Title: Windsor Vacation Packages 2026 from $715 | Expedia.com [Hotels in Windsor](https://expedia.com/Windsor-Hotels.d175568.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d175568.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d175568.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/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 Vacations from $715 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## The Latest Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Newagen Seaside Inn](https://images.trvl-media.com/lodging/9000000/8090000/8082900/8082897/e842ee11_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Newagen Seaside Inn $715 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included New York (JFK) to Augusta (AUG) 9.4/10 Exceptional! (341 reviews) IT WAS CHARMING AND BEAUTIFUL. The restaurant was wonderful, all the staff was first class, would love to go back. Reviewed on Oct 14, 2025 ![Mid-Town Motel](https://images.trvl-media.com/lodging/76000000/75700000/75690900/75690873/f387cd79_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mid-Town Motel $896 per person May 17 - May 23 found 12 hours ago Roundtrip non-stop flight included Minneapolis (MSP) to Augusta (AUG) 8.8/10 Excellent! (213 reviews) I was in room #2 The room was big, bed was comfortable, water was hot and good pressure. Great distance for walking to town. The windows were open when I arrived, nice breeze but the cigarette smell from the neighbor not so enjoyable. A fridge would have been nice in the room As would have coffee (waiting on office for others to make theirs was not enjoyable) WALLS are paper thin. You can hear everything. Towels ( face towel in particular) had brown stains on them Reviewed on Oct 20, 2025 ![Admirals Quarters Inn](https://images.trvl-media.com/lodging/97000000/96400000/96397200/96397184/246bb89f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Admirals Quarters Inn $1,496 per person May 17 - May 23 found 12 hours ago Roundtrip non-stop flight included Minneapolis (MSP) to Augusta (AUG) 9.4/10 Exceptional! (30 reviews) The room was great. Lots of space. The bed was super comfortable. The breakfast items were delicious. We enjoyed the many selections of tea and coffee. The proprietor,Jersey was terrific. He explained the property and area Had a wonderful time Reviewed on Dec 1, 2025 ![Flagship Inn and Suites](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/8017bb8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Flagship Inn and Suites $844 per person May 17 - May 23 found 12 hours ago Roundtrip non-stop flight included Minneapolis (MSP) to Augusta (AUG) 8/10 Very Good! (1,000 reviews) Clean room great amenities Reviewed on Mar 6, 2026 ![Cozy Keyes Cottage-family-friendly Amazing Views](https://images.trvl-media.com/lodging/105000000/104380000/104377600/104377518/fb88e1c9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cozy Keyes Cottage-family-friendly Amazing Views $1,402 per person May 22 - May 25 found 1 day ago Roundtrip non-stop flight included New York (JFK) to Augusta (AUG) No reviews Don't see what you're looking for? See all available trips from Columbus to Windsor [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-12/2026-04-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_175568) ## Windsor Hotel Deals ![Maine Evergreen Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/790000/787600/787572/2b5fab10_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maine Evergreen Hotel, an Ascend Collection Hotel 65 Whitten Rd Augusta ME Fully refundable $106 nightly $116 total Mar 19 - Mar 20 Total with taxes and fees 9.2/10 Wonderful! (1,007 reviews) Clean room and friendly staff Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F19%2F2026&endDate=3%2F20%2F2026&selected=787572&PinnedHotelID=787572&HadPinnedHotel=true®ionId=175568) ![Senator Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/9900/9853/c9f754bc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Senator Inn & Spa 284 Western Ave Augusta ME Fully refundableReserve now, pay when you stay $89 nightly $98 total Apr 12 - Apr 13 Total with taxes and fees 7.8/10 Good! (1,005 reviews) Nothing was good..No hot tub..or steam room,the pool was not warm at all..The room was freezing as well.. I didnt enjoy it at all..really bummed about it Reviewed on Mar 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=9853&PinnedHotelID=9853&HadPinnedHotel=true®ionId=175568) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/0b519be7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Waterville - North by IHG 332 Main St Waterville ME Fully refundable $94 nightly $102 total Mar 22 - Mar 23 Total with taxes and fees 8.6/10 Excellent! (885 reviews) Very impressed, the price was great, the cleanliness, and the breakfast was exceptional. Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=802109&PinnedHotelID=802109&HadPinnedHotel=true®ionId=175568) [See all 658 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026®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. ## Find the Best Windsor Vacation Packages ## Windsor Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Knox County Regional Airport (RKD) | | Population | 2,300 | | Top Sights | [Maine State Museum](https://www.expedia.com/Maine-State-Museum-Augusta.d6181699.Vacation-Attraction), [Johnson Hall](https://www.expedia.com/Johnson-Hall-Gardiner.d553248621532668226.Vacation-Attraction) and [Capitol Park](https://www.expedia.com/Capitol-Park-Augusta.d6181427.Vacation-Attraction) | ## More vacations you might like 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