Sandwich South Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Sandwich South
Price found within the past 48 hours. Click for updated prices.
Hotel STRY
Price was CA $1,038, price is now CA $879 per person
CA $879
per person
Dec 26 - Dec 29
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
I almost don’t want to share how spectacular Hotel STRY is! I will make a point to book this hotel every single time I am in this area. I will drive from Windsor just to stay here. If you have the pleasure of meeting Cat, she is amazing and will take care of all your needs. This is a Must Stay if you are anywhere near Amherstburg!
Reviewed on Oct 30, 2026
Dream Estate Inn
Price was CA $1,084, price is now CA $1,051 per person
CA $1,051
per person
Dec 11 - Dec 13
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
9.4/10 Exceptional! (142 reviews)
Turn in to property driveway is awkward when approaching from WB Seacliffe and borderline unsafe when coming EB from the roundabout.
Remember- Leamington drivers can often be unpredictable.
Reviewed on Oct 19, 2026
Seacliffe Inn
Price was CA $1,077, price is now CA $1,049 per person
CA $1,049
per person
Dec 11 - Dec 13
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
8.2/10 Very good! (1,003 reviews)
We enjoyed our stay at Seacliff Inn. The inn is missing a lobby space that would be more comfortable and inviting.
Reviewed on Oct 27, 2026
Where to stay in Sandwich South
Find the best Sandwich South areas and neighborhoods for the activities you enjoy most. Learn more about Sandwich South
Downtown Windsor
3 out of top 10 points of interest in this area
If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and The Colosseum at Caesars Windsor are top sights worth seeing.
Sandwich South Hotel Deals
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
The price is CA $71 per night from Nov 30 to Dec 1
CA $71
CA $110 total
Nov 30 - Dec 1
includes taxes & fees
8.8/10 Excellent! (3,597 reviews)
"Difficult to locate entrance, find parking, transport baggage, no overview of property and amenities, guide for TV listings is archaic."
Reviewed on Oct 31, 2026
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Nov 8 to Nov 9
CA $134
CA $161 total
Nov 8 - Nov 9
includes taxes & fees
Comfort Inn & Suites Ambassador Bridge
2330 Huron Church Rd Windsor ON
Fully refundable
The price is CA $88 per night from Nov 22 to Nov 23
CA $88
CA $106 total
Nov 22 - Nov 23
includes taxes & 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.
Stay near popular Sandwich South attractions
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.