Title: Book the Best Small Point WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Phippsburg](https://expedia.ca/Phippsburg-Vacation-Rentals.d145412.Travel-Guide-VacationRentals)[Things to do in Phippsburg](https://expedia.ca/Things-To-Do-In-Phippsburg.d145412.Travel-Guide-Activities)[Small Point Car Rentals](https://expedia.ca/Car-Rentals-In-Small-Point.d553248635976007737.Car-Rental-Guide)[Small Point Vacations](https://expedia.ca/Small-Point.d553248635976007737.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/winery.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Small Point, ME from CA $114 ![](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 Small Point Winery Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976007737&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976007737&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976007737&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976007737&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Small Point Winery Hotels We don't have any properties that match your exact search [See all properties in Small Point](https://expedia.ca/Hotel-Search?startDate=2025-11-06&endDate=2025-11-07®ionId=553248635976007737&adults=2) ## Recommended hotels in Small Point ![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w907h683x58y0-58705ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w906h683x59y0-e2b546e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w698h683x163y0-e8a98d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w904h683x60y0-34a7532e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet comfy cottage on Small Point Road Small Point 9.4/10 Exceptional (3) "Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz J. CA $203 CA $513 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Phippsburg-Hotels-Sweet-Comfy-Cottage-On-Small-Point-Road.h103484082.Hotel-Information) ![Deluxe Double Room, 2 Queen Beds (2 Queen)](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/cd88d361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/cc4c8f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/44847adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/1000000/900000/894100/894042/bf23cf50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casco Bay Inn Freeport 8.0/10 Very good (1045) "Good room, great breakfast options" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke CA $137 CA $150 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/282b074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/3d7b1f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/347bdfb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/76000000/75640000/75630200/75630171/95568278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Federal Brunswick 9.6/10 Exceptional (535) "We really enjoyed the hotel and area!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele Mary CA $156 CA $170 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Brunswick-Hotels-The-Federal.h75630171.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/5b504f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/e4c63ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/8d5c3afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8210000/8209000/8208979/1d5b6614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelers Inn Brunswick 9.0/10 Wonderful (1027) "Friendly staff, very clean and comfortable room,and a good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ted CA $105 CA $114 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Travelers-Inn.h8208979.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/a1d01a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/faeaccc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/6eae7e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4072/9ed84b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Brunswick Brunswick 9.0/10 Wonderful (1000) "I would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah CA $133 CA $145 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Comfort-Inn-Brunswick-Freeport.h4072.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/99e8f1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/d7b085e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (836) "Within walking distance of many restaurants and L L Bean….a really nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $166 CA $181 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/3f09a2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/540cc5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/145cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/63de006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1000) "Hotel was great, super friendly and helpful staff, breakfast had many choices, very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $131 CA $143 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/3b324a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/c6962e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/addf7c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1510000/1509700/1509679/314b0556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Freeport by IHG Freeport 8.6/10 Excellent (1002) "Very nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $132 CA $143 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Portland-Hotels-Holiday-Inn-Express-Hotel-Suites-Freeport.h1509679.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/76000000/75700000/75690900/75690873/e5824310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/76000000/75700000/75690900/75690873/2723390a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/76000000/75700000/75690900/75690873/f49099ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Twin Room, 2 Single Beds](https://images.trvl-media.com/lodging/76000000/75700000/75690900/75690873/7aa8b9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid-Town Motel Boothbay Harbor 8.8/10 Excellent (208) "Great retro vibe, true travel motel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $143 CA $177 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Mid-Town-Motel.h75690873.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/dc0dd762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/b38c86ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/884824f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/27700/27652/4e868682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Brunswick Bath Brunswick 8.2/10 Very good (1001) "Management under Sara is outstanding!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $130 CA $141 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Best-Western-Plus-Brunswick-Bath.h27652.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=2025-11-06&endDate=2025-11-07®ionId=553248635976007737&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Small Point Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Beach Hotel Hotels in Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels-Beach-Hotel.0-0-d6046825-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels-Cheap-Hotels.0-0-d6046825-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels-Hotel-With-Pool.0-0-d6046825-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bailey Island](https://www.expedia.ca/Bailey-Island-Hotels-Luxury-Hotel.0-0-d6046825-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Bangor](https://www.expedia.ca/Bangor-Hotels-Business-Hotel.0-0-d6050918-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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[Things to do in Harpswell](https://www.expedia.ca/Things-To-Do-In-Harpswell.d553248635077688915.Travel-Guide-Activities) - [Book Hotels in Small Point on Expedia.com](https://www.expedia.com/Small-Point-Boothbay-Harbor-Hotels-Winery-Hotel.0-n553248635976007737-0-tWineryHotel.Travel-Guide-Filter-Hotels)