Title: South Windsor Vacation Packages 2026 from $458 | Expedia.com [South Windsor Travel Guide](https://expedia.com/South-Windsor.dx6175902)[Hotels in South Windsor](https://expedia.com/South-Windsor-Hotels.d6175902.Travel-Guide-Hotels)[Vacation Rentals in South Windsor](https://expedia.com/South-Windsor-Vacation-Rentals.d6175902.Travel-Guide-VacationRentals)[Flights to South Windsor](https://expedia.com/Cheap-Flights-To-South-Windsor.d6175902.Travel-Guide-Flights)[Car Rentals in South Windsor](https://expedia.com/Car-Rentals-In-South-Windsor.d6175902.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Windsor Vacations from $458 ## 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 South Windsor Vacation Lock in a South Windsor vacation package that includes everything you need and no unnecessary extras. Great for shopping, families and festivals, think about basing yourself in the neighborhood of Downtown Hartford. Make your trip to South Windsor even more fun by including some sightseeing. [Shoppes at Buckland Hills](https://www.expedia.com/Shoppes-At-Buckland-Hills-South-Windsor.d6178496.Vacation-Attraction), [Promenade Shops at Evergreen Walk](https://www.expedia.com/Promenade-Shops-At-Evergreen-Walk-South-Windsor.d6178499.Vacation-Attraction) and [Broad Brook Opera House](https://www.expedia.com/Broad-Brook-Opera-House-Broad-Brook.d553248621561886423.Vacation-Attraction) are among the most popular attractions you'll want to explore. Whoever you're taking time off with and whatever the size of your budget, your dream South Windsor vacation is just clicks away with Expedia. ## The Latest South Windsor vacation packages Price found within the past 48 hours. Click for updated prices. ![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Executive Hotel Of New Haven - West Haven $458 per person May 21 - May 24 found 1 day ago Roundtrip flight included Orlando (ORL) to New Haven (HVN) 8/10 Very Good! (1,457 reviews) Very good, I recommend it. Reviewed on Feb 12, 2026 ![Luxury Furnished Apartments by Hyatus Downtown at Yale](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/a842220e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Furnished Apartments by Hyatus Downtown at Yale The Hill Save 100% on your flight $1,331 per person May 21 - May 24 found 1 day ago Roundtrip flight included Orlando (ORL) to New Haven (HVN) 9.6/10 Exceptional! (60 reviews) Great communication Reviewed on Feb 16, 2026 ![Luxury Apartments by Hyatus at Pierpont](https://images.trvl-media.com/lodging/77000000/76890000/76889000/76888939/1add7dcb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Apartments by Hyatus at Pierpont The Hill Save 100% on your flight $1,517 per person May 21 - May 24 found 1 day ago Roundtrip flight included Orlando (ORL) to New Haven (HVN) 9.4/10 Exceptional! (21 reviews) The place could have been a little cleaner I found hair in the bed and crumbs and dirt in the couch and under it as well the walls were stained and the carpet was stained in the bedroom it definitely was a big difference from the first time I stayed there Reviewed on Feb 16, 2026 ![Graduate by Hilton New Haven](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/f203cc93_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton New Haven Downtown New Haven Save 100% on your flight $546 per person Apr 13 - Apr 17 found 9 hours ago Roundtrip flight included Dallas (DFW) to New Haven (HVN) 9.2/10 Wonderful! (908 reviews) Staff, room, bathroom, lobby, location Reviewed on Feb 22, 2026 ![James Pharmacy Bed & Breakfast](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### James Pharmacy Bed & Breakfast Old Saybrook Center Save 100% on your flight $519 per person May 20 - May 23 found 9 hours ago Roundtrip flight included Orlando (MCO) to New Haven (HVN) 9.2/10 Wonderful! (20 reviews) Room was pleasant and clean, although small. Bathroom fixtures all new and very clean and functional. Firm bed, which I appreciated. The stairs are steep though there is a firm railing. I didn't realize that we would get a breakfast voucher as opposed to a true B&B experience. The restaurant provided was friendly and the food all looked great but unfortunately didn't have much flavor. The Paperback Cafe nearby had tastier choices. Make sure that you get their email about how to get in because there is no one on site and when we arrived after dark, the front of the building wasn't lit because the entry is in the back. On our first morning, we got a text about our credit card payment not going through. The owner and manager were both responsive but given that they weren't on site, a friendlier tone (i.e., assuming that there might've been a mistake in their information, which there was!) would've been appreciated. It's a lovely place in an excellent location but perhaps slightly expensive given