Title: Windsor Vacation Packages 2026 from $313 | 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 $313 ## 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. ![Jordan Hotel](https://images.trvl-media.com/lodging/25000000/24110000/24101000/24100923/1e281804_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Jordan Hotel $313 per person May 23 - May 25 found 2 hours ago Roundtrip flight included New York (NYC) to Augusta (AUG) 8.8/10 Excellent! (485 reviews) Parking could be better it’s a bit of a walk if you don’t find a spot in the front parking area. There was only one dinning option for Dinner and they do not allow take out orders, the bartender was doing their best but clearly they could have used more support to get food/drink orders out. The pool is excellent and clean but very strict that everyone must leave at 10pm. The room was nice but there were quite a lot of lady bugs in the corner near the window. Staff was very friendly and the environment is felt upscale, waking up and hitting the slopes was amazing. Reviewed on Mar 15, 2026 ![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 $333 per person May 23 - May 25 found 2 hours ago Roundtrip flight included New York (NYC) 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 ![Linekin Bay Resort](https://images.trvl-media.com/lodging/15000000/14660000/14657800/14657719/47dcf3c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Linekin Bay Resort $1,105 per person Jun 8 - Jun 12 found 5 hours ago Roundtrip non-stop flight included Philadelphia (PHL) to Augusta (AUG) 9.2/10 Wonderful! (203 reviews) My wife and I enjoyed our time at the resort. Property is quiet and well maintained. Views are breathtaking and pleasant. Staff were very friendly and pleasant and sought to make sure we had all we needed. Food was spot on! We tried as much as we could that was on the menu and couldn’t find anything we didn’t like and wouldn’t eat again. We jokingly asked each other “do you have anything you didn’t like or would change” and we couldn’t think of anything. Highly recommend and will return if life permits! Reviewed on Oct 1, 2025 ![House near Acadia National Park](https://images.trvl-media.com/lodging/79000000/78040000/78037400/78037375/1ec57eda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### House near Acadia National Park $1,624 per person Jun 4 - Jun 8 found 4 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Augusta (AUG) 9.8/10 Exceptional! (24 reviews) My family enjoyed our time at this property. I received a friendly email prior to arrival with clear directions and local recommendations. It is a beautiful house, nicely decorated with comfortable furniture - perfect for relaxing and visiting. We loved the location, it is in a quiet neighborhood with multiple shopping and dining options nearby. It took us about 35 minutes to drive to the Bar Harbor area. Reviewed on Oct 15, 2025 ![Greenleaf Inn](https://images.trvl-media.com/lodging/109000000/108780000/108777400/108777377/eca2d4ec_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Greenleaf Inn $795 per person May 23 - May 25 found 2 hours ago Roundtrip non-stop flight included New York (NYC) to Augusta (AUG) 9.2/10 Wonderful! (15 reviews) Our host is the best! Such a beautiful property. Reviewed on Nov 16, 2025 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/2026-04-15/2026-04-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=AUG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 22 - Mar 23 Total with taxes and fees 9.2/10 Wonderful! (1,002 reviews) Very clean room good breakfast and staff Reviewed on Mar 14, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%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 $103 nightly $113 total Mar 16 - Mar 17 Total with taxes and fees 7.8/10 Good! (1,002 reviews) Will be staying there again! Reviewed on Mar 14, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%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 $86 nightly $94 total Mar 22 - Mar 23 Total with taxes and fees 8.6/10 Excellent! (888 reviews) Staf are friendly and fast but the room it self could use better up keep there was a stain right next to the bed on the floor the wall paper was falling off the walls and bathroom could of used cocked for the corners looked moldy Reviewed on Mar 15, 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%2F16%2F2026&endDate=3%2F17%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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