Find Hotels with Bars in Chebeague Island, ME

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Top Chebeague Island Hotels with Bars

Restaurant
Germaine Inn South Portland

Germaine Inn South Portland

2.0 star property
Thorton Heights
7.6 out of 10, Good, (401)
"Amazing price, clean comfortable room, heated pool, free breakfast. "
United States
Sue
$81 nightly
The price is $88
Dec 11 - Dec 12
Total with taxes and fees
Germaine Inn South Portland
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1418)
"The staff was very helpful and the location was great!! "
United States
Donna
$74 nightly
The price is $82
Dec 23 - Dec 24
Total with taxes and fees
Holiday Inn Portland-By the Bay by IHG
Suite, 2 Bedrooms | Private kitchenette | Full-size fridge, microwave, stovetop, dishwasher
Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront

3.0 star property
East Bayside
8.8 out of 10, Excellent, (1001)
"Clean, friendly staff, prompt shuttle service, good breakfasts"
United States
Brandy Morris
$79 nightly
The price is $87
Dec 22 - Dec 23
Total with taxes and fees
Residence Inn Portland Downtown/Waterfront
Porch
The Brunswick Hotel

The Brunswick Hotel

3.0 star property
Brunswick
9.4 out of 10, Exceptional, (874)
"The room was very clean and the staff was so friendly!!! Definitely will stay here again!"
United States
Sherri
$111 nightly
The price is $122
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Brunswick Hotel
Exterior
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 star property
Portland
9.4 out of 10, Exceptional, (1126)
"Hotel was great."
United States
Joshua
$94 nightly
The price is $104
Dec 14 - Dec 15
Total with taxes and fees
Embassy Suites by Hilton Portland Maine
Indoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4.0 star property
South Portland
8.0 out of 10, Very Good, (1335)
"Staff were very attentive, breakfast had good choices. Great stay."
United States
Liliana
$74 nightly
The price is $81
Dec 11 - Dec 12
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
Aerial view
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1020)
"Beautiful hotel"
United States
Lauren
$107 nightly
The price is $119
Dec 11 - Dec 12
Total with taxes and fees
Hilton Garden Inn Portland Downtown Waterfront
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

3.5 star property
East Bayside
9.2 out of 10, Wonderful, (1001)
"Location, service, and room"
United States
phillip
$87 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
AC Hotel Portland Downtown/Waterfront, ME
Garden
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, (869)
"Afternoon tea was exceptional so was the breakfast"
United States
Gilda
$109 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Harraseeket Inn & Event House Freeport Downtown
Property entrance
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3.0 star property
Downtown Portland
8.8 out of 10, Excellent, (1000)
"Very clean, staff was very friendly will definitely stay here "
United States
Cassandra
$79 nightly
The price is $87
Dec 8 - Dec 9
Total with taxes and fees
Aloft Portland Downtown Waterfront ME
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.
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Top Chebeague Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"room fabulous - we love this place. BUT -- we booked through Expedia for $157 and hotel charged us $257 -- what's up?"
barbara 1-night trip
Posted 1 day ago
Portland Harbor Hotel

Frequently asked questions

Searching for hotels with bars in Chebeague Island?
Though you might not find a hotel in Chebeague Island well-known for its bar, you will find 8 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail 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?
Below are some of top hotels with bars in and around Chebeague Island: Clarion Hotel Portland Airport ME: Hotel with restaurant. Enjoy the bar, free WiFi, and 3 coffee shops. Portland Harbor Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. DoubleTree by Hilton Hotel Portland: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Tru by Hilton Portland Airport Area: Enjoy the bar, free WiFi, and breakfast. Holiday Inn Portland-By the Bay by IHG: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and full-service spa.
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 Casco Bay, and then find a cozy spot for a nightcap. Other places to see in the area include Bradbury Mountain State Park and Sand Beach.
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 temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chebeague Island are January, March, February, and December, with each month seeing an average of 7 inches 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 Intl. Jetport Airport (PWM), which is located 12.1 mi (19.4 km) from the city center. Otherwise, you can search for flights to 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 take in more sights.

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