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Top hotels in Maidstone

Stonecroft Inn

Stonecroft Inn

3 out of 5
3032 Dougall Ave Windsor ON
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from Apr 27 to Apr 28
$114 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...
Literally the best place I stayed on my vacation. Stonecroft Inn is how hotels USED to be. It’s clean, well maintained and the staff are lovely. I would 10/10 stay here again and I was sad to leave and move on to my next trip location.

Reviewed on Apr 25, 2026

Opens in a new windowStonecroft Inn
Hyatt Place Windsor

Hyatt Place Windsor

3 out of 5
2080 Huron Church Rd Windsor ON
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $141 total per night from May 3 to May 4
$141 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. A business center, ...
Beautiful hotel. Clean room. Kids loved the pool. Breakfast was 10/10 - pancakes, eggs, sausage the works.

Reviewed on Apr 25, 2026

Opens in a new windowHyatt Place Windsor
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

4 out of 5
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $104 total per night from May 10 to May 11
$104 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
We always stay here when we come to Windsor. We have eaten at the Riverside restaurant several times for dinner and breakfast and the food is excellent as usual and priced well. The staff at the restaurant and front desk are friendly and helpful. The hotel and restaurant are clean and well maintained. ...

Reviewed on Apr 24, 2026

Opens in a new windowDoubleTree by Hilton Windsor Hotel & Suites
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road Windsor ON
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from May 3 to May 4
$114 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Break fast was mediocre

Reviewed on Apr 25, 2026

Opens in a new windowHampton Inn & Suites by Hilton Windsor
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
$132 nightly
The price is $158 total per night from Apr 27 to Apr 28
$158 total
Apr 27 - Apr 28
Total with taxes and fees
A casino, 6 restaurants, and an indoor pool are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public ...
Great stay

Reviewed on Apr 25, 2026

Opens in a new windowCaesars Windsor - A Caesars Rewards Destination
Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown

3 out of 5
430 Ouellette Ave Windsor ON
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $124 total per night from May 3 to May 4
$124 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Staff at the front desk was super helpful.

Reviewed on Apr 25, 2026

Opens in a new windowFour Points by Sheraton Windsor Downtown
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East Windsor ON
Fully refundable
$105 nightly
The price is $126 total per night from May 3 to May 4
$126 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
The location was convenient as we were in town for a swim competition and the hotel was 5mins walk from the Aquatic Centre. The room we stayed in was comfortable and clean. The hotel is not a new hotel but the rooms look recently updated. The breakfast is one of the reasons we booked this hotel and ...

Reviewed on Apr 24, 2026

Opens in a new windowHoliday Inn Express Windsor Waterfront by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Apr 27 to Apr 28
$92 total
Apr 27 - Apr 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a gym on ...
Very nice

Reviewed on Apr 25, 2026

Opens in a new windowBest Western Plus Waterfront Hotel
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd Windsor ON
Fully refundable
$62 nightly
The price is $74 total per night from May 24 to May 25
$74 total
May 24 - May 25
Total with taxes and fees
A 24-hour gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public ...
Great stay and great staff!

Reviewed on Apr 22, 2026

Opens in a new windowComfort Inn & Suites Ambassador Bridge
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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.

Maidstone Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Maidstone area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Maidstone to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Maidstone are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

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