Title: Book the Best Boothbay Harbor WINERY Hotels in 2025 | Expedia.ca [Boothbay Harbor Travel Guide](https://expedia.ca/Boothbay-Harbor.dx6057298)[Hotels in Boothbay Harbor](https://expedia.ca/Boothbay-Harbor-Hotels.d6057298.Travel-Guide-Hotels)[Vacation Rentals in Boothbay Harbor](https://expedia.ca/Boothbay-Harbor-Vacation-Rentals.d6057298.Travel-Guide-VacationRentals)[Things to do in Boothbay Harbor](https://expedia.ca/Things-To-Do-In-Boothbay-Harbor.d6057298.Travel-Guide-Activities)[Boothbay Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Boothbay-Harbor.d6057298.Car-Rental-Guide)[Boothbay Harbor Vacation Packages](https://expedia.ca/Boothbay-Harbor.d6057298.Destination-Travel-Guides) ![First Parish Church featuring a church or cathedral and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/265000/265173-Central-Coast-Maine.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Boothbay Harbor, ME from CA $117 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Boothbay Harbor Winery Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6057298&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6057298&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6057298&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6057298&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Boothbay Harbor Winery Hotels ![Lounge](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Bay View](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/bc24f75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/06fb9956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/ea594a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Portland Downtown - Old Port Square Downtown Portland 9.0/10 Wonderful (1252) "Another great stay, its our go to place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $151 CA $167 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Suite, 2 Bedrooms, Non Smoking | Private kitchenette](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/3fbeac02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/5ba6b9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed, Non Smoking (Corner)](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/20fc6412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/115a7439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Portland Downtown/Waterfront East Bayside 8.8/10 Excellent (1006) "Friendly staff; good breakfast choices, convenient to historic district " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $142 CA $157 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Portland-Hotels-Residence-Inn-By-Marriott-Portland-Downtown-Waterfront.h2803802.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/73070e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/6dd3e447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/cafac0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business Room](https://images.trvl-media.com/lodging/96000000/95700000/95697200/95697174/b7e27ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Longfellow Hotel Parkside 9.6/10 Exceptional (126) "Best hotel ever!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather [](https://www.expedia.ca/Portland-Hotels-Longfellow-Hotel.h95697174.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/c68a2781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/b67ac563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/9900/9842/14fdd5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireside Inn & Suites Portland Nasons Corner 8.0/10 Very good (1047) "Front desk staff was helpful with dining suggestions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $155 CA $171 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/91a3f768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/w1920h1432x0y17-47ca72aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/4fe2dda9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32440000/32432100/32432059/310f34f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Portland getaway on the Eastern Promenade Munjoy Hill 9.6/10 Exceptional (125) "Welcoming small apartment in a beautiful Portland neighborhood. Clean and stocked with everything we needed. Very helpful hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annalise M. CA $136 CA $264 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Adorable-Portland-Getaway-On-The-Eastern-Promenade.h32432059.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/190000/185800/185784/92b2bb37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/190000/185800/185784/d2f20e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/185800/185784/6b3f676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/190000/185800/185784/0f5b1d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Portland Nasons Corner 6.0/10 (615) "Great hotel for the price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin CA $106 CA $117 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Inn-At-Portland.h185784.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/78f71d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/a6e56d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/35ca580a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71730000/71727700/71727615/37f91498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban studio in an amazing, central location West End 10/10 Exceptional (1) "It was perfect for what we were looking for, would absolutely stay there again. The stairs to the property are fire escape stairs, they are metal and steep. Overall great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie P. CA $215 CA $409 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Urban-Studio-In-An-Amazing.h71727615.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/72cf4bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/b99a94b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/0696cc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59960000/59959800/59959794/5c42ecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Contemporary Condo in the Heart of Portland - Close to Beach East Bayside 8.8/10 Excellent (36) "Clean and comfortable apartment with everything you need to stay in Portland. