Title: Windsor Vacation Packages & Trips 2025/2026 from CA $748 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175568.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Windsor Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Bingham Motor Inn](https://images.trvl-media.com/lodging/116000000/115220000/115214100/115214027/026f100c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bingham Motor Inn CA $748 per person Dec 27 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Augusta (AUG) 8.2/10 Very Good! (57 reviews) Room was clean and it was self check in, just texted . They sent you a code to the room door and you are all set. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHZ&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115214027&paandie=true&dealMarker=Y7Oiynjp1HEk67cqNtMMA8n-rPos-f1YbxXTq_iyC8u3Cj1RKohE9ao-wVLIXPB6) ![Greenleaf Inn](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777377/333d89ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Greenleaf Inn CA $1,214 per person Dec 27 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Augusta (AUG) 8.8/10 Excellent! (11 reviews) Great spot in Boothbay Harbor Maine. Walkable area to restaurants, boat excursions, shops and waterfront. Easy parking on premises. Check in time on our Expedia booked reservation states 2:00pm-4:00pm check in. We received a text message from the Inn manager letting us know check in was at 4:00pm and to send him a text when we were close to arrival. Other than the time difference check in was seamless and informative. Property manager was friendly and accommodating and walked us around the common areas of both buildings Admirals Quarters where the main office is and the greenleaf building where we stayed. They both have a shared kitchen area and living room dining room areas. Our room was advertised as a private penthouse king with direct access to the sky deck. The room was on the small side but worked for our short stay and had fold out luggage storage which was convenient for our belongings. We had a small refrigerator as well. Bed was on the soft side which didn’t work well for me but was fine for my husband. Lots of light comes in early morning but we are early risers so no issue for us. The view out of the windows from the bed was beautiful. All upgrades were well done. Neighbors sliding door was right next to ours which accesses the shared deck. You could hear your neighbor as well when inside. The property is set up with a sense of community most areas are shared including decks, chairs, grounds both inside and out. Typical of most Inn’s. Reviewed on Aug 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHZ&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=108777377&paandie=true&dealMarker=lLVoefDSj5Ao8M0dpst0ISanBUVgVt84q5Q8mGn2J9oxTgotYZKYq038TSb4gjTM) ![Stone Park](https://images.trvl-media.com/lodging/107000000/107000000/106995700/106995651/4a27de9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stone Park CA $896 per person Dec 27 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Augusta (AUG) 9.2/10 Wonderful! (167 reviews) My wife and I have been here several times and loved it Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHZ&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106995651&paandie=true&dealMarker=Y7Oiynjp1HEk67cqNtMMA8n-rPos-f1YbxXTq_iyC8vQfG7rMk8jHSuDMSXk9N7a) ![Cod Cove Inn, BW Signature Collection](https://images.trvl-media.com/lodging/35000000/34930000/34925200/34925132/d325545c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cod Cove Inn, BW Signature Collection CA $845 per person Dec 27 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Augusta (AUG) 9/10 Wonderful! (463 reviews) The Inn was very pleasant. All the rooms on the second level had balconies with lovely views of the town and river. The staff were very friendly and there was plenty of parking. Reviewed on Nov 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHZ&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=34925132&paandie=true&dealMarker=Y7Oiynjp1HEk67cqNtMMA8n-rPos-f1YbxXTq_iyC8sqlol3SCANzAiFQ_GZSJ4L) ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Skowhegan By Kasa CA $832 per person Dec 27 - Jan 1 found 14 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Augusta (AUG) 8.4/10 Very Good! (27 reviews) Amazinf stay overall Reviewed on Nov 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-01/?FromAirport=YHZ&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&hotelId=114717254&paandie=true&dealMarker=Y7Oiynjp1HEk67cqNtMMA8n-rPos-f1YbxXTq_iyC8tAZJ4L8DaMtkdyJWl6ZbDE) ## Ready to book your vacation to Windsor? Choose your dates ## Windsor Hotel Deals ![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/4f6988c8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maine Evergreen Hotel, an Ascend Collection Hotel 65 Whitten Rd, Augusta, ME Fully refundable CA $188 CA $205 total Nov 20 - Nov 21 includes taxes & fees 9.2/10 Wonderful! (1,006 reviews) Hotel staff was very friendly. Room was clean. Breakfast was good. Loved the whole vibe. Pictures don't do it justice. Reviewed on Nov 10, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%2F2025&selected=787572&PinnedHotelID=787572&HadPinnedHotel=true®ionId=175568) ![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/19df0ad9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Senator Inn & Spa 284 Western Ave, Augusta, ME Fully refundableReserve now, pay when you stay CA $153 CA $167 total Nov 16 - Nov 17 includes taxes & fees 7.8/10 Good! (1,001 