Windsor Holidays from £543

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Your Windsor Holiday

When you book a holiday package to Windsor, all the organising is taken care of beforehand. This gives you more time to discover some of the best things about this riverfront city, such as its cosmopolitan vibe, diversity and friendly locals. You'll want to sightsee during your trip to Windsor. Carve out some time for big-name attractions such as Detroit Windsor Tunnel, Caesars Casino and Caesars Windsor. Expedia is here to help you escape your routine. Tailor your holiday to Windsor to suit your travel style, whatever that may look like.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Skye Hotel Ridgetown

Skye Hotel Ridgetown

£543
per person
1 Oct - 6 Oct
found 11 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
9/10 Wonderful! (2 reviews)
Nice hotel

Reviewed on 11 Aug 2026

Comfort Inn Chatham

Comfort Inn Chatham

£610
per person
1 Oct - 6 Oct
found 11 hours ago
Return direct flight included
Manchester (MAN) to Windsor (YQG)
8.8/10 Excellent! (971 reviews)

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
A city skyline at dusk with illuminated buildings reflecting on the water.

Downtown Windsor

3 out of top 10 points of interest in this area

While visiting Downtown Windsor, you might make a stop by sights like Detroit Windsor Tunnel and Chrysler Theatre.

Find hotels in Downtown Windsor
A city skyline with tall buildings and a body of water in the foreground.

City Centre

2 out of top 10 points of interest in this area

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

Find hotels in City Centre
A historic stone building with a red roof, surrounded by trees and a Canadian flag.

Walkerville

If you're spending some time in Walkerville, Willistead Manor and Olde Walkerville Neighborhood are top sights worth seeing.

Find hotels in Walkerville
A park with autumn foliage, a pathway, and a tall building in the background.

Bridgeview

1 out of top 10 points of interest in this area

If you're spending some time in Bridgeview, Odette Sculpture Park Walking Trail Trailhead and Ray Battagello Riverwalk Trailhead are top sights worth seeing.

Find hotels in Bridgeview
A silhouette of a person on a bicycle with a box on the back, walking on a road during sunset with a bridge in the background.

South Central

Though South Central may not have many top sights, you can venture to the surrounding area to see attractions like Detroit Windsor Tunnel and Caesars Casino.

Find hotels in South Central

Things to do in Windsor

Windsor offers a delightful blend of activities perfect for romantic getaways, family holidays, or city explorations. Enjoy educational experiences, captivating theatre productions, and a thrilling water park. Don't miss the chance to explore the fantastic Legoland Windsor for an unforgettable staycation that delights visitors of all ages.

Shopping

Windsor offers a delightful shopping experience with Devonshire Mall, a bustling centre filled with entertainment and family vibes. If you're up for a drive, the nearby Lakeside Shopping Centre features a variety of shops and dining options, perfect for unique gifts and souvenirs.

Recreation

Experience a round at the Ambassador Golf Club, where you can enjoy the lush greens and outdoor atmosphere. For a cultural evening, catch a performance at Chrysler Theatre, offering a blend of romance and entertainment. Alternatively, unwind with a film at Landmark Cinemas Windsor, perfect for family outings.

Adventure

At Adventure Bay Family Water Park in Windsor, enjoy thrilling water slides and wave pools, perfect for family fun. Explore the scenic Mic Mac Park Walking Trails for a refreshing hike through nature. Alternatively, discover the beautiful East Riverside Park Trails, offering picturesque views and outdoor adventure.

Nightlife

Windsor's nightlife offers vibrant experiences along Ouellette Avenue, featuring lively bars and clubs like The Loop and The Windsor Beer Exchange. Enjoy live music, dance the night away, or relax in a pub atmosphere. The waterfront also hosts charming spots for evening strolls and gatherings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Windsor

Windsor, Ontario, offers a delightful mix of romantic escapes, urban experiences, and family-friendly activities. Visitors can explore captivating attractions like Windsor Castle, Windsor Great Park, Royal Windsor, and Windsor Racecourse. With its vibrant streets, urban parks, and entertainment venues, Windsor is perfect for those seeking outdoor adventures or city-themed outings. Enjoy the charm of this lovely city, ensuring a memorable holiday experience for every traveller.

