
South Windsor Vacations from $193
Book a Hotel + Flight or Car together to unlock savings
The Latest South Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Motel 6 Windsor, ON
South Cameron
Price was $206, price is now $193 per person
$193
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Windsor (YQG)
7.4/10 Good! (721 reviews)
Room was clean, the staff polite. Everything that one should expect from Motel 6.
Reviewed on Sep 28, 2025


Hampton Inn & Suites by Hilton Windsor
South Cameron
Price was $271, price is now $258 per person
$258
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Windsor (YQG)
8.6/10 Excellent! (1,013 reviews)
The hotel is very nice but the bed and pillows were uncomfortable
Reviewed on Oct 2, 2025

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
Price was $266, price is now $253 per person
$253
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Windsor (YQG)
7.6/10 Good! (1,004 reviews)
Rooms were big size. No carpet in the rooms which I like.
Reviewed on Sep 28, 2025

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
Price was $290, price is now $278 per person
$278
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
New York (JFK) to Windsor (YQG)
8.6/10 Excellent! (1,331 reviews)
There was a lack of onsite parking. Ha d to park several blocks away in a rundown area
Reviewed on Sep 30, 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
$104 nightly
The price is $125 total per night from Oct 5 to Oct 6
$125 total
Oct 5 - Oct 6
Total with taxes and fees
9.4/10 Exceptional! (1,752 reviews)
"Nice property, a bit expensive for what you get but no complaints other than that."
Reviewed on Sep 30, 2025

Comfort Inn Windsor
2955 Dougall Ave, Windsor, ON
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $93 total per night from Oct 12 to Oct 13
$93 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Enjoyed the blackout curtains, the air was cool enough. The shower pressure was fabulous. The bed was a little too hard and very creepy. The tv service was the worst we saw, not much to choose from. Breakfast was very much appreciated."
Reviewed on Oct 1, 2025

Luxury 2BR home with high ceilings with BBQ/ patio in beautiful South Windsor.
Windsor
$159 nightly
The price is $180 total per night from Oct 7 to Oct 8
$180 total
Oct 7 - Oct 8
Total with taxes and fees
10/10 Exceptional! (13 reviews)
"This was an adorable small house that was spotlessly clean. Everything was labeled and had all the supplies you would need. Location was safe and in a residential area. Would stay here again. Beds were comfortable too."
Reviewed on Sep 19, 2025
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
4.5/5(68 reviews)
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
4.5/5(4 reviews)
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.