A wooden pier leading to a marina with boats docked.

Find Hotels with Bar in Chebeague Island, ME from CA $131

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Check availability on Chebeague Island Hotels with Bar

Our top choices for Chebeague Island hotels with a bar

A hotel room with a large bed, a desk with a chair, a TV, and a window with curtains.

1. Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown
3.0 star property
Freeport
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location to downtown, once you’re parked you don’t need your car again! Great stay and great value."
United States
Jessica
The price is CA $162
CA $177 total
includes taxes & fees
Nov 29 - Nov 30
Hilton Garden Inn Freeport Downtown
A two-story hotel with a balcony on the second floor, a sign reading "The Inn on Peaks Island," and a flag in front.

2. Inn On Peaks Island

Inn On Peaks Island
3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (122 reviews)
"Perfect Place to stay on the Island!"
United States
Alice
The price is CA $191
CA $208 total
includes taxes & fees
Nov 16 - Nov 17
Inn On Peaks Island
A two-story building with a large glass conservatory and yellow umbrellas in the garden area.

3. 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, (1,000 reviews)
"Great place"
United States
sandra
The price is CA $184
CA $201 total
includes taxes & fees
Nov 16 - Nov 17
The Harraseeket Inn & Event House Freeport Downtown
A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

4. Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,343 reviews)
"Nice hotel, very comfy, good shower, parking and great restaurant for breakfast."
United States
John
The price is CA $136
CA $189 total
includes taxes & fees
Dec 6 - Dec 7
Cambria Hotel Portland Downtown-Old Port
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

5. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean hotel. We had a great stay in Residence Inn. Breakfast was top."
United States
Nimayangi
The price is CA $133
CA $147 total
includes taxes & fees
Nov 30 - Dec 1
Residence Inn by Marriott Portland Downtown/Waterfront
A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

6. AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location , clean room and friendly front desk staff."
United States
indriani
The price is CA $127
CA $141 total
includes taxes & fees
Nov 22 - Nov 23
AC Hotel Portland Downtown/Waterfront, ME
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

7. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,004 reviews)
"Perfect for downtown adventures."
United States
John
The price is CA $130
CA $144 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard Portland Downtown/Waterfront
A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

8. The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,010 reviews)
"Great place"
United States
Loretta
The price is CA $130
CA $144 total
includes taxes & fees
Dec 6 - Dec 7
The Westin Portland Harborview
A modern bar area with a bar counter, seating, and a view of the cityscape.

9. Aloft by Marriott Portland Downtown Waterfront ME

Aloft by Marriott Portland Downtown Waterfront ME
3.0 star property
Downtown Portland
9.0 out of 10, Wonderful, (1,003 reviews)
"great location, friendly staff, clean, would stay again"
United States
wendy
The price is CA $119
CA $131 total
includes taxes & fees
Nov 22 - Nov 23
Aloft by Marriott Portland Downtown Waterfront ME
A fire pit surrounded by wicker chairs in a garden setting.

10. Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
Downtown Portland
9.2 out of 10, Wonderful, (1,869 reviews)
"We had a great stay!"
United States
Aliza
The price is CA $172
CA $245 total
includes taxes & fees
Nov 22 - Nov 23
Portland Harbor Hotel
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
"Friendly staff, lovely accommodations, and very convenient valet parking. The only distraction was the $35 a day resort fee charged during our stay. We did not plan on dining or entertainment at the Hotel which would have been applied as a $35 credit to any related expense. If it was an extended stay it would have prompted adjustments to our plans. Otherwise we enjoyed our stay. Thank you. Travel well."
Gregory 1-night trip
Posted 1 hour 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 9 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 Little John Island Preserve 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: Quality Inn & Suites South Portland: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and 3 coffee shops. Clarion Hotel Portland Airport ME: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Clarion Pointe South Portland: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Portland Harbor Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and full-service spa.
What is there to do in Chebeague Island?
If you have time to explore, consider visiting Little John Island Preserve, 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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