South Windsor Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- Holiday Inn Express Detroit-Warren by IHG
Jul 11 - Jul 17Holiday Inn Express Detroit-Warren by IHG + Flight
Warren6 nights8.6/10 - Excellent (1,000 reviews)Roundtrip • Toronto (YYZ) - Detroit (DTW)YYZ - DTW • Nonstop DTW - YYZ • NonstopCA $1,300CA $1,110found 1 day agoper traveller - Saint John's Resort
Jul 17 - Jul 20Saint John's Resort + Flight
Plymouth3 nights9.6/10 - Exceptional (1,003 reviews)"Proposed to my Wife here in the garden...unforgettable experience!!!"Reviewed May 27, 2026Roundtrip • Edmonton (YEG) - Detroit (DTW)YEG - DTW • 1 stop DTW - YEG • 1 stopCA $2,093CA $1,536found 1 day agoper traveller - The Townsend Hotel
Jul 17 - Jul 20The Townsend Hotel + Flight
Birmingham3 nights9.2/10 - Wonderful (751 reviews)Roundtrip • Edmonton (YEG) - Detroit (DTW)YEG - DTW • 1 stop DTW - YEG • 1 stopCA $1,700CA $1,334found 1 day agoper traveller - Daxton Hotel Birmingham, Curio Collection by Hilton
Jul 17 - Jul 20Daxton Hotel Birmingham, Curio Collection by Hilton + Flight
Birmingham3 nights9.2/10 - Wonderful (579 reviews)"Had a great stay! One of my favorite hotels!"Reviewed May 28, 2026Roundtrip • Edmonton (YEG) - Detroit (DTW)YEG - DTW • 1 stop DTW - YEG • 1 stopCA $2,119CA $1,784found 1 day agoper traveller - Windsor Manor
Jul 19 - Jul 30Windsor Manor + Flight
City Centre11 nights10/10 - Exceptional (2 reviews)Roundtrip • Calgary (YYC) - Windsor (YQG)YYC - YQG • 1 stop YQG - YYC • 1 stopCA $1,551CA $1,314found 1 day agoper traveller
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
The price is CA $130 per night from May 31 to Jun 1
CA $130
CA $156 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (1,760 reviews)
"The place was clean and the staff were so friendly!"
Reviewed on May 29, 2026
Comfort Inn Windsor
2955 Dougall Ave Windsor ON
Fully refundable
The price is CA $105 per night from Jun 21 to Jun 22
CA $105
CA $126 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great rate, friendly staff and good breakfast"
Reviewed on May 26, 2026
Caesars Windsor - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
The price is CA $159 per night from Jun 1 to Jun 2
CA $159
CA $215 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (3,260 reviews)
"There was no place to sit talk with the people we were with or play a game"
Reviewed on May 29, 2026
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 vibrant area.
University of Windsor
Enjoy the collegiate vibe at University of Windsor during your stay in Windsor. Amble around this vibrant area's riverfront or experience its acclaimed art scene.
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.
Things to do
Macabre, Murder, & Mayhem in Motor City : Detroit Ghost Tour
CA $36
per adult
Best Downtown Detroit Historical Walking Tour
CA $129
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.