Winner - 2023 LuxLife Hospitality Awards - Most Charming Bed & Breakfast in MA

We invite you to experience quintessential European hospitality in this all-American getaway.

A Little Inn on Pleasant Bay is situated between the historic villages of Chatham and Orleans on the "elbow" of Cape Cod. Perched on picturesque Pleasant Bay, A Little Inn is a romantic nine-room boutique Bed & Breakfast.

Explore a Little Inn
Room Interior
Little Inn Orleans

Your Comfort Is Our Goal

Named after the sailboats that sail the waters of Cape Cod, each room at A Little Inn has a strong New England identity. Interior designer Matthew Yee beautifully evokes the feeling of the Cape by expertly capturing hues of navy, turquoise, coral and seafoam. Situated within our charming grounds, many of the bedrooms boast views of the water, while others enjoy front row views of the luscious gardens.

Select Your Room

Our Signature European Breakfast

Prepared and served fresh everyday

Our seasonally-inspired breakfast captures local and European flavors. We grow and locally source the highest quality ingredients whenever possible. Start your day with sumptuous breakfast entrées and a delightful spread that includes specialty cheeses, smoked fish, assorted cured meats, home made jams and condiments, yogurt, fresh fruits and delicious Iggy’s breads.

Breakfast is Served

"Served in the lush garden courtyard or the bay-facing patio, our breakfast is truly an 'experience' and a great way to indulge before a day of exploration."

Cape Cod

An All-American Destination

Cape Cod Harbor
Little Inn Orleans

Explore the miles of sand dunes, pristine beaches, and salt marshes of magical Cape Cod. Warmer months are all about whale watching, sailing, and water activities. Creative types will find solace in the refined art and theatre scene. During the spring and fall, witness bird migrations, harvesting the cranberry bog right next door, and enjoy many local festivals. Take in the leisurely pace of Cape Cod, it's all yours to explore.

explore cape cod

Latest News from Our Little Blog

©2024 A Little Inn on Pleasant Bay. All rights reserved. Privacy Policy Disclaimer