that they are not providing a full B&B experience. Reviewed on Oct 6, 2025 Don't see what you're looking for? See all available trips from Columbus to South Windsor [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-23/2026-03-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&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_6175902) ### Discover the most popular places to visit in South Windsor #### Shoppes at Buckland Hills You can do some window-shopping at Shoppes at Buckland Hills during your stay in South Windsor. Experience the acclaimed theater scene or attend a sporting event in this family-friendly area. [](https://expedia.com/Shoppes-At-Buckland-Hills-South-Windsor.d6178496.Vacation-Attraction) #### Nomads Adventure Quest You can enjoy the entertainment at Nomads Adventure Quest during your trip to South Windsor. Experience the area's acclaimed theater scene or attend a sporting event. [](https://expedia.com/Nomads-Adventure-Quest-South-Windsor.d553248621561886211.Vacation-Attraction) #### Promenade Shops at Evergreen Walk You can find the perfect gifts to bring home at Promenade Shops at Evergreen Walk during your stay in South Windsor. Experience the acclaimed theater scene and great live music in this family-friendly area. [](https://expedia.com/Promenade-Shops-At-Evergreen-Walk-South-Windsor.d6178499.Vacation-Attraction) ## South Windsor Hotel Deals ![Cambria Hotel Manchester South Windsor](https://images.trvl-media.com/lodging/41000000/40600000/40596000/40595943/b24712b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Manchester South Windsor 1000 Long Leaf Lane South Windsor CT Fully refundable $143 nightly $165 total Mar 8 - Mar 9 Total with taxes and fees 9.2/10 Wonderful! (885 reviews) Great Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=40595943&PinnedHotelID=40595943&HadPinnedHotel=true®ionId=6175902) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/c76c1f43_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MGM Springfield One MGM Way Springfield MA $159 nightly $180 total Mar 2 - Mar 3 Total with taxes and fees 8.8/10 Excellent! (1,482 reviews) The room was beautiful, spotless, quiet, and very spacious, especially for the price! We loved our stay! Reviewed on Feb 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=27664860&PinnedHotelID=27664860&HadPinnedHotel=true®ionId=6175902) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Capitol Hotel 440 Asylum St Hartford CT Fully refundableReserve now, pay when you stay $88 nightly $102 total Mar 1 - Mar 2 Total with taxes and fees 7.4/10 Good! (1,174 reviews) Lovely visit room was clean most impressive part was certainly the gentlemen who was on shift when I checked in. He was extremely helpful kind funny and very professional Reviewed on Feb 20, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=6777&PinnedHotelID=6777&HadPinnedHotel=true®ionId=6175902) [See all 713 properties in South Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F24%2F2026&endDate=2%2F25%2F2026®ionId=6175902) 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 South Windsor Vacation Packages ## South Windsor Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Bradley Intl. Airport (BDL) | | Population | 24,400 | | Max Temp Winter | 35ºF | | Max Temp Summer | 80ºF | | Top Sights | [Broad Brook Opera House](https://www.expedia.com/Broad-Brook-Opera-House-Broad-Brook.d553248621561886423.Vacation-Attraction), [Nomads Adventure Quest](https://www.expedia.com/Nomads-Adventure-Quest-South-Windsor.d553248621561886211.Vacation-Attraction) and [Lutz Childrens Museum](https://www.expedia.com/Lutz-Childrens-Museum-Manchester.d553248621561886216.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 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](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 South Windsor vacation package cost? ### What are the cheapest months to go to South Windsor? ### How many days is enough for South Windsor? ### Is it worth booking a vacation package to South Windsor? ### How to find the best South Windsor package deals? ### Is it cheaper to book a South Windsor vacation as a package? ### When to book a vacation package to South Windsor? ### Does Expedia offer Book Now, Pay Later South Windsor vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Nomads Adventure Quest ](https://www.expedia.com/Nomads-Adventure-Quest-Hotels.0-l553248621561886211-0.Travel-Guide-Filter-Hotels) - [Hotels near Promenade Shops at Evergreen Walk ](https://www.expedia.com/Promenade-Shops-At-Evergreen-Walk-Hotels.0-l6178499-0.Travel-Guide-Filter-Hotels) - [Hotels near Shoppes at Buckland Hills ](https://www.expedia.com/Shoppes-At-Buckland-Hills-Hotels.0-l6178496-0.Travel-Guide-Filter-Hotels) - [Hotels near Pierce Memorial Park 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