Guest Houses in Windsor

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Sep 25 - Sep 27
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Oct 2 - Oct 4
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Oct 16 - Oct 18
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Nov 13 - Nov 15

Guest Houses in Windsor

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
City Centre
$46
$73 total
includes taxes & fees
Oct 13 - Oct 14
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

2. Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG
Downtown Windsor
$100
$120 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Windsor Waterfront by IHG

3. Stonecroft Inn

Stonecroft Inn
South Windsor
$94
$112 total
includes taxes & fees
Sep 15 - Sep 16
Stonecroft Inn

4. Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor
South Cameron
$94
$113 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites by Hilton Windsor

5. DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites
Downtown Windsor
$106
$127 total
includes taxes & fees
Sep 20 - Sep 21
DoubleTree by Hilton Windsor Hotel & Suites

6. Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel
Downtown Windsor
$91
$109 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Waterfront Hotel

7. Hyatt Place Windsor

Hyatt Place Windsor
South Cameron
$110
$131 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place Windsor

8. Four Points by Sheraton Windsor Downtown

Four Points by Sheraton Windsor Downtown
Downtown Windsor
$99
$118 total
includes taxes & fees
Sep 20 - Sep 21
Four Points by Sheraton Windsor Downtown

9. Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge
South Cameron
$63
$76 total
includes taxes & fees
Oct 11 - Oct 12
Comfort Inn & Suites Ambassador Bridge

10. TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor
Downtown Windsor
$110
$135 total
includes taxes & fees
Sep 20 - Sep 21
TownePlace Suites by Marriott Windsor

11. Quality Inn & Suites Downtown Windsor

Quality Inn & Suites Downtown Windsor
Downtown Windsor
$76
$90 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn & Suites Downtown Windsor

12. Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall
Remington Park
$65
$78 total
includes taxes & fees
Sep 15 - Sep 16
Super 8 by Wyndham Windsor/Dougall

13. Kenora Motel

Kenora Motel
South Cameron
$58
$69 total
includes taxes & fees
Sep 15 - Sep 16
Kenora Motel

14. Holiday Inn & Suites Windsor Ambassador Bridge by IHG

Holiday Inn & Suites Windsor Ambassador Bridge by IHG
Sandwich
$67
$83 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn & Suites Windsor Ambassador Bridge by IHG

15. SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor
Remington Park
$61
$73 total
includes taxes & fees
Oct 1 - Oct 2
SureStay Plus by Best Western Windsor

16. Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor
Devonshire
$52
$62 total
includes taxes & fees
Sep 16 - Sep 17
Lexington Inn & Suites Windsor

17. Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast
Walkerville
$91
$109 total
includes taxes & fees
Sep 15 - Sep 16
Ye Olde Walkerville Bed & Breakfast

18. Sandwich Boutique Hotel

Sandwich Boutique Hotel
Sandwich
$86
$103 total
includes taxes & fees
Sep 28 - Sep 29
Sandwich Boutique Hotel

19. Comfort Inn Windsor

Comfort Inn Windsor
South Windsor
$72
$87 total
includes taxes & fees
Oct 11 - Oct 12
Comfort Inn Windsor

20. Towne and Country Motel

Towne and Country Motel
Remington Park
$50
$60 total
includes taxes & fees
Sep 15 - Sep 16
Towne and Country Motel
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Top neighborhoods in Windsor

Downtown Windsor

Downtown Windsor delivers an entertainment punch with the glittering Caesars Windsor casino and vibrant nightlife scene. The scenic riverfront trail offers spectacular views of Detroit's skyline, while cultural spots like the Art Gallery of Windsor and Capitol Theatre add artistic flair. Dieppe Gardens provides a peaceful retreat from the action when you need a breather. Diverse dining options range from ethnic eateries to casino restaurants that stay open late for night owls. Getting around is simple with walkable streets, bike lanes along the riverfront, and regular bus service throughout downtown. Most attractions sit within easy reach of hotels clustered near the entertainment district.

Walkerville

Heritage precinct with large houses, wide streets, and abundant greenery, Walkerville boasts attractions like Willistead Manor, the Via Rail station, and the recently reopened Old Walkerville Theatre.

Riverside

Riverside serves up pure Canadian suburban charm with a side of spectacular Detroit skyline views. Stroll the peaceful walking paths along the Detroit River or catch a game at Windsor Family Credit Union Centre. Kids can blow off steam at the playground while you snap skyline photos. Discover pocket parks tucked between mid-century bungalows and leafy streets that feel miles away from tourist crowds. This quiet residential neighborhood offers a handful of family-run restaurants serving comfort food at reasonable prices. Getting around requires a car or rideshare as public transit is limited. What Riverside lacks in nightlife it makes up for with genuine local atmosphere and river breezes that carry the scent of water and mature trees.

