Plan your trip

A calm harbor with several sailboats anchored in the water.

Search Inns in Chebeague Island

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

  • Check prices for these dates

    Check prices for these dates, December 15 – 16, 2026

    View in a map

    Our top choices for Chebeague Island inns

    1. Inn On Peaks Island

    A two-story building with a balcony and a sign reading "The Inn on Peaks Island".

    2. West End Collection at 49 Neal

    A dining area with round tables, chairs, and a view of buildings through large windows.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Learn more about Chebeague Island

    Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

    See all hotels in Chebeague Island

    A calm harbor with several sailboats anchored in the water.

    Explore a world of travel with Expedia