South Windham Vacations from $278
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The Latest South Windham Vacation Packages
- Motel 6 Enfield, CT - Hartford
Oct 9 - Oct 12Motel 6 Enfield, CT - Hartford + Flight
Enfield3 nights2.0 star property7.0/10 - Good (1,018 reviews)"It was great for the price! The bed was not very comfortable and the bright lights from outside made it seem like daytime. The blinds blocked most of it, but if you're someone that needs it dark, you won't have that in the rooms at the front where lights are shining on the signs. Getting the room cleaned was tough. You have to tell them you want it done. When they didn't do it after the request, they said it was because someone was in the room. Then, they said it was because no one was there and..."Reviewed July 24, 2026Roundtrip • San Juan (SJU) - Hartford (BDL)SJU - BDL • Nonstop BDL - SJU • Nonstop$340$278found 1 day agoper traveler - Delamar West Hartford
Oct 9 - Oct 12Delamar West Hartford + Flight
West Hartford3 nights4.0 star property9.8/10 - Exceptional (1,002 reviews)"Absolutely Beautiful hotel, excellent restaurant and bar, comfortable beds and well appointed. 5 Stars all around."Reviewed July 23, 2026Roundtrip • San Juan (SJU) - Hartford (BDL)SJU - BDL • Nonstop BDL - SJU • Nonstop - Avon Old Farms Hotel
Oct 1 - Oct 4Avon Old Farms Hotel + Flight
Avon3 nights3.5 star property8.4/10 - Very Good (1,002 reviews)"Clean rooms with that old school charm"Reviewed July 25, 2026Roundtrip • San Juan (SJU) - Hartford (BDL)SJU - BDL • Nonstop BDL - SJU • Nonstop$894$707found 19 hours agoper traveler - Landing Apartments West Windsor
Oct 1 - Oct 4Landing Apartments West Windsor + Flight
Windsor3 nights4.0 star property4.0/10 - (1 review)Roundtrip • San Juan (SJU) - Hartford (BDL)SJU - BDL • Nonstop BDL - SJU • Nonstop$774$619found 19 hours agoper traveler - La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
Oct 9 - Oct 12La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport + Flight
Windsor Locks3 nights3.0 star property8.4/10 - Very Good (1,504 reviews)Roundtrip • San Juan (SJU) - Hartford (BDL)SJU - BDL • Nonstop BDL - SJU • Nonstop$512$427found 1 day agoper traveler
South Windham Hotel Deals
Courtyard by Marriott Norwich
Courtyard by Marriott Norwich
Hyatt Place Uncasville - Casino Area
Hyatt Place Uncasville - Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino AreaFrequently Asked Questions
How much does a South Windham vacation package cost?
You'll find cheap prices from $278 on Expedia for your South Windham escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to South Windham costs.
What are the cheapest months to go to South Windham?
October, November and December are great times to look for cheap South Windham vacation packages. Traveling in quieter months means you can typically find reduced prices on accommodations and flights.
How many days is enough for South Windham?
With a well-organized schedule, you can easily tick off the top South Windham sights in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your South Windham vacation for longer.
How to find the best South Windham package deals?
Finding a cheap South Windham package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical South Windham package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a South Windham vacation as a package?
You can enjoy significant savings on your South Windham getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to South Windham?
Secure fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment South Windham adventure.
Does Expedia offer Book Now, Pay Later South Windham vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your South Windham break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.