Title: South Windsor Vacation Packages 2026 from $343 | 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 $343 ## 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/1000000/30000/23300/23217/7d962b8e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Best Western Executive Hotel Of New Haven - West Haven $343 per person Jun 11 - Jun 14 found 1 day ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 8/10 Very Good! (1,572 reviews) Was clean for a night no complaints Reviewed on Mar 15, 2026 ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Omni New Haven Hotel at Yale Downtown New Haven Save 100% on your flight $597 per person Jun 11 - Jun 14 found 1 day ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 8.6/10 Excellent! (1,008 reviews) My wife had a procedure at Yale New Haven and I only one night. It was very convenient and pleasant. I only used the room. Not the bar or restaurant. Reviewed on Mar 18, 2026 ![Graduate by Hilton New Haven](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/d3190acf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton New Haven Downtown New Haven Save 100% on your flight $664 per person Jun 11 - Jun 14 found 1 day ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 9.2/10 Wonderful! (958 reviews) Groovy, fun, comfortable hotel in a great location. Reviewed on Mar 3, 2026 ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Madison Beach Hotel Madison Center Save 100% on your flight $877 per person Apr 22 - Apr 26 found 2 hours ago Roundtrip flight included Tampa (TPA) to New Haven (HVN) 9.4/10 Exceptional! (347 reviews) beautiful room and views Reviewed on Dec 13, 2025 ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### New Haven Hotel Downtown New Haven $586 per person Apr 20 - Apr 25 found 10 hours ago Roundtrip flight included Jacksonville (JAX) to New Haven (HVN) 9/10 Wonderful! (2,035 reviews) Clean room and friendly staff. Reviewed on Mar 15, 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/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in South Windsor #### Shoppes at Buckland Hills 4/5(32 reviews) You can do some window-shopping at Shoppes at Buckland Hills during your stay in South Windsor. Experience the great live music 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 4.5/5(6 reviews) 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 4.5/5(7 reviews) 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/41000000/40600000/40596000/40595943/8714e74b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Manchester South Windsor 1000 Long Leaf Lane South Windsor CT Fully refundable $139 nightly $159 total Mar 29 - Mar 30 Total with taxes and fees 9.2/10 Wonderful! (900 reviews) Clean, friendly staff Reviewed on Mar 15, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=40595943&PinnedHotelID=40595943&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 $94 nightly $108 total Mar 29 - Mar 30 Total with taxes and fees 7.6/10 Good! (1,202 reviews) 1) Great location. 2) Great views. 3) Good breakfast with hot options. 4) Reliable WiFi but it requires logging in every 24H, which means it can drop out in the middle of doing something. 5) The printer in the business center did not work (no toner). 6) They often lock the front door to the hotel, ... Reviewed on Mar 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=6777&PinnedHotelID=6777&HadPinnedHotel=true®ionId=6175902) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MGM Springfield One MGM Way Springfield MA $169 nightly $192 total Apr 5 - Apr 6 Total with taxes and fees 9/10 Wonderful! (1,494 reviews) Very clean, spacious rooms right at the Casino. Only complaint we had, which has nothing to do with the hotel and staff, is that a lot of the restaurants in the Casino are not open during the week. Other than that, we really enjoy the hotel. Reviewed on Mar 18, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=27664860&PinnedHotelID=27664860&HadPinnedHotel=true®ionId=6175902) [See all 717 properties in South Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F20%2F2026&endDate=3%2F21%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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