Title: South Windsor Vacation Packages 2026 from $306 | 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 $306 ## 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. ![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/3f0d6a31_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 New Haven - Branford, CT $306 per person May 16 - May 19 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to New Haven (HVN) 7.2/10 Good! (1,007 reviews) The fact that laundry is not available is pretty much something that is essential for a motel The manager whose name is Glori is a pleasant and understanding which makes the Motel the difference between other motels in the area Reviewed on Mar 5, 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 $1,677 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Orlando (MCO) to New Haven (HVN) 9.4/10 Exceptional! (347 reviews) beautiful room and views Reviewed on Dec 13, 2025 ![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 $1,020 per person Jun 4 - Jun 8 found 17 hours ago Roundtrip flight included Dallas (DFW) to New Haven (HVN) 9/10 Wonderful! (23 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 ![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 $397 per person May 16 - May 19 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to New Haven (HVN) 8.4/10 Very Good! (1,008 reviews) Classy inn with great amenities. Stayed there twice and had a good experience each time. Reviewed on Mar 21, 2026 ![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 $1,008 per person May 16 - May 19 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to New Haven (HVN) 9/10 Wonderful! (2,035 reviews) Hotel was great. In a safe location near lots of restaurants and bars.Parking was in a garage attached to the hotel, but it does cost $24 a night. Got 2 drink tickets upon checkin for free beer or wine, Lots of choices for wine or craft beers or non-alcoholic drinks. Room was large and clean. Products were nice. Gym was small but had decent equipment and a peleton. Reviewed on Mar 23, 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/2026-04-25/2026-05-02/?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 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 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/41000000/40600000/40596000/40595943/8714e74b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Manchester South Windsor 1000 Long Leaf Lane South Windsor CT Fully refundable $139 nightly $160 total Apr 19 - Apr 20 Total with taxes and fees 9.2/10 Wonderful! (905 reviews) Very nice hotel in a nice area. Would stay again Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%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 $90 nightly $104 total Apr 2 - Apr 3 Total with taxes and fees 7.6/10 Good! (1,210 reviews) yes Reviewed on Mar 23, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%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! (1,506 reviews) Excellent modern facility. Lots of options for things to do. Gambling, bowling, movies and plenty of food options. Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=27664860&PinnedHotelID=27664860&HadPinnedHotel=true®ionId=6175902) [See all 724 properties in South Windsor](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F26%2F2026&endDate=3%2F27%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.