Hotels in Maidstone
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Maidstone?
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG2.5 star property
11.1 km from Maidstone
9.4 out of 10, Exceptional, (904)
9.4/10
Exceptional
(904)
The price is $83
$83
$100 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SureStay Plus by Best Western Windsor
SureStay Plus by Best Western Windsor2.5 star property
13.7 km from Maidstone
7.8 out of 10, Good, (1151)
7.8/10
Good
(1151)
The price is $59
$59
$71 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Caesars Windsor - A Caesars Rewards Destination
Caesars Windsor - A Caesars Rewards Destination4.0 star property
17.3 km from Maidstone
8.6 out of 10, Excellent, (3168)
8.6/10
Excellent
(3168)
The price is $111
$111
$154 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Towneplace Suites By Marriott Tecumseh Windsor
Towneplace Suites By Marriott Tecumseh Windsor2.0 star property
10.6 km from Maidstone
8.8 out of 10, Excellent, (5)
8.8/10
Excellent
(5)
The price is $118
$118
$133 total
includes taxes & fees
Jan 1 - Jan 2, 2026
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & Suites4.0 star property
17.7 km from Maidstone
9.2 out of 10, Wonderful, (1046)
9.2/10
Wonderful
(1046)
The price is $113
$113
$136 total
includes taxes & fees
Jan 1 - Jan 2, 2026
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
The price is $74
$74
$89 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Best Western Plus Waterfront Hotel
Best Western Plus Waterfront Hotel2.5 star property
17.6 km from Maidstone
8.2 out of 10, Very Good, (1006)
8.2/10
Very Good
(1006)
The price is $68
$68
$81 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.2 out of 10, Wonderful, (22)
9.2/10
Wonderful
(22)
The price is $100
$100
$120 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Super 8 by Wyndham Ambassador Bridge Windsor ON
Super 8 by Wyndham Ambassador Bridge Windsor ON2.0 star property
15.2 km from Maidstone
7.6 out of 10, Good, (1000)
7.6/10
Good
(1000)
The price is $62
$62
$74 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.6 out of 10, Exceptional, (1769)
9.6/10
Exceptional
(1769)
The price is $102
$102
$123 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Windsor Waterfront by IHG
Holiday Inn Express Windsor Waterfront by IHG2.5 star property
17.5 km from Maidstone
8.6 out of 10, Excellent, (1382)
8.6/10
Excellent
(1382)
The price is $111
$111
$133 total
includes taxes & fees
Dec 28 - Dec 29
7.0 out of 10, Good, (1001)
7.0/10
Good
(1001)
The price is $52
$52
$62 total
includes taxes & fees
Jan 1 - Jan 2, 2026
7.4 out of 10, Good, (770)
7.4/10
Good
(770)
The price is $60
$60
$72 total
includes taxes & fees
Dec 26 - Dec 27
8.4 out of 10, Very Good, (585)
8.4/10
Very Good
(585)
The price is $63
$63
$75 total
includes taxes & fees
Dec 26 - Dec 27
The price is $61
$61
$304 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Comfort Inn & Suites Ambassador Bridge
Comfort Inn & Suites Ambassador Bridge2.5 star property
15 km from Maidstone
8.0 out of 10, Very Good, (1109)
8.0/10
Very Good
(1109)
The price is $72
$72
$89 total
includes taxes & fees
Dec 30 - Dec 31
7.4 out of 10, Good, (1077)
7.4/10
Good
(1077)
The price is $54
$54
$65 total
includes taxes & fees
Jan 1 - Jan 2, 2026
9.6 out of 10, Exceptional, (153)
9.6/10
Exceptional
(153)
The price is $105
$105
$128 total
includes taxes & fees
Dec 27 - Dec 28
9.4 out of 10, Exceptional, (465)
9.4/10
Exceptional
(465)
The price is $105
$105
$126 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Super 8 by Wyndham Windsor/Dougall
Super 8 by Wyndham Windsor/Dougall2.0 star property
14 km from Maidstone
8.0 out of 10, Very Good, (1003)
8.0/10
Very Good
(1003)
The price is $63
$63
$75 total
includes taxes & fees
Jan 1 - Jan 2, 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.
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.
Check out reviews of Maidstone hotels guests love
DoubleTree by Hilton Windsor Hotel & Suites
10/10 Excellent
"Helpful staff, friendly, very clean "
Hampton Inn & Suites by Hilton Windsor
10/10 Excellent
"Friendly and helpful staff at check-in clean and modern rooms."
Lexington Inn & Suites Windsor
10/10 Excellent
"Very pleasant comfortable place.
Front desk friendly. A bit dated but very clean. Typical continental breakfast included "
Hyatt Place Windsor
10/10 Excellent
"Very clean & very friendly staff"
Stonecroft Inn
10/10 Excellent
"Very friendly at check in! Room is clean!"
Caesars Windsor - A Caesars Rewards Destination
10/10 Excellent
"Clean room"
Holiday Inn & Suites Windsor Ambassador Bridge by IHG
10/10 Excellent
"Very friendly staff, quick check in, very convenient, and clean sheets. "
Holiday Inn Express Windsor Waterfront by IHG
10/10 Excellent
"The room was immaculate and bigger than anticipated Loved everything about Holiday Inn Express. Service was very friendly from check in to check out"
Comfort Inn & Suites Ambassador Bridge
10/10 Excellent
"Breakfast is ok (and the parking is convenient)"
Find out more about Maidstone