Title: South Windsor Vacation Packages 2026 from $370 | 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 $370 ## Book a Hotel + Flight or Car together to unlock savings ## 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. ![Comfort Inn Naugatuck-Shelton, CT](https://images.trvl-media.com/lodging/2000000/1940000/1932400/1932357/2e6249f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn Naugatuck-Shelton, CT $370 per person Apr 24 - Apr 27 found 1 day ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 7.8/10 Good! (766 reviews) The front desk women was very accommodating to me especially since arrived early 11am early before the 3pm check in. She let me check in early and was very kind about it. I was in room 229 and it was super clean. They had the heat on in the room at a comfortable setting, the bed was heaven. I was able to conk out pretty quickly for a catnap. The shower pressure was chefs kiss. The breakfast was great, you just have to get up early if you want some bacon and scrambled eggs, they have a make your own waffle statation, fresh juice, and bagels, muffins, and fruit cups. The whole experience was amazing, I would most definitely be staying here again when I'm in Naugatuck. Reviewed on Mar 1, 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 $537 per person May 13 - May 16 found 12 hours ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 8.6/10 Excellent! (1,004 reviews) Will always book here it was beautiful and staff was great love it 10/10 Reviewed on Mar 7, 2026 ![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Heritage Hotel, Golf & Conference Center $402 per person Apr 24 - Apr 27 found 1 day ago Roundtrip flight included Raleigh (RDU) to New Haven (HVN) 8.4/10 Very Good! (1,004 reviews) Nicest option in the area. Reviewed on Mar 3, 2026 ![Luxury Furnished Apartments by Hyatus Downtown at Yale](https://images.trvl-media.com/lodging/58000000/57250000/57240500/57240415/695af8be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Furnished Apartments by Hyatus Downtown at Yale The Hill $696 per person Apr 26 - Apr 28 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to New Haven (HVN) 9.6/10 Exceptional! (64 reviews) Everything here has been excellent. I am a travel nurse and they have really helped to make my trip here the best. Reviewed on Feb 27, 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 $650 per person Apr 26 - Apr 28 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to New Haven (HVN) 9.2/10 Wonderful! (955 reviews) Groovy, fun, comfortable hotel in a great location. Reviewed on Mar 3, 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/2026-04-11/2026-04-18/?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 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 $135 nightly $155 total Apr 5 - Apr 6 Total with taxes and fees 9.2/10 Wonderful! (893 reviews) Room was great, everything was super clean Reviewed on Feb 21, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%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 30 - Mar 31 Total with taxes and fees 7.6/10 Good! (1,196 reviews) Very comfortable. Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%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! (1,501 reviews) Gym was small and missing components for the machines. Reviewed on Mar 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=27664860&PinnedHotelID=27664860&HadPinnedHotel=true®ionId=6175902) [See all 720 properties in South Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F12%2F2026&endDate=3%2F13%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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Savings not available on all packages.