distance to Navy sports if that's your primary focus.

Section 04

Sports & Recreation

The United States Naval Academy dominates the local sports scene with Navy-Marine Corps Memorial Stadium hosting football and Alumni Hall for basketball. Terwilliger Brothers Field brings quality college baseball, while the academy's sailing and crew programs are among the nation's best. Navy football games create massive crowds and hotel shortages, so plan accordingly.

Water sports rule here. Ego Alley and the Annapolis Harbor host constant sailing regattas, from youth dinghies to international competitions. Sandy Point State Park offers beach volleyball tournaments and open water swimming events. The Chesapeake Bay itself serves as a massive venue for crew races, with teams launching from multiple marinas around the city.

Land-based tournaments happen at Truxtun Park (baseball and softball), Quiet Waters Park (soccer and lacrosse), and various high school facilities. The Anne Arundel County Sports Complex in nearby Glen Burnie handles larger tournaments when local venues fill up. Youth lacrosse is particularly big here – Maryland's lacrosse culture runs deep.

Section 05

Things to Do

The United States Naval Academy offers excellent guided tours showcasing the campus, chapel, and museum – even non-military families find it fascinating. Main Street and State Circle provide classic American history with the Maryland State House (where George Washington resigned his commission) and dozens of preserved 18th-century buildings you can actually walk through.

Annapolis Harbor is perfect for killing time between games – watch boats come and go, grab ice cream, or take a quick harbor cruise. Quiet Waters Park offers hiking trails, playgrounds, and an excellent dog park if you're traveling with pets. Sandy Point State Park provides beach access and great views of the Bay Bridge, though swimming depends on the season.

Day trips work well from here: Washington D.C. is 45 minutes for museums and monuments, Baltimore's Inner Harbor is 30 minutes for the National Aquarium, and St. Michaels offers a quaint Eastern Shore experience an hour away. Teams with early Saturday games and Sunday departures should stick local – the historic district provides plenty of entertainment without the drive.

Section 06

Food & Drink

Annapolis takes its seafood seriously. Phillips Seafood downtown serves reliable crab cakes and steamed shrimp that satisfy both locals and tourists. Cantler's Riverside Inn offers the full Maryland experience – brown paper tables, mallets for crabs, and waterfront views – but it's 15 minutes outside downtown and always packed. O'Learys Seafood splits the difference with excellent food and easier parking.

For team meals and family-friendly options, West Street delivers chains like Chipotle, Panera, and Five Guys alongside local spots. Ledo Pizza is a Maryland institution worth trying – thin crust cut in squares, not triangles. Main Street downtown has City Dock Cafe for quick breakfast and Killarney House for Irish pub food that works for large groups.

Coffee culture is strong here. City Dock Coffee and Ceremony Coffee fuel early morning tournaments, while Annapolis Ice Cream Company handles post-game celebrations. The downtown Whole Foods and Safeway on West Street stock tournament snacks and drinks. Many restaurants offer team discounts if you call ahead – the local hospitality industry knows how to handle sports groups.

Section 07

Shopping & Entertainment

Shopping centers cluster along Route 50 in Parole, where you'll find Annapolis Mall with Macy's, Dick's Sporting Goods, and a decent food court. Westfield Annapolis anchors a larger outdoor shopping complex with Target, Best Buy, and chain restaurants perfect for stocking up on tournament supplies. Downtown shopping focuses on boutiques and maritime gear – great for souvenirs, less useful for forgotten cleats.

Bow Tie Annapolis Cinema in the mall handles rainy day entertainment, while Naval Academy Golf Club offers a challenging round with Chesapeake Bay views. The Historic Inns downtown often host live music that creates good atmosphere for team dinners. TopGolf isn't here yet, but Adventures in Mini Golf on Route 50 works for younger teams.

Evening team dinners work well at Federal House Bar & Grille or Blackwall Hitch – both handle large groups and offer private dining areas. The Ram's Head Tavern books live music and has space for celebrating tournament victories. Avoid downtown on weekend nights during the Naval Academy school year – midshipmen and college crowds make family dining challenging.

Section 08

Weather & Packing

Annapolis weather follows typical Mid-Atlantic patterns with hot, humid summers and mild winters. Summer tournaments (June-August) mean temperatures in the 80s-90s with afternoon thunderstorms that can delay outdoor events. The humidity is brutal – pack extra water, sunscreen, and lightweight, moisture-wicking clothing. Spring and fall offer ideal conditions with 60s-70s temperatures, though you'll want layers for morning games that warm up quickly.

Winter sports (December-February) deal with 30s-40s temperatures and occasional snow that can impact travel. Indoor venues stay busy, but outdoor tournaments are rare. Water sports extend the season here – sailing and crew happen in conditions that would shut down land sports, so pack wind and rain gear if you're here for anything maritime.

The Chesapeake Bay creates its own weather patterns. Expect cooler temperatures near the water, sudden wind shifts, and pop-up storms that appear quickly. Always pack a rain jacket, even when forecasts look clear. Peak tournament season runs April through October, with July being the busiest and most expensive month for accommodations. Hotel rates drop significantly in winter, but restaurant and attraction hours may be limited.

