Hotels in Chebeague Island

Some of the best places to stay in Chebeague Island are Downtown Portland, Old Port and Pine Point. Chebeague Island, Maine, offers a charming escape with nearby attractions like Downtown Portland, Old Port, and Pine Point. Downtown Portland boasts vibrant nightlife and great dining options, while Old Port is known for its historic waterfront and unique shops. Pine Point features beautiful beaches and a laid-back vibe. Accommodation varies from lovely inns with on-site bars to summer cottages, providing cozy options. For first-time visitors, Downtown Portland is ideal due to its accessibility and diverse experiences. These are some of the hotels preferred by our travelers in Chebeague Island:

1. Downtown PortlandOpens in a new window: This vibrant area combines outdoor adventures with cultural attractions, making it an ideal spot for travelers. With the Maine Mall for shopping and the State Theatre for entertainment, there's something for everyone. For accommodations, consider Portland Harbor HotelOpens in a new window, a 4.0-star hotel perfect for business and pet-friendly stays, offering amenities like a Business Center and meeting rooms. Also, Canopy by Hilton Portland WaterfrontOpens in a new window is another 4.0-star pet-friendly option, ensuring a comfortable visit for you and your furry friends. Lastly, The Press Hotel, Marriott Autograph CollectionOpens in a new window, also a 4.0-star hotel, caters to both business and pet themes, making it a solid choice for diverse travelers.
2. Old PortOpens in a new window: Known for its charming waterfront, Old Port offers a delightful mix of outdoor activities and cultural experiences. It's close to the Maine Mall and features historic architecture. If you're looking for a great stay, AC Hotel by Marriott Portland Downtown/Waterfront, MEOpens in a new window is a 3.5-star hotel that welcomes pets and provides essential business amenities like a Business Center and meeting spaces. Alternatively, Chebeague Island InnOpens in a new window, a 4.0-star hotel, boasts direct beach access, perfect for those wanting a seaside experience. Lastly, Brewster House Bed & BreakfastOpens in a new window, a bed and breakfast, offers free daily breakfast and nearby hiking opportunities, ensuring a cozy and enjoyable stay.
3. Pine PointOpens in a new window: This picturesque area is ideal for outdoor enthusiasts, with beaches and family-friendly attractions nearby. With the Old Orchard Beach Pier and art galleries, visitors can enjoy a mix of relaxation and culture. Consider staying at Atlantic Ocean SuitesOpens in a new window, a 3.5-star hotel that offers entertainment options and is close to various local attractions. Inn By The SeaOpens in a new window, a 4.0-star hotel, features direct beach access and amenities for families, including a Business Center and children's activities. Lastly, Black Point InnOpens in a new window, also a 3.5-star hotel with beach access, provides family-friendly services, making it perfect for a fun-filled vacation.

Chebeague Island offers a charming beach getaway in Casco Bay, perfect for three days of relaxation and adventure. Explore picturesque shores, bike through scenic landscapes, and enjoy activities like boating and hiking. The island's natural beauty and tranquility make it a delightful destination for travelers seeking an escape. Here's a quick itinerary to make the most of your trip to Chebeague Island:

• Day 1: Start your adventure at Portland Head Light, one of Maine's most iconic lighthouses, where you can enjoy stunning views of the Atlantic Ocean and capture beautiful photographs. After soaking in the picturesque scenery, head to Big Beach for a relaxing afternoon. This expansive sandy beach is perfect for sunbathing, beachcombing, and enjoying a picnic. As the day winds down, make your way to Willard Beach, a local favorite known for its calm waters and scenic backdrop. Here, you can stroll along the shore, watch the sunset, and unwind after a delightful day of exploration.
• Day 2: Begin your day by cruising through Casco Bay, where you can admire the stunning coastal views and perhaps spot some marine wildlife. After your boat ride, visit Ash Cove Pottery to explore unique, handcrafted ceramics made by local artisans. This charming studio is a perfect spot to pick up a souvenir or gift. Conclude your day with a visit to Cobwork Bridge, a picturesque spot perfect for photography and enjoying the serene natural beauty that surrounds you.
• Day 3: Kick off your day with a trip to Little John Island Preserve, where you can hike through lush trails while enjoying views of the surrounding waters. Afterward, head to Wolfe's Neck Woods State Park, ideal for a leisurely stroll along its scenic paths. This park offers opportunities for birdwatching and enjoying the tranquil beauty of nature. Wrap up your day by crossing the Bailey Island Bridge, a stunning structure that connects the mainland to Bailey Island, allowing for breathtaking views of the coastline and the chance to explore charming coastal towns.

1. Book for the cheapest times: The best time to visit Chebeague Island on a budget is during January, November, and December, when hotel prices are more affordable. For a great experience exploring the island’s main attractions, which include stunning beaches and scenic walking trails, a stay of at least 2-3 days is recommended. This way, you can truly appreciate the beauty and charm of Chebeague Island while enjoying great value for your money.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Chebeague Island, there are great options available. To explore these offerings on Hotels.com, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you could find discounts on nearby hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep informed about flash sales and special promotions, helping you seize any chances to save on your getaway.
3. Be flexible with dates: Hotel prices can fluctuate depending on factors like the hotel's location, star rating, and the season. As a result, if you’re flexible with your travel dates, you may save on hotel expenses in Chebeague Island.
4. Consider your location: When booking on Hotels.com for your holiday, take your location into account. Staying closer to major attractions or city centers typically offers convenience, but it often comes with a higher price tag. For more affordable options, consider hotels in neighborhoods that are usually a bit farther from the center, while still balancing cost with the ease of reaching the sites you plan to visit.
5. Upgrade with One Key: Book your next stay in Chebeague Island and join Hotels.com’s One Key programme which allows members to earn and redeem rewards points for hotel bookings. Move through blue, silver, gold and platinum tiers and unlock benefits such as earning free nights, room upgrades, special discounts, and exclusive deals for members. Sign up now.

Chebeague Island experiences its lowest average temperature in January, at 26.4°F (-3.1°C), while July is the hottest month, with an average temperature of 68.0°F (20.0°C). October tends to be the wettest month. The peak travel months to visit Chebeague Island are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, November, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.