Best season
Spring-Fall
May · Sep · Oct
Trip cost · per golfer
$1,600–$4,200
3-night trip
Nearest airport
BWI
23 mi · BWI
Difficulty
mixed
Handicap 0–20
Overview
Experience championship golf amidst stunning Chesapeake Bay scenery, combining historic charm with challenging courses and vibrant coastal culture.
Top courses
Editor-picked layouts ranked by prestige, conditioning and player experience.
Design by Arthur Hills · Par 72 · 7,096 yds
A links-style course offering breathtaking views of the Chester River and challenging winds. Play in the morning to beat the afternoon winds, and take time to enjoy the scenic vistas on nearly every hole.
Design by Jake Claussen · Par 72 · 6,983 yds
Known as the \"Augusta of the North,\" this course is renowned for its immaculate conditions and floral beauty. Don't rush; take in the stunning landscaping, especially the array of colorful flowers and waterfalls.
Design by Ault, Clark & Associates · Par 72 · 6,736 yds
Play a collection of replica holes from golf's most famous courses, offering a unique and memorable experience. Be sure to read the descriptions at each tee box to appreciate the history behind these iconic holes.
Design by William S. Flynn / Arthur Hills (renovation) · Par 70 · 6,415 yds
An historic course with a classic design, providing a challenging yet enjoyable round close to Annapolis. Book tee times well in advance, especially during peak season, as it's a popular choice for locals and visitors.
Stay & play
Resort packages bundle lodging, rounds, range access, and on-site dining. Hotel-only options give you flexibility to course-hop.
Boutique Hotel
A stylish hotel blending historic charm with modern amenities, located steps from downtown Annapolis.
Luxury Resort
A luxurious waterfront retreat offering unparalleled service, gourmet dining, and a serene setting.
Mid-range Hotel
A comfortable and reliable option with convenient access to golf courses and attractions.
Budget Hotel
An affordable and friendly stay close to Queenstown Harbor, perfect for golf groups.
Off the course
Non-golf experiences worth building into your trip — from local landmarks to nature, food, and culture.
Wander the cobblestone streets, visit the U.S. Naval Academy, and learn about colonial history.
Enjoy a relaxing boat cruise on the Chesapeake Bay, offering stunning views and potential wildlife sightings.
Discover the oldest state capitol in continuous legislative use, rich in American history.
Browse charming small towns known for their antique shops and unique local finds.
Rent a kayak or paddleboard to explore the calm creeks and rivers off the Chesapeake Bay.
Itineraries
Choose your trip length. Each plan is built around the marquee courses, with rest, dining, and travel days dialed in.
Day 1
Land at BWI, transfer to your hotel, hit the range, and grab a casual dinner at O'Leary's Seafood Restaurant.
Day 2
Morning tee time at Queenstown Harbor Golf Course (River Course). Lunch at the clubhouse, afternoon recovery, dinner at Preserve.
Day 3
Early tee time at U.S. Naval Academy Golf Course, light lunch, then transfer back to BWI.
Budget
Realistic ranges sourced from current resort rates, public green fees, and group dining averages.
Lodging 3 nights · $229/nt | $687 |
Golf 2 rounds · $133 avg | $266 |
Food & drink ~$110/day | $330 |
Ground transport Rideshare + cart fees | $180 |
Flights Search Skyscanner for live fares | Variable |
| Estimated total · per golfer | $1,463 |
Season
humid subtropical
When to book: 3-6 months out
Dining
From clubhouse classics to chef-driven dinners worth a reservation.
Seafood
An upscale seafood dining experience famous for its inventive dishes and intimate atmosphere.
American/Seafood
A lively nautical-themed spot in Eastport, renowned for its fresh seafood, crab cakes, and casual vibe.
New American
Offering a farm-to-table experience with a seasonal menu and handcrafted cocktails in a chic setting.
Seafood
A quintessential Maryland crab shack experience, offering steamed crabs and fresh seafood right on the water.
French
An authentic French bistro in historic Annapolis, serving classic dishes in a charming setting.
Pub Fare
A beloved local dive bar with classic pub food and a friendly atmosphere, perfect for a casual meal.
After dark
Where the buddy trips end up after the 19th hole.
Bar/Restaurant
A vibrant waterfront bar in City Dock offering tropical drinks and live music with scenic views.
Pub
A popular local spot known for its lively atmosphere, craft beers, and live music.
Historic Tavern
An historic tavern dating back to 1750, offering a cozy atmosphere and occasional live entertainment.
Tee times
Live inventory from GolfNow plus flight comparison from Skyscanner. Prices update in real time.
FAQ
Spring-Fall (May, Sep, Oct). humid subtropical
Plan on $1,600–$4,200 per golfer for a 3-night trip including lodging, rounds, food and ground transport. Flights are extra.
BWI, about 23 miles from the resort area. Most national hubs offer non-stop service via BWI.
3 nights is the sweet spot — enough for 2 full rounds plus a rest or sightseeing day.
Yes — popular with solo, families, couples. Strong nightlife close to the courses.
Ready to book
See how Annapolis / Eastern Shore compares for your dates, budget and group, then build the courses, lodging and itinerary with your crew.
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Trip snapshot
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