Title: Book the Best Hotels with BARS in Southport in 2025 | Expedia.ca [Southport Travel Guide](https://expedia.ca/Southport.dx183298)[Hotels in Southport](https://expedia.ca/Southport-Hotels.d183298.Travel-Guide-Hotels)[Vacation Rentals in Southport](https://expedia.ca/Southport-Vacation-Rentals.d183298.Travel-Guide-VacationRentals)[Southport Car Rentals](https://expedia.ca/Car-Rentals-In-Southport.d183298.Car-Rental-Guide)[Southport Vacation Packages](https://expedia.ca/Southport.d183298.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ff30fd3f6a4d737d8fbb165af8d07e73.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Southport, ME from CA $209 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southport Hotels with Bar ## Top Southport Hotels with Bar ![Porch](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/ec896d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/afa1cd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/cf6a187a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Brunswick Hotel Brunswick 9.2/10 Wonderful (843) "Excellent stay!" CA $191 CA $209 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Oceanfront Deluxe King w/ porch | Beach/ocean view](https://images.trvl-media.com/lodging/25000000/24320000/24319800/24319759/3b52fec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seaward Two-Bedroom Oceanfront Cottage](https://images.trvl-media.com/lodging/25000000/24320000/24319800/24319759/a60786a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shore Oceanfront ADA King](https://images.trvl-media.com/lodging/25000000/24320000/24319800/24319759/5bcdf010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/25000000/24320000/24319800/24319759/0f9c8477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebird Ocean Point Inn Ocean Point 8.8/10 Excellent (532) "Gorgeous location!!" CA $222 CA $264 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Ocean-Point-Inn.h24319759.Hotel-Information) ![Daily buffet breakfast (USD 10 per person)](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/8ffdcddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/732283ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Single Room, 1 Queen Bed, Hot Tub](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/bf7c80fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/6b31ff17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flagship Inn and Suites Boothbay Harbor 8.2/10 Very good (1029) "Good breakfast Convenient location " CA $173 CA $223 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/1d23ff23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/3cff6d9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/2db2adee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/f779e6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newagen Seaside Inn Southport 9.4/10 Exceptional (332) "Location was beautiful and food was great. " CA $310 CA $375 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Newagen-Seaside-Inn.h8082897.Hotel-Information) ![Two Queen Marina Front | Exterior](https://images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/7562e385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Red Bldg Crow's Nest Suite | Living area](https://images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/eda60114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Queens Wharf/ Tug Standard | View from room](https://images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/5490d1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One King Red Bldg Crow's Nest Suite](https://images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/1f406608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tugboat Inn Boothbay Harbor 9.0/10 Wonderful (1002) " Great views, enjoyed the in house restaurant! " CA $237 CA $258 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information) ![Outdoor pool, open 7:30 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2130000/2130000/2129923/6496398a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2130000/2130000/2129923/aada77f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room, 2 Queen Beds, Balcony, Ocean View (Pier Building) | View from room](https://images.trvl-media.com/lodging/3000000/2130000/2130000/2129923/834b5f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2130000/2130000/2129923/3eb1f126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Smuggler's Cove Inn East Boothbay 9.0/10 Wonderful (433) "Great views, family friendly, amazing breakfasts in a quiet part of Boothbay❤️" CA $266 CA $290 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Smugglers-Cove-Inn.h2129923.Hotel-Information) ![Windward Premium Harbor View King](https://images.trvl-media.com/lodging/116000000/115890000/115887700/115887651/w2999h1999x1y1-a8064398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/116000000/115890000/115887700/115887651/f02bdbb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115890000/115887700/115887651/w2999h1999x1y1-2e7c71bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Windward Premium Harbor View King | Terrace/patio](https://images.trvl-media.com/lodging/116000000/115890000/115887700/115887651/8966979a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Topside Inn Boothbay Harbor 10/10 Exceptional (58) "Very comfortable accommodations, excellent service & amenities & best breakfast ever!" CA $495 CA $540 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Topside-Inn.h115887651.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/cd3882eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/2952d063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/a594db61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Double Room](https://images.trvl-media.com/lodging/83000000/82450000/82442000/82441910/68690dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OneSixtyFive Brunswick 9.4/10 Exceptional (134) "Perfect for convenience, lovely staff and accommodation!" CA $324 CA $354 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Brunswick-Hotels-OneSixtyFive.h82441910.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/16000000/15420000/15411600/15411515/b155b12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, down comforters, individually decorated](https://images.trvl-media.com/lodging/16000000/15420000/15411600/15411515/40f85a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/16000000/15420000/15411600/15411515/949d8179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/16000000/15420000/15411600/15411515/9b434b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Squire Tarbox Inn Wiscasset 9.6/10 Exceptional (22) "Lovely spot." CA $383 CA $455 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-The-Squire-Tarbox-Inn.h15411515.