  • Detroit Windsor Tunnel: Experience the unique thrill of crossing the Detroit Windsor Tunnel, an underground route connecting Canada and the USA. This bustling street captures the vibrant city atmosphere, with its lively surroundings showcasing the local culture and energy.
  • Ambassador Bridge: As an iconic symbol of cross-border connection, the Ambassador Bridge offers rich cultural significance. Stroll along this historic bridge, where you can appreciate its architectural beauty and the stunning views of the Detroit River, embodying the spirit of friendship between nations.
  • University of Windsor: Visit this esteemed institution, known for its lush campus and historical significance. The University of Windsor is not only a hub for education but also a centre for cultural events, making it a vibrant spot for art and community engagement.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.3°F (-3.7°C)Light RainMostly CloudySlightly LowSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudySlightly LowSlightly Low
March36.3°F (2.4°C)Light RainMostly CloudyAverageSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
May59.4°F (15.2°C)Light RainMostly SunnySlightly HighAverage
June68.9°F (20.5°C)Light RainMostly SunnyAverageSlightly High
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
August72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
September66.6°F (19.2°C)Light RainMostly SunnyAverageSlightly High
October54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
November41.9°F (5.5°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Tips to save on your trip to Windsor

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Windsor during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Windsor Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Windsor Airport (YQG)
Population
278,000
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Adventure Bay Family Water Park, Walkerville Brewery and Chrysler Theatre

Top hotels in Windsor

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON
£60
17 Aug - 18 Aug
includes taxes & fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
£85
20 Aug - 21 Aug
includes taxes & fees
8.4/10 Very good! (1,182 reviews)
"I didn't like the parking fee"

Reviewed on 13 Aug 2026

Best Western Plus Waterfront Hotel
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON
Fully refundable
£88
1 Sept - 2 Sept
includes taxes & fees
Holiday Inn Express Windsor Waterfront by IHG
See all 436 properties in Windsor
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.
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Stay near popular Windsor attractions

A nighttime view of a hotel with a moon in the sky, a waterfall, and illuminated steps leading to the building.
Photo by Daniel J Bellyk

Caesars Casino

8.4/10 (1,170 reviews)
This glittering riverside casino features 100,000 square feet of gaming space with over 2,500 slot machines. Reserve tickets to The Colosseum where international performers take the 5,000-seat stage.
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A Gothic-style church with a tall tower and pointed arches.

University of Windsor

8.0/10 (526 reviews)
This riverside campus blends historic architecture with modern facilities along the Detroit River. Explore public lectures, art exhibitions, and cultural events year-round at this comprehensive Canadian university.
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A nighttime view of a large suspension bridge with lights reflecting on the water.

Ambassador Bridge

8.2/10 (577 reviews)
This iconic international suspension bridge carries 25% of all US-Canada trade across the Detroit River. Travellers enjoy spectacular views of both Detroit and Windsor skylines during the brief but memorable crossing.
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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 offers panoramic views of Detroit's skyline alongside a collection of contemporary sculptures. Stroll the waterfront trail at sunset or enjoy seasonal festivals in this urban oasis.
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Detroit Windsor Tunnel

8.0/10 (1,568 reviews)
This underwater crossing connects Detroit, Michigan to Windsor, Ontario beneath the Detroit River. Experience a seamless border transition through one of the few subaquatic international tunnels in the world.
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Adventure Bay Family Water Park

7.6/10 (164 reviews)
Adventure Bay Family Water Park offers 35,000 square feet of aquatic thrills including water slides, a wave pool, and a FlowRider surf simulator. Visit weekday mornings for shorter wait times at this Windsor attraction.
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Devonshire Mall

