South Windsor Vacations from $181
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The Latest South Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Dream BNB Estate Inn and Retreat House
Price was $283, price is now $246 per person
$246
per person
Nov 14 - Nov 16
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Windsor (YQG)
9.6/10 Exceptional! (100 reviews)
Was an amazing stay. Elegant and spotless. We will return. People were so friendly and helpful every where we went...
Reviewed on Sep 11, 2025
Hampton Inn & Suites by Hilton Windsor
South Cameron
Price was $305, price is now $274 per person
$274
per person
Nov 14 - Nov 16
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Windsor (YQG)
8.6/10 Excellent! (1,017 reviews)
Clean, safe, and comfortable.
Reviewed on Sep 10, 2025
Days Inn by Wyndham Leamington
Price was $284, price is now $256 per person
$256
per person
Nov 14 - Nov 16
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Windsor (YQG)
7.8/10 Good! (877 reviews)
The property was huge surprise Being only a 2 star wasn't expecting such amazing spot as well as great customer service. ALL staff wonderful. Breakfast both days was hot as well as variety!! Clean comfortable great staff can't get better then that! Glad we booked!
Reviewed on Sep 8, 2025
Four Points by Sheraton Windsor Downtown
Downtown Windsor
Price was $315, price is now $285 per person
$285
per person
Nov 14 - Nov 16
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Windsor (YQG)
8.6/10 Excellent! (740 reviews)
Staff barely spoke English. They weren’t accommodating. There were teens running up and down the hallway all day and night.
Reviewed on Sep 1, 2025
Where to stay in South Windsor
Find the best South Windsor areas and neighborhoods for the activities you enjoy most. Learn more about South Windsor
Downtown Windsor
4 out of top 10 points of interest in this area
If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.
South Windsor Hotel Deals
Stonecroft Inn
3032 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $125 total per night from Sep 16 to Sep 17
$125 total
Sep 16 - Sep 17
Total with taxes and fees
Comfort Inn Windsor
2955 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $87 total per night from Sep 26 to Sep 27
$87 total
Sep 26 - Sep 27
Total with taxes and fees
Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Windsor
$160 nightly
The price is $181 total per night from Sep 15 to Sep 16
$181 total
Sep 15 - Sep 16
Total with taxes and fees
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.
Discover the most popular places to visit in South Windsor
Caesars Casino
Why not try your luck with a visit to Caesars Casino during your time in Windsor? Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.
Ambassador Bridge
You can learn about the history of Windsor with a visit to Ambassador Bridge. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Windsor Riverfront
After visiting Windsor Riverfront, make a plan to see the other sights and activities in Windsor.
Things to do
Motor City Ghosts: Haunts, Spirits, and Poltergeists Walking Tour
$32
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
