Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.


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.


Top Hotel Deals

See all 186 Hotels in Chebeague Island
Chebeague Island Inn

Chebeague Island Inn

61 South Road, Chebeague Island
4.1
of 5, from 7 reviews
4.0 out of 5.0

Situated near the beach in Chebeague Island, this hotel is in the same area as Eartha, Wolfe's Neck State Park and Wolfe's Neck Farm. Area attractions also include Bailey Island Bridge.

£48
Days Inn Airport/Maine Mall

Days Inn Airport/Maine Mall

461 Maine Mall Rd, South Portland
3.5
of 5, from 813 reviews
2.0 out of 5.0

Situated near the airport, this hotel is within 1 mi (2 km) of Maine Mall and Sable Oaks Golf Course. Nonesuch River Golf Club and Tate House Museum are also within 3 mi (5 km).

£48
Howard Johnson Hotel South Portland

Howard Johnson Hotel South Portland

675 Main Street I-95, South Portland
3.6
of 5, from 574 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).

Harraseeket Inn

Harraseeket Inn

162 Main St, Freeport
4.0
of 5, from 1 reviews
0.0 out of 5.0

Situated in Freeport, this hotel is within a 10-minute walk of LL Bean Flagship Store, Theater of Awesome, and Freeport Historical Society. Harrington House and Wilbur's of Maine Chocolate Confections are also within 1 mi (2 km).

£102
Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

433 Fore St, Portland
4.2
of 5, from 308 reviews
3.0 out of 5.0

Located in Downtown Portland, this hotel is within a 10-minute walk of Casco Bay Lines Ferry Terminal, Wadsworth-Longfellow House, and Victoria Mansion. Portland Museum of Art and Children's Museum of Maine are also within 15 minutes.

£90
The Westin Portland Harborview

The Westin Portland Harborview

157 High St, Portland
4.2
of 5, from 260 reviews
4.0 out of 5.0

Located in Downtown Portland, this spa hotel is steps from Children's Museum and Theatre of Maine, Portland Museum of Art, and Children's Museum of Maine. Wadsworth-Longfellow House and Victoria Mansion are also within 10 minutes.

£58
Ramada Plaza Portland

Ramada Plaza Portland

155 Riverside St, Portland
3.7
of 5, from 619 reviews
3.0 out of 5.0

Situated near the airport, this hotel is 0.7 mi (1.1 km) from Joker's Family Fun and Games and within 3 mi (5 km) of Riverside Municipal Golf Course and University of New England. Twin Falls Golf Club and Tate House Museum are also within 3 mi (5 km).

£66
Fireside Inn & Suites

Fireside Inn & Suites

81 Riverside St, Portland
3.4
of 5, from 413 reviews
3.0 out of 5.0

This family-friendly Portland hotel is located near the airport, within 3 mi (5 km) of Joker's Family Fun and Games, Southworth Planetarium and Riverside Municipal Golf Course. University of New England and Tate House Museum are also within 3 mi (5 km).

Top Deals on Flights

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