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/15000000/14660000/14657800/14657719/eec9d1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/15000000/14660000/14657800/14657719/e94fc0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/15000000/14660000/14657800/14657719/8bf3e7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, Bay View | Balcony](https://images.trvl-media.com/lodging/15000000/14660000/14657800/14657719/47dcf3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Linekin Bay Resort Boothbay Harbor 9.2/10 Wonderful (199) "Great place out of the way but also not far from town,loved it!" CA $354 CA $425 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Linekin-Bay-Resort.h14657719.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16®ionId=183298&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Southport Hotel Reviews ![The Brunswick Hotel](//images.trvl-media.com/lodging/5000000/4450000/4449200/4449120/3ba35403_y.jpg) ### The Brunswick Hotel 10/10 Excellent "Loved the location and the uplifting vibes at the hotel. Very pleasant 2 night stay. Thank you!" [](https://expedia.ca/Boothbay-Harbor-Hotels-The-Brunswick-Hotel.h4449120.Hotel-Information) ![Comfort Inn Brunswick](//images.trvl-media.com/lodging/1000000/10000/4100/4072/a1d01a3c_y.jpg) ### Comfort Inn Brunswick 10/10 Excellent "Spent 2 nights here. Staff very friendly and helpful. Breakfast excellent. My room was very quiet. Carpets did need updating. Access to Maine attractions very easy! definitely, would book again next stay in Maine!" [](https://expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) ![Relax Inn](//images.trvl-media.com/lodging/2000000/1370000/1368700/1368669/06364814_y.jpg) ### Relax Inn 10/10 Excellent "clean room" [](https://expedia.ca/Boothbay-Harbor-Hotels-Relax-Inn.h1368669.Hotel-Information) ![Fishermans Wharf Inn](//images.trvl-media.com/lodging/6000000/5380000/5378100/5378086/7d0e7e4e_y.jpg) ### Fishermans Wharf Inn 10/10 Excellent "Amazing stay right on the harbor!! " [](https://expedia.ca/Boothbay-Harbor-Hotels-Fishermans-Wharf-Inn.h5378086.Hotel-Information) ![Boothbay Harbor Inn](//images.trvl-media.com/lodging/2000000/1450000/1447000/1446999/dcdf1af4_y.jpg) ### Boothbay Harbor Inn 10/10 Excellent "Great hotel that was convenient to everything. Enjoyed walking across the footbridge to get to the shops and dining. Unbelievable sunsets every evening." [](https://expedia.ca/Boothbay-Harbor-Hotels-Boothbay-Harbor-Inn.h1446999.Hotel-Information) ![Travelers Inn](//images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/5b504f16_y.jpg) ### Travelers Inn 10/10 Excellent "I was extremely pleased with the accommodations (except for the minuscule bars of soap); the staff was helpful and the breakfast was plentiful. My room was to the back so there were no road noises. Location for me was important: walking distance to Maine St and the transportation center." [](https://expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information) ![Tugboat Inn](//images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/7562e385_y.jpg) ### Tugboat Inn 10/10 Excellent "Great location and views" [](https://expedia.ca/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information) ![Flagship Inn and Suites](//images.trvl-media.com/lodging/1000000/900000/894100/894021/8ffdcddf_y.jpg) ### Flagship Inn and Suites 10/10 Excellent "The staff was very friendly and courteous; the room comfortable and spacious. We enjoyed its convenience to area sights and dining choices. Breakfast was ample and the property, overall, was neat and clean. We were there in September, so the pool wasn't open, but it looked very inviting. Would definitely stay there again should the I have the opportunity to travel to Booths Bay again. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information) ![Newagen Seaside Inn](//images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/1d23ff23_y.jpg) ### Newagen Seaside Inn 10/10 Excellent "Wonderful place to stay! Staff was very friendly and offered great service. The room was very spacious and clean. Gorgeous ocean view with a private deck. Just perfect! We can't wait to go back. " [](https://expedia.ca/Boothbay-Harbor-Hotels-Newagen-Seaside-Inn.h8082897.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Southport? > Southport offers 58 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, you can check out Hendricks Head Beach and Hendricks Hill Museum. ### What are the best hotels with bars in Southport? > Below are some of top hotels with bars in and around Southport: [Ocean Gate Resort](https://www.expedia.ca/Boothbay-Harbor-Hotels-Ocean-Gate-Resort.h893144.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Newagen Seaside Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Newagen-Seaside-Inn.h8082897.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Enjoyable 1-bedroom rustic cottage in Southport.](https://www.expedia.ca/Southport-Hotels-Enjoyable-1-Bedroom-Rustic-Cottage-In-Southport.h113334317.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Travelers Inn](https://www.expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Comfort Inn Brunswick](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information): Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free parking. ### What is there to do in Southport? > To experience the area's highlights, consider visiting Burnt Island Living Lighthouse, Boothbay Harbor Marina, and Opera House at Boothbay Harbor, and then find a cozy spot for a nightcap. Other places to see include Hendricks Head Beach and Hendricks Hill Museum. Southport is appreciated for its waterfront and seafood restaurants. ### When is the best time to visit Southport? > Visiting local bars in Southport is better when you know what the weather holds. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Southport are January, March, December, and February, with each month seeing an average of 6 inches of snowfall. ### How can I get to Southport and around the area? > You might want to make the most of these transportation options in and around Southport: Fly into Wiscasset, ME (ISS), which is located 8.9 mi (14.3 km) away from the city center. Otherwise, look for flights into Portland Intl. Jetport Airport (PWM), which is 35.2 mi (56.6 km) away. 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