Title: Windsor Vacation Packages 2026 from $538 | Expedia.com [Hotels in Windsor](https://expedia.com/Windsor-Hotels.d553248634998596126.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d553248634998596126.Travel-Guide-VacationRentals)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d553248634998596126.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 $538 ## 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 ## Your Windsor Vacation Book a Windsor vacation package and get set to experience this captivating city the stress-free way. Think about staying in the neighborhood of East York, which is great for shopping and history. [Heritage Hill Golf Course](https://www.expedia.com/Heritage-Hill-Golf-Course-York.d553248621559142171.Vacation-Attraction), [AvalancheXpress](https://www.expedia.com/AvalancheXpress-York.d553248621532662805.Vacation-Attraction) and [Samuel S. Lewis State Park](https://www.expedia.com/Samuel-S-Lewis-State-Park-Pennsylvania.d637207494661419008.Vacation-Attraction) are just a few of the attractions worth visiting during your trip to Windsor. Whoever you're heading away with and whatever you want to spend, your dream Windsor vacation is just a few clicks away with Expedia. ## The Latest Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Passport Inn](https://images.trvl-media.com/lodging/98000000/97570000/97564000/97563906/1e2e012a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Passport Inn $538 per person May 13 - May 15 found 16 hours ago Roundtrip flight included Boston (BOS) to Lancaster (LNS) 5.6/10 (35 reviews) Convenient location, reasonably priced Reviewed on Apr 27, 2025 ![Stottsville Inn](https://images.trvl-media.com/lodging/32000000/31090000/31088900/31088886/ed1137df_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stottsville Inn $662 per person Apr 15 - Apr 20 found 16 hours ago Roundtrip non-stop flight included Fort Lauderdale (FLL) to Lancaster (LNS) 9.2/10 Wonderful! (333 reviews) Stayed for one night and wish we would’ve stayed longer. Everything was clean and tidy. Staff members were friendly and talkative. The history of the whole building was very unique and cute. We didn’t get to eat at the restaurant but everything smelled delicious. Would highly recommend staying here we will definitely be back! Reviewed on Mar 7, 2026 ![VAAST Bed & Breakfast](https://images.trvl-media.com/lodging/84000000/83490000/83485200/83485101/c5d97270_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### VAAST Bed & Breakfast $647 per person Apr 15 - Apr 20 found 16 hours ago Roundtrip non-stop flight included Fort Lauderdale (FLL) to Lancaster (LNS) 9.8/10 Exceptional! (297 reviews) The room was clean and quiet. Bed was comfortable. Good breakfast options and friendly owner. Reviewed on Mar 5, 2026 ![The Cabins at Beaver Creek](https://images.trvl-media.com/lodging/115000000/114770000/114765300/114765203/b1a2212b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cabins at Beaver Creek $664 per person May 13 - May 15 found 16 hours ago Roundtrip flight included Boston (BOS) to Lancaster (LNS) 9.8/10 Exceptional! (6 reviews) The heat in the house was a wonderful. It went down into the 30’s most nights. It was a very cute cabin that you had to go through a covered bridge to get to the cabin. It’s like stepping back in time. Wonderful feeling. Reviewed on Nov 4, 2025 ![Red Roof Inn Denver](https://images.trvl-media.com/lodging/1000000/20000/15600/15544/af65e8b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn Denver $604 per person Apr 21 - Apr 24 found 1 day ago Roundtrip flight included Boston (BOS) to Lancaster (LNS) 6.8/10 (1,002 reviews) Cheap but needs a lot of work, basic like floors and paint and not stained towels Reviewed on Mar 16, 2026 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/2026-04-16/2026-04-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDT&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Windsor Hotel Deals ![Eden Resort and Suites, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/30000/27300/27257/w2558h3837x3y3-a31f916a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eden Resort and Suites, BW Premier Collection 222 Eden Road Lancaster PA Fully refundableReserve now, pay when you stay $118 nightly $131 total Mar 22 - Mar 23 Total with taxes and fees 9/10 Wonderful! (1,007 reviews) Very nice pool and fitness room. Great buffet breakfast at a good cost! Reviewed on Mar 14, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=27257&PinnedHotelID=27257&HadPinnedHotel=true®ionId=553248634998596126) ![Inn at York](https://images.trvl-media.com/lodging/1000000/10000/3000/2970/2cf2a6e7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Inn at York 222 Arsenal Road York PA Fully refundableReserve now, pay when you stay $60 nightly $67 total Mar 22 - Mar 23 Total with taxes and fees 5.8/10 (1,000 reviews) One of the gentlemen at the front desk was very arrogant unfriendly unpleasant he act like I was a chip on his shoulder and he was trying to knock it off very disrespectful Reviewed on Feb 28, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=2970&PinnedHotelID=2970&HadPinnedHotel=true®ionId=553248634998596126) ![Days Inn & Suites by Wyndham Lancaster Amish Country](https://images.trvl-media.com/lodging/2000000/1100000/1098100/1098098/ea7a5d61_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn & Suites by Wyndham Lancaster Amish Country 2929 Hempland Rd Lancaster PA Fully refundableReserve now, pay when you stay $64 nightly $71 total Mar 17 - Mar 18 Total with taxes and fees 7.8/10 Good! (1,151 reviews) Clean room friendly staff Reviewed on Mar 13, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=1098098&PinnedHotelID=1098098&HadPinnedHotel=true®ionId=553248634998596126) [See all 494 properties in Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F17%2F2026&endDate=3%2F18%2F2026®ionId=553248634998596126) 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 | Harrisburg Intl. Airport (MDT) | | Population | 1,500 | | Top Sights | [Moon Dancer Winery](https://www.expedia.com/Moon-Dancer-Winery-Wrightsville.d553248621532662932.Vacation-Attraction), [Susquehannock State Park](https://www.expedia.com/Susquehannock-State-Park-Pennsylvania.d637207463022325760.Vacation-Attraction) and [York Little Theatre](https://www.expedia.com/York-Little-Theatre-York.d553248621558095783.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Windsor vacation package cost? ### What are the cheapest months to go to Windsor? ### How many days is enough for Windsor? ### How to find the best Windsor package deals? ### Is it cheaper to book a Windsor vacation as a package? ### When to book a vacation package to Windsor? ### Does Expedia offer Book Now, Pay Later Windsor vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app