Walkerville Vacations from $1,064

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Your Walkerville Vacation

Take the stress and hassle out of organizing your next adventure with a Walkerville vacation package. Take in the sounds and sights of this unique neighborhood and experience all it has to offer. Some popular nearby attractions to see during your trip to Walkerville include Detroit Windsor Tunnel, Caesars Casino and Caesars Windsor. Expedia is here to put your plans into action. Book your perfect Walkerville vacation now.

The Latest Walkerville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
SureStay Plus by Best Western Windsor

SureStay Plus by Best Western Windsor

2.5 out of 5
Remington Park
Price was $1,108, price is now $1,064 per person
$1,064
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Montego Bay (MBJ) to Windsor (YQG)
7.6/10 Good! (1,154 reviews)
Great room, out dated bathroom counter and sink. However rest of room had been upgraded in finishes.

Reviewed on Nov 15, 2025

Hotel STRY

Hotel STRY

2 out of 5
Price was $1,393, price is now $1,263 per person
$1,263
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Montego Bay (MBJ) to Windsor (YQG)
9.8/10 Exceptional! (20 reviews)
Absoultely enjoyed our stay. Sucess is always based on attention to details, in any business, and every detail here is well thought out. Look forward to many more visits.

Reviewed on Oct 10, 2025

Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
South Cameron
Price was $1,257, price is now $1,183 per person
$1,183
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Montego Bay (MBJ) to Windsor (YQG)
8.8/10 Excellent! (1,018 reviews)
Nice and clean. Friendly and welcoming staff. Great breakfast. The only place I will be staying in future visits to Windsor. Highly recommend. JN

Reviewed on Nov 11, 2025

Windsor Manor

Windsor Manor

4 out of 5
City Centre
Price was $1,126, price is now $1,072 per person
$1,072
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Montego Bay (MBJ) to Windsor (YQG)
No reviews
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
South Cameron
Price was $1,156, price is now $1,112 per person
$1,112
per person
Dec 27 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Montego Bay (MBJ) to Windsor (YQG)
7.8/10 Good! (1,018 reviews)
Nice,clean,quiet, and comfortable bed

Reviewed on Nov 13, 2025

Where to stay in Walkerville

Find the best Walkerville areas and neighborhoods for the activities you enjoy most. Learn more about Walkerville
Windsor featuring signage

Downtown Windsor

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Windsor, Detroit Windsor Tunnel and Chrysler Theatre are top sights worth seeing.

Find hotels in Downtown Windsor

Walkerville Hotel Deals

Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast

3.5 out of 5
1104 Monmouth Road, Windsor, ON
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $101 total per night from Nov 16 to Nov 17
$101 total
Nov 16 - Nov 17
Total with taxes and fees
9.4/10 Exceptional! (369 reviews)
Friendliest hosts! Clean room and wonderful breakfast! Love this place. Thanks for a great stay.

Reviewed on Nov 7, 2025

Ye Olde Walkerville Bed & Breakfast
Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests

Windsor ON
$192 nightly
The price is $216 total per night from Nov 16 to Nov 17
$216 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (10 reviews)
Had a great time, gorgeous home, highly recommend

Reviewed on Sep 14, 2025

Steps to Caesars, Riverfront & Dining! Hot Tub Add-On, Sleeps 9 Guests
The Hipster House

The Hipster House

Windsor
9.4/10 Exceptional! (23 reviews)
This stay was wonderful and extremely cozy! The property was clean, tidy and comfortable. The kitchen and dining space was excellent. The front and back patios were great for spending time outside. I really enjoyed my stay here, i would definitely book again. The host was very accommodating and the ...

Reviewed on Oct 20, 2025

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The Hipster House
See all 292 properties in Walkerville
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.
All Inclusive Vacations
All Inclusive Vacations
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Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Walkerville

Willistead Manor featuring a house, heritage elements and autumn leaves

Willistead Manor

You can learn about the history of Windsor when you stop by Willistead Manor. Stroll along the riverfront or visit the casinos in this vibrant area.

Willistead Manor

Olde Walkerville Neighborhood

Enjoy a stop at Olde Walkerville Neighborhood, an entertaining place to visit in Windsor. Discover the acclaimed theater scene and casinos in this vibrant area.

Olde Walkerville Neighborhood

Walkerville Brewery

You can take time to visit Walkerville Brewery during your travels to Windsor.

Walkerville Brewery

Things to do

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

$68
per adult
Roasting Experience at 14th Coffee Co
Fun Sushi Making Class With Local Chef in Detroit

Fun Sushi Making Class With Local Chef in Detroit

$75
per adult
Fun Sushi Making Class With Local Chef in Detroit
Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure

Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure

$70
per adult
Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure
See all activities in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.