Town of Essex Holidays

Photo by Bailey Deziel

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Where to stay in Town of Essex

Find the best Town of Essex areas and neighborhoods for the activities you enjoy most. Learn more about Town of Essex
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Essex

9 out of top 10 points of interest in this area

If you're spending some time in Essex, Cooper's Hawk Vineyards and Oxley Estate Winery are top sights worth seeing.

Find hotels in Essex

Top hotels in Town of Essex

Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
The price is S$192 per night from 1 Sept to 2 Sept
S$192
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (3,015 reviews)
"Nice spacious room with a great view. There’s some great dining options on the property. Spagos was great. Celebrated my 50th birthday."

Reviewed on 14 Aug, 2025

Caesars Windsor
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
The price is S$181 per night from 18 Aug to 19 Aug
S$181
18 Aug - 19 Aug
includes taxes & fees
8/10 Very Good! (1,005 reviews)
"There was some mold in the closet , itried to get an extra pillow but decided against it when i saw the mold, and the barth tub had some kind of dark stains , not quit sure what it was ? apart from that my stay was ok, I will stay again in a diffrent room.thank you"

Reviewed on 15 Aug, 2025

Best Western Plus Waterfront Hotel
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
The price is S$148 per night from 21 Aug to 22 Aug
S$148
21 Aug - 22 Aug
includes taxes & fees
8.6/10 Excellent! (1,291 reviews)
"Staff and location"

Reviewed on 14 Aug, 2025

Holiday Inn Express Windsor Waterfront by IHG
See all 522 properties in Town of Essex
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.

What to do in Town of Essex

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

S$89
per adult
Roasting Experience at 14th Coffee Co
1-Year Windsor Essex Barrels Bottles and Brews Trail

1-Year Windsor Essex Barrels Bottles and Brews Trail

S$70
per adult
1-Year Windsor Essex Barrels Bottles and Brews Trail
7-Day Windsor Essex Barrels Bottles and Brews Trail

7-Day Windsor Essex Barrels Bottles and Brews Trail

S$37
per adult
7-Day Windsor Essex Barrels Bottles and Brews Trail
See all activities in Town of Essex

Frequently asked questions

How much does a Town of Essex holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Town of Essex costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Town of Essex?
The off-season is the best time to head to Town of Essex if you're trying to keep costs down. Another tip for scoring cheap Town of Essex holiday packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Town of Essex?
With a well-planned itinerary, you can easily hit the main Town of Essex attractions in a few days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Town of Essex holiday for longer.
How to find the best Town of Essex package deals?
Use Expedia's filter tool to find some of the best Town of Essex package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Town of Essex package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Town of Essex holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking hotels and flights separately. Better still, you can customise your Town of Essex trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Town of Essex?
Secure incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Town of Essex trip.
How to plan a trip to Town of Essex?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Town of Essex.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Town of Essex. Then, select a property that works with your budget, whether that's an economical stay or a more upscale retreat.
  3. Decide how long to go for: Now that you're more familiar with Town of Essex, you can work out the perfect length of your holiday. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Town of Essex holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.