Chesterfield Vacation Packages
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Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Saint John's Resort
Price was CA $1,161, price is now CA $979 per person
CA $979
per person
Apr 24 - Apr 26
found 3 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
9.6/10 Exceptional! (1,004 reviews)
The grounds are beautiful even in the winter. The interior gorgeous the staff was welcoming, friendly and very helpful. The rooms were spotless, spacious and inviting.
The event space was set up very well and everyone was accommodating when we wanted to move a thing or two. The Celebration dinner started right on time, the staff was wonderful and the food was great.
A special thank you to the pastry chef who made my dad's favorite carrot cake with white chocolate decorations even when it was not on the menu.
My entire family was grateful for such a special event being cared for like it was the staffs own family
Thank you for making our Dads celebration of life dinner so special.
Reviewed on Feb 26, 2026
DoubleTree by Hilton Detroit - Dearborn
Warrendale
Price was CA $1,090, price is now CA $928 per person
CA $928
per person
May 14 - May 18
found 18 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
7.8/10 Good! (1,001 reviews)
The cookies were the best. Warm.
Reviewed on Dec 23, 2025
Hollywood Casino at Greektown
Downtown Detroit
Price was CA $1,025, price is now CA $908 per person
CA $908
per person
Apr 24 - Apr 26
found 3 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Detroit (DTW)
8.6/10 Excellent! (4,805 reviews)
Great place. Lean rooms friendly staff
Reviewed on Feb 28, 2026
Chesterfield Hotel Deals
Hampton Inn & Suites Detroit/Chesterfield Township
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Mar 9 to Mar 10
CA $139
CA $153 total
Mar 9 - Mar 10
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Yes
Reviewed on Feb 28, 2026
Tru by Hilton Chesterfield Township Detroit
45301 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Mar 15 to Mar 16
CA $109
CA $121 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (400 reviews)
Amazing and clean.
Reviewed on Feb 25, 2026
TownePlace Suites by Marriott Chesterfield
45255 Marketplace Blvd., Chesterfield New Baltimore MI
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Mar 15 to Mar 16
CA $166
CA $184 total
Mar 15 - Mar 16
includes taxes & fees
9.4/10 Exceptional! (165 reviews)
Clean room and Bathroom facilities.
Reviewed on Feb 14, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