reviews) Outdated Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=16%2F11%2F2025&endDate=17%2F11%2F2025&selected=9853&PinnedHotelID=9853&HadPinnedHotel=true®ionId=175568) ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fireside Inn & Suites Waterville 376 Main Street, Waterville, ME Fully refundableReserve now, pay when you stay CA $153 CA $167 total Dec 10 - Dec 11 includes taxes & fees 8.6/10 Excellent! (1,008 reviews) Very easy to register and check in. I had a very clean room and comfortable accommodation. The continental breakfast was a fantastic. Easy parking Excellent staff. Reviewed on Nov 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F12%2F2025&endDate=11%2F12%2F2025&selected=19607&PinnedHotelID=19607&HadPinnedHotel=true®ionId=175568) [See all 650 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F11%2F2025&endDate=15%2F11%2F2025®ionId=175568) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other ### Lodging - [B&B in Augusta](https://www.expedia.ca/Augusta-Bed-And-Breakfast.d452-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Augusta](https://www.expedia.ca/Augusta-Cabins.d452-aaCabins.Travel-Guide-Accommodation) - [Chalets in Augusta](https://www.expedia.ca/Augusta-Chalets.d452-aaChalets.Travel-Guide-Accommodation) - [Cruise Ships in Augusta](https://www.expedia.ca/Augusta-Cruise-Ships.d452-aaCruiseShips.Travel-Guide-Accommodation) - [Holiday Park Resorts in Augusta](https://www.expedia.ca/Augusta-Holiday-Parks.d452-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Augusta](https://www.expedia.ca/Augusta-Hostels.d452-aaHostels.Travel-Guide-Accommodation) - [Accor Hotels in Augusta](https://www.expedia.ca/Augusta-Hotels-Accor-Hotels.0-0-d452--bAccorHotels.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Augusta](https://www.expedia.ca/Augusta-Hotels-Beach-Hotel.0-0-d452-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Visit Augusta](https://www.expedia.ca/Augusta.dx452) - [Barrett's Cove Public Beach](https://www.expedia.ca/Barretts-Cove-Public-Beach-Camden.d553248621560949679.Vacation-Attraction) - [Belfast City Park](https://www.expedia.ca/Belfast-City-Park-Belfast.d6186317.Vacation-Attraction) - [Belmont Vacations](https://www.expedia.ca/Belmont.d553248635975357436.Destination-Travel-Guides) - [Boothbay Harbor Marina](https://www.expedia.ca/Boothbay-Harbor-Marina-Boothbay-Harbor.d6186217.Vacation-Attraction) - [Brooks Vacations](https://www.expedia.ca/Brooks.d553248635975257838.Destination-Travel-Guides) - [Brunswick Vacations](https://www.expedia.ca/Brunswick.d7114.Destination-Travel-Guides) - [Cabbage Island](https://www.expedia.ca/Cabbage-Island-Maine.d6334497.Vacation-Attraction) - [Camden Vacations](https://www.expedia.ca/Camden.d6051128.Destination-Travel-Guides) - [Castle Tucker](https://www.expedia.ca/Castle-Tucker-Wiscasset.d6334533.Vacation-Attraction) - [Central Coast Vacations](https://www.expedia.ca/Central-Coast.d6057297.Destination-Travel-Guides) - [China Vacations](https://www.expedia.ca/China.d3000439758.Destination-Travel-Guides) - [Clark Island Vacations](https://www.expedia.ca/Clark-Island.d89854.Destination-Travel-Guides) - [Coastal Maine Botanical Gardens](https://www.expedia.ca/Coastal-Maine-Botanical-Gardens-Boothbay.d6186125.Vacation-Attraction) - [Colby College](https://www.expedia.ca/Colby-College-Waterville.d6182152.Vacation-Attraction) - [Fort Edgecomb State Historical Site](https://www.expedia.ca/Fort-Edgecomb-State-Historical-Site-Edgecomb.d6334482.Vacation-Attraction) - [Friendship Vacations](https://www.expedia.ca/Friendship.d500715.Destination-Travel-Guides) - [Harlow Gallery](https://www.expedia.ca/Harlow-Gallery-Hallowell.d553248621532668224.Vacation-Attraction) - [Masonic Hall](https://www.expedia.ca/Masonic-Hall-Augusta.d6181751.Vacation-Attraction) - [Megunticook Lake](https://www.expedia.ca/Megunticook-Lake-Camden.d553248621532668339.Vacation-Attraction) - [Owls Head Lighthouse](https://www.expedia.ca/Owls-Head-Lighthouse-Owls-Head.d553248621560949722.Vacation-Attraction) - [Owls Head Vacations](https://www.expedia.ca/Owls-Head.d6333383.Destination-Travel-Guides) - [Pemaquid Point Lighthouse Park](https://www.expedia.ca/Pemaquid-Point-Lighthouse-Park-Pemaquid-Point.d6334295.Vacation-Attraction) - [Rachel Carson Salt Pond Preserve](https://www.expedia.ca/Rachel-Carson-Salt-Pond-Preserve-Chamberlain.d553248621532668241.Vacation-Attraction) - [Rockland Breakwater Lighthouse](https://www.expedia.ca/Rockland-Breakwater-Lighthouse-Rockland.d553248621560949697.Vacation-Attraction) - [Rockland Harbor Park](https://www.expedia.ca/Rockland-Harbor-Park-Rockland.d553248621560949708.Vacation-Attraction) - [Rockland Vacations](https://www.expedia.ca/Rockland.d3004.Destination-Travel-Guides) - [Samoset Resort Golf Course](https://www.expedia.ca/Samoset-Resort-Golf-Course-Rockport.d553248621532668278.Vacation-Attraction) - [Tenants Harbor Vacations](https://www.expedia.ca/Tenants-Harbor.d183299.Destination-Travel-Guides) - [Waterville Vacations](https://www.expedia.ca/Waterville.d10461.Destination-Travel-Guides) ### Cars - [Budget Rental Cars in Augusta](https://www.expedia.ca/Budget-Car-Rentals-In-Augusta.d452-c39.Car-Rental-Guide-Suppliers) - [Car rental Augusta](https://www.expedia.ca/Car-Rentals-In-Augusta.d452.Car-Rental-Guide) - [Car rental Chelsea](https://www.expedia.ca/Car-Rentals-In-Chelsea.d3000399575.Car-Rental-Guide) ### Other - [Things to do in Augusta](https://www.expedia.ca/Things-To-Do-In-Augusta.d452.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)