What is the best budget hotel in Windsor?

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination in 377 Riverside Drive East: rated 8.3/10 from 1,357 Booking.com reviews, with a reference rate of about €91 per night (10–12 Nov 2026, 2 adults). It was the lowest eligible rate among the 7 hotels in our sample.

What is the best value hotel in Windsor?

Stonecroft Inn in 3032 Dougall Avenue. It balances guest feedback (9.1/10 from 874 reviews) against price (about €97 per night).

What is the best luxury hotel in Windsor?

DoubleTree by Hilton Windsor, ON in 333 Riverside Drive West, a 4-star hotel rated 8.5/10 from 556 reviews. No five-star hotel qualified, so this is labelled as an upscale alternative.

Where should I stay in Windsor?

Our three picks are in 377 Riverside Drive East, 3032 Dougall Avenue, 333 Riverside Drive West. Open each hotel on the map to see the neighbourhood before you book.

Are these hotel prices live?

No. They are reference rates for 10–12 Nov 2026, 2 adults and 1 room, checked on Booking.com on 19 Sep 2026. Your price depends on your dates; the booking link shows the current rate.

Home › Canada › Windsor

Canada · 3 hotels · Done

The 3 best hotels in Windsor.

One Budget, one Best Value, one Luxury, chosen from 7 hotels Booking.com returned for the same stay. No endless list: pick your style and book.

BudgetSpend thoughtfully

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Drive East · Windsor · ★★★★

8.31,357 Booking.com reviews
Checked 19 Sep 2026

Lowest eligible reference rate · gym, pool.

Gym
Pool
Restaurant
Free Wi-Fi

€91 / night

Reference rate
10–12 Nov 2026 · 2 adults

Check price & availability ↗

Map ↗Compare with dates

Why this Budget pick

Guest feedback: 8.3/10 from 1,357 guest reviews; joint review-score position 6 of 7 eligible properties in the provider sample.
Budget choice: €91.12 per night was the lowest eligible reference price after reserving the upscale choice.
Price context: €91.12/night versus a sample median of €106.44/night (14% below the median).
Location: Windsor, Windsor. Address: 377 Riverside Drive East. Walking times and distances to attractions have not been verified.

Best ValueThe balanced pick

Stonecroft Inn

3032 Dougall Avenue · Windsor · ★★

9.1874 Booking.com reviews
Checked 19 Sep 2026

9.1/10 with a balanced reference price · free parking, free wi-fi.

Free parking
Free Wi-Fi
Air conditioning

€97 / night

Reference rate
10–12 Nov 2026 · 2 adults

Check price & availability ↗

Map ↗Compare with dates

Why this Best Value pick

Guest feedback: 9.1/10 from 874 guest reviews; joint review-score position 1 of 7 eligible properties in the provider sample.
Best Value choice: balances the guest score, the number of reviews and the reference price; it is not necessarily the cheapest hotel.
Price context: €96.98/night versus a sample median of €106.44/night (9% below the median).
Location: Windsor, Windsor. Address: 3032 Dougall Avenue. Walking times and distances to attractions have not been verified.

Upscale alternativeMake it exceptional

DoubleTree by Hilton Windsor, ON

333 Riverside Drive West · Windsor · ★★★★

8.5556 Booking.com reviews
Checked 19 Sep 2026

Highly rated four-star alternative · gym, pool.

Gym
Pool
Restaurant
Air conditioning

€110 / night

Reference rate
10–12 Nov 2026 · 2 adults

Check price & availability ↗

Map ↗Compare with dates

Why this Upscale alternative pick

Guest feedback: 8.5/10 from 556 guest reviews; joint review-score position 5 of 7 eligible properties in the provider sample.
Luxury choice: 4 stars (official). Five-star hotels are prioritized; a four-star fallback must score at least 8.5.
Price context: €109.50/night versus a sample median of €106.44/night.
Location: Windsor, Windsor. Address: 333 Riverside Drive West. Walking times and distances to attractions have not been verified.

Reference rates for 10–12 Nov 2026, 2 adults, 1 room · Booking.com snapshot 19 Sep 2026. Prices change: always confirm on the booking page. Route between the three on Google Maps ↗

Windsor hotels compared

Pick	Hotel	Area	Stars	Guest score	Ref. price / night
Budget	Caesars Windsor Hotel & Casino - A Caesars Rewards Destination	377 Riverside Drive East	4	8.3 (1,357)	€91
Best Value	Stonecroft Inn	3032 Dougall Avenue	2	9.1 (874)	€97
Upscale alternative	DoubleTree by Hilton Windsor, ON	333 Riverside Drive West	4	8.5 (556)	€110

Questions about hotels in Windsor

What is the best budget hotel in Windsor?: Caesars Windsor Hotel & Casino - A Caesars Rewards Destination in 377 Riverside Drive East: rated 8.3/10 from 1,357 Booking.com reviews, with a reference rate of about €91 per night (10–12 Nov 2026, 2 adults). It was the lowest eligible rate among the 7 hotels in our sample.
What is the best value hotel in Windsor?: Stonecroft Inn in 3032 Dougall Avenue. It balances guest feedback (9.1/10 from 874 reviews) against price (about €97 per night).
What is the best luxury hotel in Windsor?: DoubleTree by Hilton Windsor, ON in 333 Riverside Drive West, a 4-star hotel rated 8.5/10 from 556 reviews. No five-star hotel qualified, so this is labelled as an upscale alternative.
Where should I stay in Windsor?: Our three picks are in 377 Riverside Drive East, 3032 Dougall Avenue, 333 Riverside Drive West. Open each hotel on the map to see the neighbourhood before you book.
Are these hotel prices live?: No. They are reference rates for 10–12 Nov 2026, 2 adults and 1 room, checked on Booking.com on 19 Sep 2026. Your price depends on your dates; the booking link shows the current rate.

How we pick the three

Budget is the lowest eligible reference rate. Best Value balances price and guest score. Luxury prioritises five-star hotels; if none qualify, a four-star rated 8.5+ is labelled as an upscale alternative. Every pick shows its source, review count and the date we checked it. This is a data-based shortlist, not a paid ranking.

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