A wooden pier leading to a marina with boats docked.

Chebeague Island Bar Hotel

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Our top choices for Chebeague Island hotels with a bar

Chebeague Island Inn

Chebeague Island Inn
4.0 star property
Chebeague Island
8.8 out of 10, Excellent, (79 reviews)
"Great place to go and relax for a few days."
United States
Rob
The price is HK$1,892
HK$2,268 total
includes taxes & fees
5 Jul - 6 Jul
Chebeague Island Inn

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights
7.4 out of 10, Good, (525 reviews)
"Our stay was good!"
United States
Kristina
The price is HK$812
HK$885 total
includes taxes & fees
9 Jul - 10 Jul
Clarion Pointe South Portland

The Brunswick Hotel

The Brunswick Hotel
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (970 reviews)
"Beautiful hotel and easy walk to shops and restaurants. Friendly staff gave great suggestions."
United States
Bonnie
The price is HK$1,590
HK$1,733 total
includes taxes & fees
21 Jul - 22 Jul
The Brunswick Hotel

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
Freeport
9.4 out of 10, Exceptional, (954 reviews)
"Had the best stay, the staff was wonderful :)"
United States
Jocelyn
The price is HK$1,874
HK$2,042 total
includes taxes & fees
3 Aug - 4 Aug
The Harraseeket Inn & Event House Freeport Downtown

The Federal

The Federal
3.5 star property
Brunswick
9.6 out of 10, Exceptional, (625 reviews)
"Very nice staff and great room."
United States
Lawrence
The price is HK$1,687
HK$1,839 total
includes taxes & fees
5 Jul - 6 Jul
The Federal

OneSixtyFive

OneSixtyFive
3.0 star property
Brunswick
9.4 out of 10, Exceptional, (158 reviews)
"Loved the bar and wonderful brunch"
United States
David
The price is HK$1,850
HK$2,017 total
includes taxes & fees
5 Jul - 6 Jul
OneSixtyFive

Higgins Beach Inn

Higgins Beach Inn
2.5 star property
Higgins Beach
9.0 out of 10, Wonderful, (285 reviews)
"Convenient location. Proper shower and clean towels. Helpful staffs and charming old inn made new. "
United States
Yee
The price is HK$2,378
HK$2,592 total
includes taxes & fees
7 Jul - 8 Jul
Higgins Beach Inn

Residence Inn by Marriott Portland Thompson's Point

Residence Inn by Marriott Portland Thompson's Point
3.0 star property
Portland
The price is HK$1,757
HK$1,944 total
includes taxes & fees
2 Aug - 3 Aug
Residence Inn by Marriott Portland Thompson's Point

Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages
3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (75 reviews)
"Simply the best."
United States
Jillian
The price is HK$2,004
HK$2,432 total
includes taxes & fees
5 Jul - 6 Jul
Spinneys Guesthouse & Beach Cottages

Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport
3.0 star property
Portland
8.4 out of 10, Very good, (1,000 reviews)
"Close to the airport"
United States
Amanda
The price is HK$1,566
HK$1,732 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Portland Airport
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.

Top Chebeague Island Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Chebeague Island?
Though you might not find a hotel in Chebeague Island that's well known for its bar, you will find 10 properties to choose from, some of which will have an on-site bar where you can unwind with a beer after sightseeing. While you're in the area, consider a visit to Wolfe's Neck Woods State Park and Bailey Island Bridge.
What are the best hotels with bars in Chebeague Island?
Here are some favourite hotels with bars in and around Chebeague Island: La Quinta Inn & Suites by Wyndham Portland DT/Maine Med: Hotel with restaurant. Enjoy the bar, free WiFi and 3 coffee shops. Portland Harbor Hotel: Hotel with restaurant. Enjoy the bar, free WiFi and breakfast. Cambria Hotel Portland Downtown-Old Port: Hotel with restaurant. Enjoy the bar, free breakfast and free WiFi. Clarion Pointe South Portland: Hotel with restaurant. Enjoy the 2 bars, free WiFi and full-service spa. Comfort Inn South Portland Airport: Hotel with restaurant. Enjoy the bar, free WiFi and breakfast.
What is there to do in Chebeague Island?
If you have time to explore, consider visiting Wolfe's Neck Woods State Park, Bailey Island Bridge and Wolfe's Neck Farm, and then find a cosy spot for a nightcap. Other places to see in the area include Casco Bay and Umbrella Cover Museum.
When is the best time to visit Chebeague Island?
Visiting local bars in Chebeague Island is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Chebeague Island are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
How can I get to Chebeague Island and around the area?
You might want to make the most of these transportation choices in and around Chebeague Island: Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 12.1 mi (19.4 km) away from the heart of the city. You can also search for flights into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 23 mi (37.1 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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