South Windsor

South Windsor offers a peaceful retreat from Windsor's busy center, with family-friendly green spaces perfect for recharging. The Recreation Complex delivers walking trails and sports courts that locals love, while Oakwood Community Park provides playgrounds and leafy spots for afternoon picnics. This suburban haven feels worlds away from downtown, but you're still just a short drive from Windsor's main attractions. Dining options include casual family restaurants and familiar chains along the main roads. You'll need a car to get around this spread-out neighborhood, but the payoff is ample parking and lower accommodation prices. Budget-friendly hotels and vacation rentals make South Windsor an economical base for exploring the greater Windsor region.

City Centre

Windsor's City Centre buzzes with urban energy along the Detroit River. The iconic Caesars Windsor casino lights up the skyline while the waterfront promenade offers stunning views of Detroit across the water. Culture seekers can explore Chrysler Theatre and Windsor Community Museum, or families can splash at Adventure Bay Family Water Park. Parks and walkways provide peaceful spots to recharge between adventures. Dining options range from upscale steakhouses to casual pubs, many with scenic waterfront patios. Business hotels and casino accommodations offer comfortable places to stay, while the Detroit Windsor Tunnel makes exploring both cities a breeze. Wide sidewalks and well-maintained paths make this district perfect for walking and taking in river views.

Top landmarks in Windsor

A nighttime view of a large suspension bridge with lights reflecting on the water.

Ambassador Bridge

8.2/10 (577 reviews)
If you're planning a bit of sightseeing head to Ambassador Bridge— just one of the monuments in Sandwich. Our travelers also like this historical area for its riverfront setting.
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A Gothic-style church with a tall tower and pointed arches.

University of Windsor

8.0/10 (526 reviews)
If you'd like to get a taste of Windsor student life, check out University of Windsor in Bridgeview. Our travelers also like this historical area for its riverfront setting.
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A pedestrian walkway beside a river with a bridge in the background.

Windsor Riverfront

10.0/10 (2 reviews)
Windsor Riverfront is worth a pic or two when discovering City Centre.
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Detroit Windsor Tunnel

8.0/10 (1,568 reviews)
If you're planning a bit of sightseeing head to Detroit Windsor Tunnel— just one of the monuments in Downtown Windsor. Our travelers also like this historical area for its riverfront setting.
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Adventure Bay Family Water Park

7.6/10 (164 reviews)
If thrills are what you're after, head to Adventure Bay Family Water Park, located 0.4 mi (0.7 km) from central Windsor. If you have fun at Adventure Bay Family Water Park, you'll love Dieppe Gardens, just a short walk away.
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Devonshire Mall

8.4/10 (475 reviews)
If you want to give your credit card some exercise, head out to Devonshire Mall in Devonshire. Our travelers also like this historical area for its riverfront setting.
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The Colosseum at Caesars Windsor

8.0/10 (257 reviews)
If you want to see a show while you're in town, try and grab some tickets at The Colosseum at Caesars Windsor in Downtown Windsor. Our travelers also like this historical area for its riverfront setting. If you enjoy the show and want to see another, Chrysler Theatre and Capitol Theatre are both a short walk away.
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Windsor Family Credit Union Centre

7.4/10 (84 reviews)
You could catch an event at Windsor Family Credit Union Centre, a stadium in Riverside. Our travelers also like this historical area for its riverfront setting. Windsor has lots of other activities such as Ford Field and Little Caesars Arena.
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Windsor and related destinations

Across the river from Detroit, this vibrant city offers a unique waterfront experience. The Windsor Sculpture Park stretches along the shoreline, providing perfect selfie spots with international art and Detroit's skyline as backdrop. Caesar's Casino entertains without Vegas pretension, while The Colosseum hosts impressive performers. Adventure Bay Family Water Park delivers splashy fun during hot summers. Via Italia serves authentic pasta in family-run establishments with generations-old recipes. The multicultural neighborhoods feature Middle Eastern bakeries and Asian markets worth exploring. Don't miss Dieppe Gardens for a peaceful moment before visiting the Art Gallery of Windsor with its Canadian masterpieces.

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A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

Find out more about Windsor

Windsor is a scenic place known for its restaurants and bars. Take in the local culture of Windsor at The Colosseum at Caesars Windsor and Chrysler Theatre. In the surrounding area, popular sights include Ford Field and Little Caesars Arena.