Downtown Windsor Vacations from $314
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The Latest Downtown Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- American Inn and Suites Dundee
Sep 18 - Sep 21American Inn and Suites Dundee + Flight
Dundee3 nights2.0 star property6.8/10 - (1,009 reviews)"The rooms and different amenities needs updated. It’s also a hotel where people actually live there. Not good at all. Also no hot breakfast"Reviewed July 27, 2026Roundtrip • New York (NYC) - Detroit (DTW)JFK - DTW • Nonstop DTW - JFK • Nonstop$420$314found 3 hours agoper traveler - Saint John's Resort
Sep 17 - Sep 20Saint John's Resort + Flight
Plymouth3 nights4.0 star property9.6/10 - Exceptional (1,007 reviews)Roundtrip • Atlanta (ATL) - Detroit (DTW)ATL - DTW • Nonstop DTW - ATL • Nonstop$1,052$543found 1 day agoper traveler - Trumbull and Porter Hotel
Aug 27 - Aug 31Trumbull and Porter Hotel + Flight
Corktown4 nights3.5 star property8.4/10 - Very Good (1,200 reviews)"Not sure about the food situation. Breakfast cost money when it was only a box lunch. Restaurant was never open. The bar was open but so so on the drinks. The staff was excellent. No complaints with them."Reviewed July 27, 2026Roundtrip • Atlanta (ATL) - Detroit (DTW)ATL - DTW • Nonstop DTW - ATL • Nonstop - The Townsend Hotel
Sep 4 - Sep 6The Townsend Hotel + Flight
Birmingham2 nights4.0 star property9.2/10 - Wonderful (775 reviews)Roundtrip • Atlanta (ATL) - Detroit (DTW)ATL - DTW • Nonstop DTW - ATL • Nonstop - Daxton Hotel Birmingham, Curio Collection by Hilton
Sep 17 - Sep 21Daxton Hotel Birmingham, Curio Collection by Hilton + Flight
Birmingham4 nights4.0 star property9.2/10 - Wonderful (602 reviews)Roundtrip • Atlanta (ATL) - Detroit (DTW)ATL - DTW • Nonstop DTW - ATL • Nonstop
Discover the most popular places to visit in Downtown Windsor
What to do near Downtown Windsor
Detroit Tigers Baseball Game at Comerica Park
$28
per adult
0% of travelers recommend
Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure
$70
per adult
0% of travelers recommend
Best Downtown Detroit Historical Walking Tour
$95
per adult
0% of travelers recommend
Downtown Windsor Hotel Deals
Holiday Inn Express Windsor Waterfront by IHG
Holiday Inn Express Windsor Waterfront by IHG2.5 star property
Downtown Windsor
8.8 out of 10, Excellent, (1,409 reviews)
8.8/10
Excellent
(1,409 reviews)
"Excellent breakfast and location. Parking is paid"
$89 nightly
The price is $106
$106 total
Aug 12 - Aug 13
Total with taxes and fees
Four Points by Sheraton Windsor Downtown
Four Points by Sheraton Windsor Downtown3.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (945 reviews)
8.6/10
Excellent
(945 reviews)
$97 nightly
The price is $116
$116 total
Aug 3 - Aug 4
Total with taxes and fees
Best Western Plus Waterfront Hotel
Best Western Plus Waterfront Hotel2.5 star property
Downtown Windsor
8.2 out of 10, Very Good, (1,138 reviews)
8.2/10
Very Good
(1,138 reviews)
$90 nightly
The price is $108
$108 total
Jul 30 - Jul 31
Total with taxes and fees
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & Suites4.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (1,128 reviews)
9.2/10
Wonderful
(1,128 reviews)
$104 nightly
The price is $124
$124 total
Aug 4 - Aug 5
Total with taxes and fees
Quality Inn & Suites Downtown Windsor
Quality Inn & Suites Downtown Windsor2.5 star property
Downtown Windsor
8.4 out of 10, Very Good, (1,012 reviews)
8.4/10
Very Good
(1,012 reviews)
"I think the breakfast will be better and more options."
$82 nightly
The price is $98
$98 total
Aug 9 - Aug 10
Total with taxes and fees
TownePlace Suites by Marriott Windsor
TownePlace Suites by Marriott Windsor3.0 star property
Downtown Windsor
9.2 out of 10, Wonderful, (773 reviews)
9.2/10
Wonderful
(773 reviews)
$111 nightly
The price is $133
$133 total
Aug 3 - Aug 4
Total with taxes and fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination4.0 star property
Downtown Windsor
8.6 out of 10, Excellent, (3,339 reviews)
8.6/10
Excellent
(3,339 reviews)
"The pool was dirty. I couldn't see the bottom. It needed to be well cleaned. The other reason for a 2 star is I ordered a ginger ale and I took one big sip. It was nasty. Burned a bit going down, left mouth dry. Mentioned to waitress, she said it's not diet, will get another from different dispenser. I said no thanks. The next day and four days after I was really sick. Stomach problems and frequent trips to bathroom. Pop dispensers need to be cleaned regularly."
$71 nightly
The price is $85
$85 total
Aug 3 - Aug 4
Total with taxes and fees
9.6 out of 10, Exceptional, (1,767 reviews)
9.6/10
Exceptional
(1,767 reviews)
"Really helpful and friendly staff, room was spotless and comfy. Will stay again."
$96 nightly
The price is $115
$115 total
Jul 29 - Jul 30
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.