Section 09

Local Tips

Parking downtown costs money but isn't impossible – the Gottts Street Garage and Hillman Garage offer all-day rates around $10. Many restaurants validate parking, so ask before you pay. Naval Academy events create massive traffic jams – check their schedule before booking and budget extra travel time on game days. The Bay Bridge backs up every summer weekend, affecting anyone driving from the Eastern Shore.

Download the ParkAnnapolis app for meter payments and SpotHero for advance parking reservations during busy weekends. Uber and Lyft work but can surge during Naval Academy events – have backup transportation plans. The Annapolis Circulator bus is free and connects major hotels to downtown, though it runs limited weekend hours.

Restaurant reservations are essential during Commissioning Week (late May), Navy football games, and summer sailing regattas. Many places offer team discounts – call ahead and ask. The city's small size means everything fills up quickly during events, but also means nothing is ever more than 15 minutes away. Tipping customs follow standard Mid-Atlantic norms: 18-20% at restaurants, $2-3 per bag for hotel staff, and round up for taxi/rideshare drivers.

Need to Know

Frequently Asked Questions

Real questions travelers ask before booking in Annapolis — answered with the specifics you actually need.

Questions Travelers Ask What people want to know before booking in Annapolis

Which hotels in Annapolis, Maryland are good for families?

Several hotels in Annapolis, Maryland are well-suited for families. Graduate by Hilton Annapolis (0.47 mi, from $279/night), Hilton Garden Inn Annapolis Downtown (0.67 mi, from $136/night), and Annapolis Waterfront Hotel Autograph Collection (0.7 mi, from $389/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.

Which hotels in Annapolis, Maryland are good for team or group travel?

Several hotels in Annapolis, Maryland accommodate team and group travel. Crowne Plaza Annapolis by IHG (4.5 mi, from $119/night), Graduate by Hilton Annapolis (0.47 mi, from $279/night), and Hilton Garden Inn Annapolis Downtown (0.67 mi, from $136/night) all offer meeting space, complimentary breakfast, and on-site laundry. Crowne Plaza Annapolis by IHG also has bus or oversized vehicle parking.

Are there extended-stay hotels in Annapolis, Maryland?

Yes — Residence Inn by Marriott Annapolis (1.12 mi, from $116/night) and TownePlace Suites Bowie Town Center (21.36 mi, from $129/night) are all extended-stay properties in Annapolis, Maryland, with full kitchens and on-site laundry.

Which hotels in Annapolis, Maryland are great for a weekend getaway?

Several hotels in Annapolis, Maryland are ideal for a weekend getaway. Graduate by Hilton Annapolis (0.47 mi, from $279/night), Hilton Garden Inn Annapolis Downtown (0.67 mi, from $136/night), and Annapolis Waterfront Hotel Autograph Collection (0.7 mi, from $389/night) all offer a pool and on-site dining.

Which hotels in Annapolis, Maryland are good for business travelers?

Several hotels in Annapolis, Maryland cater to business travelers. Graduate by Hilton Annapolis (0.47 mi, from $279/night), Hilton Garden Inn Annapolis Downtown (0.67 mi, from $136/night), and Annapolis Waterfront Hotel Autograph Collection (0.7 mi, from $389/night) all offer free Wi-Fi, meeting space, and a fitness center.

Hotel Amenities & Features Pools, breakfast, pet policies, and more

Which hotels in Annapolis, Maryland offer free breakfast?

Residence Inn by Marriott Annapolis (1.12 mi, from $116/night), SpringHill Suites by Marriott Annapolis (4.95 mi, from $169/night), and Country Inn & Suites by Radisson Annapolis, MD (5.61 mi, from $124/night) include complimentary breakfast.

Which hotels in Annapolis, Maryland offer free parking?

Country Inn & Suites by Radisson Annapolis, MD (5.61 mi, from $124/night), Microtel Inn & Suites by Wyndham Gambrills (17.87 mi, from $93/night), and Comfort Inn Conference Center (19.81 mi, from $111/night) offer complimentary parking.

Which hotels in Annapolis, Maryland have an outdoor pool?

Annapolis Waterfront Hotel Autograph Collection (0.7 mi, from $389/night) and Sonesta ES Suites Annapolis (5.08 mi, from $111/night) have an outdoor pool.

Which hotels in Annapolis, Maryland have suites or extra space?

Graduate by Hilton Annapolis (0.47 mi, from $279/night), Hilton Garden Inn Annapolis Downtown (0.67 mi, from $136/night), and Annapolis Waterfront Hotel Autograph Collection (0.7 mi, from $389/night) offer suite-style rooms with extra living space.

Which hotels in Annapolis, Maryland have a full in-room kitchen?

Residence Inn by Marriott Annapolis (1.12 mi, from $116/night) and TownePlace Suites Bowie Town Center (21.36 mi, from $129/night) offer rooms with a full kitchen — stove, full-size fridge, and dishwasher.

Ready to book in Annapolis?

15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.