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Stories, Tips, and Local Discoveries from Chesapeake Paradise

A waterfront perspective on the Chesapeake Bay—local adventures, travel tips, and guest-favorite experiences.

Whether you're planning a visit, returning for another stay, or simply dreaming about time on the water, the Chesapeake Paradise blog is where we share the stories, places, and experiences that make this part of Maryland so special. From our waterfront property on the Chesapeake Bay, we share local adventures around Annapolis and the surrounding Bay communities, guest-favorite activities like crabbing and kayaking, behind-the-scenes updates from the property, and helpful tips to help you make the most of your stay. From peaceful mornings on the pier to unforgettable sunsets over the water, these posts offer a closer look at life at Chesapeake Paradise and the beauty of the Chesapeake Bay region.

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Top Things to Do for Maryland Day + Where to Stay on the Chesapeake Bay
25-March-2026

Top Things to Do for Maryland Day + Where to Stay on the Chesapeake Bay

Celebrate Maryland Day the local way on the Chesapeake Bay. Discover things to do, waterfront experi...

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The First Full Moon After the Spring Equinox on the Chesapeake Bay
02-April-2026

The First Full Moon After the Spring Equinox on the Chesapeake Bay

Experience the first full moon after the Spring Equinox on the Chesapeake Bay—still water, longer da...

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National Crabmeat Day: Why Crabbing in the Chesapeake Bay Is a Maryland Tradition
09-March-2026

National Crabmeat Day: Why Crabbing in the Chesapeake Bay Is a Maryland Tradition

Celebrate National Crabmeat Day and discover why crabbing on the Chesapeake Bay is a Maryland tradit...

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Top Tips for Making the Most of Your Waterfront Escape
30-August-2025

Top Tips for Making the Most of Your Waterfront Escape

Discover how to make the most of your stay at Chesapeake Paradise with these calming, nature-inspire...

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What to Expect When You Book a Stay at The Sunrise Suite
02-September-2025

What to Expect When You Book a Stay at The Sunrise Suite

Get a feel for The Sunrise Suite at Chesapeake Paradise — a light-filled, private space perfect for...

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The Best Time of Year to Visit Chesapeake Paradise (and Why!)
04-September-2025

The Best Time of Year to Visit Chesapeake Paradise (and Why!)

Explore the best time of year to visit Chesapeake Paradise. Discover each season’s beauty and find t...

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Your Perfect Packing List for a Chesapeake Bay Getaway
08-September-2025

Your Perfect Packing List for a Chesapeake Bay Getaway

Pack with ease for your Chesapeake Bay getaway. Here’s what to bring (and what’s already here) for a...

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5 Things to Know Before You Arrive at Chesapeake Paradise
25-July-2025

5 Things to Know Before You Arrive at Chesapeake Paradise

Everything you need to know before arriving at Chesapeake Paradise—from directions and packing to lo...

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The Cottage Redesign: A Cozy Waterfront Makeover You’ll Love
13-December-2025

The Cottage Redesign: A Cozy Waterfront Makeover You’ll Love

See how The Cottage at Chesapeake Paradise was redesigned into a warm, cozy waterfront haven perfect...

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Luxury Meets Comfort: Why Guests Love The Flat-Plus Suite
16-September-2025

Luxury Meets Comfort: Why Guests Love The Flat-Plus Suite

Discover why The Flat-Plus Suite is a guest favorite at Chesapeake Paradise—where upscale design mee...

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Behind the Scenes: How We Create a 5-Star Guest Experience
16-September-2025

Behind the Scenes: How We Create a 5-Star Guest Experience

Discover the heart and hustle behind every 5-star stay at Chesapeake Paradise—from prep rituals to t...

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Hidden Touches That Make Our Guest Spaces Feel Like Home
16-September-2025

Hidden Touches That Make Our Guest Spaces Feel Like Home

Discover the hidden touches at Chesapeake Paradise that make each guest space feel warm, welcoming,...

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From Retreat to the Adriatic: My Month in Croatia
18-August-2025

From Retreat to the Adriatic: My Month in Croatia

Join Superhost Shawn on a soul-nourishing journey through Croatia—filled with beauty, slowness, self...

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Hiking, Biking, and Beachcombing: Outdoor Fun Just Minutes Away
11-August-2025

Hiking, Biking, and Beachcombing: Outdoor Fun Just Minutes Away

Discover the best hiking, biking, and beachcombing near Chesapeake Paradise, from Calvert Cliffs to...

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Coastal Pour: Wineries and Breweries Worth the Drive from Chesapeake Paradise
15-August-2025

Coastal Pour: Wineries and Breweries Worth the Drive from Chesapeake Paradise

Explore Deale’s top wineries and hidden breweries near the Chesapeake Bay for a perfect retreat pair...

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Chesapeake Beach & North Beach: A Seaside Stroll to Remember
16-August-2025

Chesapeake Beach & North Beach: A Seaside Stroll to Remember

Explore Chesapeake Beach and North Beach—two charming coastal towns just 15 minutes from Chesapeake...

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A Guide to the Best Crab Houses Near Chesapeake Paradise
03-August-2025

A Guide to the Best Crab Houses Near Chesapeake Paradise

Discover the top crab houses near Chesapeake Paradise—fresh blue crabs, waterfront views, and local...

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What Makes Chesapeake Paradise the Ultimate Retreat Setting
20-August-2025

What Makes Chesapeake Paradise the Ultimate Retreat Setting

Discover why Chesapeake Paradise is the ideal setting for wellness retreats and corporate team build...

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S’mores, Stories, and Sunsets: Fire Pit Nights Done Right
08-August-2025

S’mores, Stories, and Sunsets: Fire Pit Nights Done Right

Discover why Chesapeake Paradise guests love our fire pit nights. From waterfront sunsets to cozy co...

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Chesapeake Paradise: Maryland’s Hidden Waterfront Gem
09-April-2009

Chesapeake Paradise: Maryland’s Hidden Waterfront Gem

Discover Chesapeake Paradise—a peaceful 2-acre waterfront retreat near D.C.—and explore its crown je...

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An Inside Look at the Sunrise Suite at Chesapeake Paradise
09-July-2025

An Inside Look at the Sunrise Suite at Chesapeake Paradise

Luxury, privacy, and breathtaking water views—all in one unforgettable stay.

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