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristian CA $187 CA $539 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Spacious-And-Contemporary-Condo-In-The-Heart-Of-Portland-Close-To-Beach.h59959794.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=2025-11-19&endDate=2025-11-20®ionId=6057298&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Boothbay Harbor Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [Business Hotels in Bangor](https://www.expedia.ca/Bangor-Hotels-Business-Hotel.0-0-d6050918-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Bangor](https://www.expedia.ca/Bangor-Hotels-LGBT-Friendly-Hotel.0-0-d6050918-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bayville Hotels](https://www.expedia.ca/Bayville-Hotels.d553248635975863987.Travel-Guide-Hotels) - [Resorts in Bayville](https://www.expedia.ca/Bayville-Resort-Hotels.d553248635975863987-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Boothbay](https://www.expedia.ca/Boothbay-Bed-And-Breakfast.d183272-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Boothbay](https://www.expedia.ca/Boothbay-Guest-Houses.d183272-aaGuestHouses.Travel-Guide-Accommodation) - 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[Hotels with Waterslides in Old Orchard Beach](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Hotels-With-Waterslides.0-0-d9256-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Portland](https://www.expedia.ca/Portland-Hotels-All-Inclusive-Hotel.0-0-d181420-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Portland](https://www.expedia.ca/Portland-Hotels-Couples-Resorts-Hotels.0-0-d181420-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Portland](https://www.expedia.ca/Portland-Hotels-Hotels-With-A-Lazy-River.0-0-d181420-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Lake Hotels in Portland](https://www.expedia.ca/Portland-Hotels-Lake-Hotels.0-0-d181420-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Portland](https://www.expedia.ca/Portland-Hotels-Mountain-Hotels.0-0-d181420-tMountainHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Portland](https://www.expedia.ca/Portland-Hotels-Winery-Hotel.0-0-d181420-tWineryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Bristol](https://www.expedia.ca/South-Bristol-Hotels-Cheap-Hotels.0-0-d553248625385616899-tCheapHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in South Bristol](https://www.expedia.ca/South-Bristol-Hotels-Mountain-Hotels.0-0-d553248625385616899-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in South Bristol](https://www.expedia.ca/South-Bristol-Hotels-Pet-Friendly-Hotel.0-0-d553248625385616899-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [B&B in Southport](https://www.expedia.ca/Southport-Bed-And-Breakfast.d183298-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Southport](https://www.expedia.ca/Southport-Chalets.d183298-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Southport](https://www.expedia.ca/Southport-Guest-Houses.d183298-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Beach-Hotel.0-0-d183298-tBeachHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Historic-Hotel.0-0-d183298-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Southport](https://www.expedia.ca/Southport-Hotels-Hotels-With-Smoking-Rooms.0-0-d183298-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Luxury-Hotel.0-0-d183298-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Oceanfront-Hotels.0-0-d183298-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Pet-Friendly-Hotel.0-0-d183298-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Southport](https://www.expedia.ca/Southport-Hotels-Spa-Hotel.0-0-d183298-tSpaHotel.Travel-Guide-Filter-Hotels) - [Southport Hotels](https://www.expedia.ca/Southport-Hotels.d183298.Travel-Guide-Hotels) - [Inns in Southport](https://www.expedia.ca/Southport-Inns.d183298-aaInns.Travel-Guide-Accommodation) - [Townhomes in Southport](https://www.expedia.ca/Southport-Townhomes.d183298-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Agritourism.d3000440321-aaAgritourism.Travel-Guide-Accommodation) - [Cabin Rentals in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Cabins.d3000440321-aaCabins.Travel-Guide-Accommodation) - [Squirrel Island Hotels](https://www.expedia.ca/Squirrel-Island-Hotels.d3000440321.Travel-Guide-Hotels) - [Resorts in Squirrel Island](https://www.expedia.ca/Squirrel-Island-Resort-Hotels.d3000440321-aaResortHotels.Travel-Guide-Accommodation) - [B&B in West Boothbay Harbor](https://www.expedia.ca/West-Boothbay-Harbor-Bed-And-Breakfast.d553248635976394379-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with a Pool in West Boothbay Harbor](https://www.expedia.ca/West-Boothbay-Harbor-Hotels-Hotel-With-Pool.0-0-d553248635976394379-tHotelwithPool.Travel-Guide-Filter-Hotels) - [West Boothbay Harbor Hotels](https://www.expedia.ca/West-Boothbay-Harbor-Hotels.d553248635976394379.Travel-Guide-Hotels) - [Flights to East Boothbay](https://www.expedia.ca/Cheap-Flights-To-East-Boothbay.d183278.Travel-Guide-Flights) - [Boothbay Harbor Marina](https://www.expedia.ca/Boothbay-Harbor-Marina-Boothbay-Harbor.d6186217.Vacation-Attraction) - [Visit Boothbay](https://www.expedia.ca/Boothbay.dx183272) - [Cabbage Island](https://www.expedia.ca/Cabbage-Island-Maine.d6334497.Vacation-Attraction) - [Coastal Maine Botanical Gardens](https://www.expedia.ca/Coastal-Maine-Botanical-Gardens-Boothbay.d6186125.Vacation-Attraction) - [Visit Southport](https://www.expedia.ca/Southport.dx183298) - [Visit Squirrel Island](https://www.expedia.ca/Squirrel-Island.dx3000440321) - [Book Winery Hotels in Boothbay Harbor on Expedia.com](https://www.expedia.com/Boothbay-Harbor-Hotels-Winery-Hotel.0-0-d6057298-tWineryHotel.Travel-Guide-Filter-Hotels)