Title: South Windsor Vacation Packages 2026 from $399 | 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 $399 ## 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. ![Holiday Inn Express Branford-New Haven by IHG](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Branford-New Haven by IHG $399 per person May 8 - May 10 found 14 hours ago Roundtrip flight included Fort Lauderdale (FLL) to New Haven (HVN) 8.8/10 Excellent! (1,001 reviews) Booked specifically for the pool and it was out of service when we arrived. Reviewed on Feb 22, 2026 ![Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/d1cdaed7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection Save 100% on your flight $557 per person May 4 - May 11 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to New Haven (HVN) 8.4/10 Very Good! (1,004 reviews) Room and hotel needs upgrade. Staff was very good. Breakfast overpriced, but nothing else close. If you are visiting Heritage Village, this is most convenient. Reviewed on Feb 25, 2026 ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni New Haven Hotel at Yale Downtown New Haven Save 100% on your flight $856 per person May 4 - May 11 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to New Haven (HVN) 8.4/10 Very Good! (1,002 reviews) Comfortable, clean, quiet. Perfect atay Reviewed on Feb 23, 2026 ![Homewood Suites by Hilton Orange New Haven](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979983/cf46bed4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homewood Suites by Hilton Orange New Haven $457 per person Apr 10 - Apr 14 found 1 day ago Roundtrip flight included Atlanta (ATL) to New Haven (HVN) 9.2/10 Wonderful! (1,000 reviews) Hotel is clean, pool is nice, breakfast is good and staff are friendly! Reviewed on Feb 26, 2026 ![Springhill Suites Milford](https://images.trvl-media.com/lodging/1000000/490000/487700/487605/88ae4c80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Springhill Suites Milford $530 per person Apr 1 - Apr 3 found 1 day ago Roundtrip flight included Atlanta (ATL) to New Haven (HVN) 8.6/10 Excellent! (1,001 reviews) This was my second time staying here, room was clean, staff was nice, and the breakfast was good, its a plus when breakfast is included. Reviewed on Feb 24, 2026 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/2026-03-27/2026-04-03/?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) #### 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) #### 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) ## 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 $135 nightly $155 total Mar 29 - Mar 30 Total with taxes and fees 9.2/10 Wonderful! (891 reviews) Room was great, everything was super clean Reviewed on Feb 21, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%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 9/10 Wonderful! (1,491 reviews) Staff was very nice rooms are beautiful clean and roomy Reviewed on Feb 26, 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 $84 nightly $97 total Mar 10 - Mar 11 Total with taxes and fees 7.6/10 Good! (1,183 reviews) Room was kind of dirty (brown liquid on the wall/curtain/floor), path to garage was not plowed Reviewed on Feb 23, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F10%2F2026&endDate=3%2F11%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%2F28%2F2026&endDate=3%2F1%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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