Find Hotels with Bars in Chebeague Island, ME

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Check availability on Chebeague Island Hotels with Bars

Top Chebeague Island Hotels with Bars

Restaurant
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3.0 star property
Phippsburg
9.0 out of 10, Wonderful, (68)
"This is a very good option to staying in a resort"
United States
Cristian
The price is SAR 414
SAR 570 total
includes taxes & fees
15 Dec - 16 Dec
Spinneys Guesthouse & Beach Cottages
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
The Brunswick Hotel
Front of property
OneSixtyFive

OneSixtyFive

3.0 star property
Brunswick
9.4 out of 10, Exceptional, (143)
"Perfect for convenience, lovely staff and accommodation!"
United States
Nena
OneSixtyFive
Interior entrance
The Federal

The Federal

3.5 star property
Brunswick
9.6 out of 10, Exceptional, (552)
"We really enjoyed the hotel and area!!"
United States
Michele Mary
The price is SAR 443
SAR 483 total
includes taxes & fees
4 Jan - 5 January 2026
The Federal
Exterior
Hilton Garden Inn Freeport Downtown

Hilton Garden Inn Freeport Downtown

3.0 star property
Freeport
9.0 out of 10, Wonderful, (1001)
"Very friendly staff"
United States
James
The price is SAR 327
SAR 357 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Freeport Downtown
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
The price is SAR 409
SAR 446 total
includes taxes & fees
21 Dec - 22 Dec
The Harraseeket Inn & Event House Freeport Downtown
Front of property - evening/night
Inn On Peaks Island

Inn On Peaks Island

3.0 star property
Peaks Island
9.0 out of 10, Wonderful, (106)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is SAR 603
SAR 658 total
includes taxes & fees
7 Dec - 8 Dec
Inn On Peaks Island
On the beach, fishing
Inn By The Sea

Inn By The Sea

4.0 star property
Cape Elizabeth
9.4 out of 10, Exceptional, (292)
"Room was ready early friendly staff and room is better than expected "
United States
Jeff
Inn By The Sea
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
The price is SAR 326
SAR 361 total
includes taxes & fees
21 Dec - 22 Dec
AC Hotel Portland Downtown/Waterfront, ME
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
The price is SAR 308
SAR 340 total
includes taxes & fees
8 Dec - 9 Dec
Residence Inn Portland Downtown/Waterfront
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

Explore a world of travel with Expedia

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.