A wooden pier leading to a marina with boats docked.

Find Hotels with Bars in Chebeague Island, ME

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Check availability on Chebeague Island Hotels with Bars

Tonight
Aug 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Chebeague Island hotels with a bar

1. Chebeague Island Inn

Chebeague Island Inn
Chebeague Island
United States
Rob
NT$5,959
NT$7,144 total
includes taxes & fees
Aug 23 - Aug 24
Chebeague Island Inn

2. West End Collection at 146 Pine

West End Collection at 146 Pine
West End
United States
Elena
NT$7,015
NT$7,647 total
includes taxes & fees
Aug 30 - Aug 31
West End Collection at 146 Pine

3. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
Freeport
United States
Robert
NT$4,965
NT$5,411 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Freeport Downtown

4. The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
Freeport
United States
Linda
NT$6,419
NT$6,996 total
includes taxes & fees
Aug 23 - Aug 24
The Harraseeket Inn & Event House Freeport Downtown

5. The Brunswick Hotel

The Brunswick Hotel
Brunswick
United States
Jennifer
NT$5,277
NT$5,752 total
includes taxes & fees
Sep 8 - Sep 9
The Brunswick Hotel

6. The Federal

The Federal
Brunswick
United States
Sharon
NT$5,642
NT$6,150 total
includes taxes & fees
Sep 2 - Sep 3
The Federal

7. Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland
Nasons Corner
United States
Sue
NT$3,703
NT$4,097 total
includes taxes & fees
Sep 7 - Sep 8
Ramada Plaza by Wyndham Portland

8. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
United States
Tiffany
NT$6,541
NT$7,237 total
includes taxes & fees
Sep 7 - Sep 8
Embassy Suites by Hilton Portland Maine

9. Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
Downtown Portland
United States
Tammy
NT$7,950
NT$9,668 total
includes taxes & fees
Sep 7 - Sep 8
Cambria Hotel Portland Downtown-Old Port

10. Clarion Pointe South Portland

Clarion Pointe South Portland
Thorton Heights
United States
Carley
NT$2,968
NT$3,235 total
includes taxes & fees
Sep 15 - Sep 16
Clarion Pointe South Portland
View all properties

Top Chebeague Island Hotel Reviews

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Awesome"
Michael 1-night trip
Posted 6 hours ago
Best Western Merry Manor Inn
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"John at front desk went above and beyond for us. The free shuttle is a major plus. I wish the restaurant had been open but it was closed the days we were there"
Pastor Doug 1-night trip
Posted 9 hours ago
Clarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"We could park close to our room and get in and out easily"
Luke 2-night trip
Posted 10 hours ago
Fireside Inn & Suites Portland
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Great location, excellent and helpful staff, great breakfast!"
Stephen 1-night trip
Posted 13 hours ago
Embassy Suites by Hilton Portland Maine
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Clean room and friendly staff. A little disappointed in the room cleaning every 3 days and the unvaried breakfast, but the $100/night I saved over the fancier hotels was still worth it. (And most of those don't include any breakfast.)"
Richard 5-night trip
Posted 14 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

8/10 Good
"Nice location"
Dan 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Portland
The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"We loved the Harborview! My husband and I took a mini-getaway to Portland so stayed only one night. I wish we had been there longer. It was a nice, clean room with a comfortable bed, and the view was GREAT. Every staff person we encountered was lovely and helpful. I have to say, the elevators were blazing fast. Maybe that's a weird thing to notice, but it was kind of great! No waiting! We ordered room service after plans unexpectedly changed, and it was delicious. Also, the breakfast at the cafe on site was also delicious. My only complaint is that the showers are the rainfall kind, which I hate. But that's not enough for me to get bent out of shape about. Our whole stay was just great and I can't wait to go back! Oh, also, rooftop bar is great! Just closes a bit early. Still, overall the whole place gets an A+ from me."
Elizabeth 1-night trip
Posted 6 days ago
The Westin Portland Harborview

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 10 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 Winslow Memorial Park and Wolfe's Neck Woods State Park.
What are the best hotels with bars in Chebeague Island?
Below are some of top hotels with bars in and around Chebeague Island: Clarion Pointe South Portland: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Quality Inn & Suites South Portland: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and full-service spa. Clarion Hotel Portland Airport ME: Hotel with restaurant. Enjoy the bar, free WiFi, and 3 coffee shops. Portland Regency Hotel & Spa: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Fireside Inn & Suites Portland: 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 Winslow Memorial Park, Wolfe's Neck Woods State Park, and Bailey Island Bridge, and then find a cozy spot for a nightcap. Other places to see in the area include Casco Bay 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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