Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Save up to $603 by booking Flight + Hotel.

Search 590,000 properties and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more


Chebeague Island Vacation Packages

Welcome to Chebeague Island in Portland - South Coast, a much-loved destination for wanderers, many of whom come to admire the region's beaches, coastal plains and forests.

From Chebeague Island, it's approximately 9 miles (14 kilometers) to the southwest to Portland and 85 miles (137 kilometers) to the southwest to Manchester.

Portland - South Coast is dotted with fabulous things to see and do, from firm tourist favorites to hidden gems that lay slightly off the beaten path. Georgetown and Old Orchard Beach are just two of the many other places worth visiting while you're in Portland - South Coast.

When you are ready to venture further afield why not check out the nearest regional city. Freeport lies 8 miles (13 kilometers) away and is home to attractions such as Desert of Maine, Harrington House and Wolfe's Neck State Park. LL Bean Flagship Store, Wilbur's of Maine Chocolate Confections and Freeport Historical Society are a number of other popular places definitely worth visiting for those who would like to spend a while longer there.

Don't leave the area without getting a view from the sky. There are a number of great options for hot air ballooning.

If you plan on traveling by plane, take into account that the closest major airport is Portland International Jetport Airport, 12 miles (19 kilometers) to the southwest of Chebeague Island.

Accommodation in Chebeague Island

Visitors to Chebeague Island should book ahead for a place to stay, because currently there aren't many Expedia-rated Chebeague Island accommodation options to choose from.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Hotel Deals

See all 233 Hotels in Chebeague Island
Chebeague Island Inn $146
Chebeague Island Inn

Chebeague Island Inn

61 South Road, Chebeague Island
     
    4.3
    of 5, from 15 reviews
    4.0 out of 5.0

    Situated on the waterfront, this hotel is 0.1 mi (0.1 km) from Casco Bay Islands.

    Ramada Plaza by Wyndham Portland $90
    Ramada Plaza by Wyndham Portland

    Ramada Plaza by Wyndham Portland

    155 Riverside St, Portland
       
      3.8
      of 5, from 1,834 reviews
      3.0 out of 5.0

      Situated near the airport, this hotel is within 3 mi (5 km) of Riverside Municipal Golf Course, University of New England, and Tate House Museum. Twin Falls Golf Club is 2.9 mi (4.6 km) away.

      Fireside Inn & Suites $110
      Fireside Inn & Suites

      Fireside Inn & Suites

      81 Riverside St, Portland
         
        3.6
        of 5, from 1,085 reviews
        3.0 out of 5.0

        Situated near the airport, this hotel is within 3 mi (5 km) of Riverside Municipal Golf Course, Tate House Museum, and University of New England. Twin Falls Golf Club and Southworth Planetarium are also within 3 mi (5 km).

        Super 8 by Wyndham Portland/Westbrook Area $68
        Super 8 by Wyndham Portland/Westbrook Area

        Super 8 by Wyndham Portland/Westbrook Area

        208 Larrabee Rd, Westbrook
           
          3.2
          of 5, from 1,063 reviews
          2.0 out of 5.0

          Situated in Westbrook, this motel is within 3 mi (5 km) of Riverside Municipal Golf Course, Twin Falls Golf Club, and University of New England. Tate House Museum is 2.8 mi (4.5 km) away.

          Hyatt Place Portland-Old Port $172
          Hyatt Place Portland-Old Port

          Hyatt Place Portland-Old Port

          433 Fore St, Portland
             
            4.3
            of 5, from 1,172 reviews
            3.0 out of 5.0

            Located in the heart of Portland, this hotel is within walking distance of Cumberland County Civic Center and Wadsworth-Longfellow House. Also nearby are Children's Museum of Maine and Portland Museum of Art.

            Clarion Hotel Portland $101
            Clarion Hotel Portland

            Clarion Hotel Portland

            1230 Congress St, Portland
               
              3.8
              of 5, from 1,188 reviews
              3.0 out of 5.0

              Situated near the airport, this hotel is within a 15-minute walk of Thompson's Point, Hadlock Field, and Portland Exposition Building. Victoria Mansion is 1.6 mi (2.6 km) away.

              Howard Johnson Hotel by Wyndham South Portland $90
              Howard Johnson Hotel by Wyndham South Portland

              Howard Johnson Hotel by Wyndham South Portland

              675 Main Street I-95, South Portland
                 
                3.7
                of 5, from 1,721 reviews
                2.0 out of 5.0

                Situated in South Portland, this hotel is within 3 mi (5 km) of Maine Military Museum, Maine Mall, and Sable Oaks Golf Course. Victoria Mansion and Portland Museum of Art are also within 6 mi (10 km).

                Quality Suites $86
                Quality Suites

                Quality Suites

                500 Us Route 1, Freeport
                   
                  4.1
                  of 5, from 738 reviews
                  2.5 out of 5.0

                  Situated in Freeport, this hotel is within 3 mi (5 km) of LL Bean Flagship Store, Desert of Maine, and Eartha. Wolfe's Neck Farm and Maine Street are also within 12 mi (20 km).

                  Top Deals on Flights

                  These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.