8.4/10 (475 reviews)
Windsor's largest shopping destination houses over 168 stores and a 12-screen Cineplex Odeon. Browse major retailers, refuel at the diverse food court, or catch a film for a complete retail experience.
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Windsor Family Credit Union Centre

7.4/10 (84 reviews)
Catch an event at Windsor Family Credit Union Centre during your trip to Windsor. Stroll along the riverfront or experience the great live music in this vibrant area.
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What to do in Windsor

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

£51
per adult
Roasting Experience at 14th Coffee Co
See all activities in Windsor

Frequently asked questions

Why should I book my Windsor holiday with Expedia?
Choose Expedia to plan your next big adventure simply and all in one place. Our top tip for bagging a great deal on a Windsor retreat? Bundle your hotel, flights and/or hire car into a package holiday. Then throw in a few fun tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel plans. Round-the-clock help with cancelling and changing your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Windsor?
If you enjoy the excitement that comes with peak season, head to Windsor in May, July and August. If you're looking for a calmer vibe, December, January and February will suit you better. To give you an idea of the type of weather you can experience, the daytime average temperature in January, the coolest time of year in Windsor, is -3ºC. The warmest period here is July, when temperatures average 23ºC.
What are the top hotels for my holiday in Windsor?
If you're thinking of staying in the Walkerville neighbourhood, Best Western Plus Waterfront Hotel and Super 8 by Wyndham Windsor/Dougall are in-demand options. East Windsor is also a favourite Windsor area. We recommend Hampton Inn & Suites by Hilton Windsor or Caesars Windsor if you choose this end of town.
How do I get a cheap holiday to Windsor?
Combine your flights and hotels, throw in extras such as tours, and save with a Windsor holiday. You won't just score wonderful discounts on your escape — you'll have plenty of choice at your fingertips too. When you book with Expedia, you'll have your pick of over 400 air carriers and 321,000 properties globally. Your next epic adventure starts right here, right now! Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Windsor holiday?
Make sure your next holiday in Windsor is one to remember by checking out its top attractions. Detroit Windsor Tunnel, Caesars Casino, Caesars Windsor and University of Windsor are just some of the things you should see while you're here.
What is the best area to stay in when on holiday in Windsor?
If you plan to check out Detroit Windsor Tunnel, save yourself the hassle of commuting and find somewhere to stay close by. It's one of the best attractions in Windsor.
Do I need a visa for my Windsor holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for holidays or work, will determine if you'll need a visa for Windsor. Also double-check that your passport is up to date and has a minimum of six months validity remaining after the date of your return. Finalise all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Windsor holiday?
Think about the types of activities you'll be doing during your Windsor trip and travel with pieces that you can mix and match. For fashion inspiration or even information on dress codes, browse style blogs or social media accounts. Take a look at the weather forecast so you can pack appropriately. The warmest time of year in Windsor is July, with average daytime temperatures of 23ºC. If you're visiting during the coolest month of January, the mercury averages -3ºC during the day.
What does an Expedia Windsor holiday include?
Flights, hotels and car hires, or any combination of the three — the choice is all yours! Whether you're headed to Windsor on a family road trip or travelling with your friends, there's a bundle to fit every style and budget. Once you've made your booking, why not add on one or two tours or activities? Private holiday homes and apartments are a few of the most popular property types in Windsor. Whatever your holiday style or group size, you can rely on Expedia for the freedom and flexibility to customise your next dream escape.
Does Expedia offer Book Now, Pay Later Windsor holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your next trip. Remember to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying in multiple instalments works for you, pick this option at checkout.
  • No-deposit holidays: Pressing the "book now" button is easier with this payment plan. With no upfront fee for your holiday, you can Book Now, Pay Later and start packing your bags.
Can I choose my airline with a Windsor Expedia holiday?
Yes, the choice is all yours. Expedia has access to more than 400 airlines across the globe, so you can tailor your Windsor holiday according to your needs and budget.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.