Blog

Welcome to the Chatham Wayside Inn blog—your insider guide to experiencing the best of Cape Cod. From local events and seasonal travel tips to dining at Wild Goose Tavern and exploring charming Chatham Village, our blog is here to help you make the most of your stay. Whether you're planning a romantic getaway, a family vacation, or a relaxing escape by the sea, discover everything that makes our historic inn and the surrounding area unforgettable.

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A hotel entrance at dusk, lit with glowing Christmas trees and warm lights, with a “RECEPTION” sign in the doorway.

Chatham Christmas by the Sea: Your Guide to a Magical Cape Cod Christmas

September 3, 2026 / Local Area

There’s something special about Christmas on Cape Cod, and few places capture the season quite like…

Fresh oysters on ice with lemon slices, paired with a glass of white wine on a blue table.

Wellfleet OysterFest 2026: Your Guide to Cape Cod’s Famous Fall Festival

July 20, 2026 / Local Area

There are plenty of reasons to visit Cape Cod in the fall, but for oyster lovers, one weekend…

Two boats are docked in clear blue water near a sandy beach and grassy shoreline under a bright blue sky.

How to Spend the Perfect Summer Weekend in Chatham

June 30, 2026 / Local Area

There’s a reason Chatham is one of the most beloved summer destinations on Cape Cod. With classic…

A plate with a lobster-roll sandwich, greens, and cucumber slices, plus a lemon-dusted cocktail on a sunny outdoor table.

Why Wild Goose Tavern Is the Best Place to Eat, Meet & Sip in Chatham

May 20, 2026 / Eat & Drink

In a town known for coastal charm, fresh seafood, and classic Cape Cod experiences, finding the…

A flock of seals lounges on rocky beach by the water, while a small shorebird stands near wet sand, reflecting a calm coastal scene.

What to Do in Chatham, MA This Summer

April 17, 2026

Summer in Chatham, Massachusetts is the definition of classic Cape Cod—sun-soaked beaches, charming…

A calm harbor scene with boats docked at piers, calm water reflecting the pastel sky, and a cluster of old warehouse-like buildings along the shore.

4 Reasons to Plan a Massachusetts Getaway in Chatham

March 12, 2026

A trip to Massachusetts often brings travelers to the coast, where classic New England towns line…

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