Spring on the Chesapeake: A Sailing Weekend Guide
When the forsythia blooms and the water temperature rises above 55°F, the Chesapeake is reborn. Here is how to spend three days on the bay from our dock.
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Boutique Hotel · Annapolis, Maryland
Boutique hotel. Annapolis, Maryland.
42 rooms on the Chesapeake - where history meets harbour views.
Live availability across all 42 rooms. No card, no account, no obligation.
Best rate guaranteed on direct bookings. No booking fees, and free cancellation up to 72 hours before arrival.
What a Night Costs
Every rate below is the direct rate. Book with us and you pay no booking fee, and we will match any lower price you find elsewhere.
from $208/night
December – February
15% below standard rates
See Winter Datesfrom $245/night
March – May, September – November
Standard rates, no surcharge
See Spring & Fall Datesfrom $294/night
June – August
20% peak surcharge applies
See Summer DatesAccommodations
Each of our 42 rooms is individually appointed with curated antiques, hand-sewn linens, and views that make Annapolis unforgettable.
From $289/night
From $389/night
From $245/night
From $520/night
On-Site Restaurant
The Compass Rose is The Alderton’s signature restaurant, celebrating coastal New American cuisine rooted in Maryland’s extraordinary larder. Chef Emily Hartwell sources blue crab, rockfish, and heritage-breed pork from Chesapeake watermen and Eastern Shore farms within 80 miles.
Our 200-label wine cellar leans toward small-production Atlantic Coast and European producers, with a sommelier available nightly. Join us for Sunday Brunch - our most beloved ritual - or reserve the Private Dining Room for celebrations of up to 18.
Everything You Need
From sailboat charters at sunrise to in-room treatments at midnight - The Alderton attends to every detail of your stay.
Nearly half our rooms offer unobstructed views of the bay. Ask for a harbour-facing room at booking.
Arrive without worry. Our valet team is on duty from 7 am to 11 pm daily at no charge to guests.
A bright, fully-equipped gym overlooking the courtyard. Peloton bikes, free weights, TRX, and stretch zone.
Swedish, deep tissue, couples massages, and Chesapeake seaweed wraps delivered to your suite.
Explore the historic district on our fleet of Dutch city bikes. Maps and helmets provided. Complimentary half-day.
Day sails and sunset cruises depart from the City Dock, five minutes on foot. Our concierge books everything.
Private work suites with high-speed Wi-Fi, printing, scanning, and a concierge liaison for corporate needs.
Three event spaces from 20 to 300 guests. In-house catering, floristry, and a dedicated wedding coordinator.
Restaurant reservations, theatre tickets, charter boats, and custom Maryland itineraries. Available 24 hours.
Experience our rooms, amenities, and surroundings
Weddings & Private Events
Three distinct event spaces, in-house catering, and a wedding coordinator who has planned over 400 celebrations on the Chesapeake.
80–200 guests
Our al fresco waterfront terrace is framed by climbing roses and lit by string lights at dusk. Perfect for cocktail hours, plated dinners, and garden-style ceremonies under the Chesapeake sky.
Up to 300 guests
The Alderton’s grand ballroom features original 1897 crown moulding, a restored parquet floor, and twelve-foot windows that flood the space with natural light. Our largest and most celebrated event space.
20–40 guests
An intimate, book-lined salon ideal for rehearsal dinners, elopements, and intimate celebrations. The fireplace, aged mahogany, and leather chesterfields create a warmth that larger rooms cannot replicate.
The Alderton Guide
Curated by our concierge team. Everything within easy reach of your room.
0.3 miles
The oldest state capitol in continuous legislative use in the United States. The Treaty of Paris was ratified here in 1784.
5 min walk
Half-day and sunset sails departing City Dock. Our concierge books private charters and skippered day sails year-round.
0.4 miles
Ego Alley and the working waterfront - Annapolis at its liveliest. Seafood shacks, wooden-boat shows, and the smell of salt air.
1.1 miles
The story of the Chesapeake Bay watermen told through boats, tools, and oral histories collected over three generations.
Guest Reviews
“The Alderton is the finest small hotel on the East Coast. Every detail - from the hand-stitched pillowcases to the sommelier who remembered my wine from the night before - spoke of genuine hospitality.”
“We come every anniversary. The Harbour View King has the most spectacular sunrise I have ever woken up to. The clawfoot tub, the naval-blue linens, the oysters at brunch - it is perfection.”
“Stayed for a conference. Even for business travel The Alderton is exceptional - the concierge arranged every car, every dinner, and still found time to slip a handwritten note under my door on the last morning.”
“Our wedding on The Terrace was everything we dreamed. The coordinator Elena is a miracle worker. The food, the flowers, the light off the water - our guests still talk about it a year later.”
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Local guides, travel tips, and insider advice for making the most of your stay in Annapolis
When the forsythia blooms and the water temperature rises above 55°F, the Chesapeake is reborn. Here is how to spend three days on the bay from our dock.
Read MoreBlue crab season officially runs April through December in Maryland, but August is when it is sublime. Here is how our kitchen team chooses crabs, steams them, and why Old Bay matters.
Read MoreWithin 90 minutes of The Alderton, Maryland’s forests turn extraordinary shades of scarlet and amber. Three drives for three different kinds of autumn morning.
Read MoreReserve Your Room
Pick your dates and we will show you every room that is open, at the direct rate, in about thirty seconds.
(410) 555-0128