Essex Holidays

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    Save up to NZ$616 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Our pick of the best Essex Hotel Deals

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Harrow ON
9.8/10 Exceptional! (127 reviews)
As always the cottage was perfect. This is my fifth time renting from Denise and this time we brought friends who also loved the cottage. We ate at a local winery and went to Point Pelee national park. Lovely memories and great place to relax.

Reviewed on 14 Sept 2025

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Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
Lake front escape - a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

Colchester ON
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Lake front escape - a quiet lake front cottage with easy access to the beach
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is NZ$220 per night from 22 Apr to 23 Apr
NZ$220
22 Apr - 23 Apr
includes taxes & fees
8.6/10 Excellent! (3,187 reviews)
Clean

Reviewed on 23 Mar 2026

Caesars Windsor - A Caesars Rewards Destination
See all 537 properties in 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.

Frequently asked questions

How much does an Essex holiday package cost?
From just . Yes, you read that correctly. Our Essex holiday packages are a simple way to make your budget last longer. Bundle your favourite hotels, flights and car rentals and explore this exciting destination.
How do I get a cheap travel package to Essex?
Bundle your flights and hotels, toss in extras such as activities or a rental car, and save with an Essex holiday package. You won't just land impressive discounts on your getaway — you'll have a world of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1 000 000 hotels around the world. Your next affordable adventure begins right here, right now!
Where should I stay in Essex?
With lots to explore in Essex, it makes sense to book a hotel near its attractions. Sprucewood Shores Estate Winery, Coopers Hawk Vineyards and Serenity Lavender Farm are some fascinating ones to put on your itinerary.
How far in advance should I book my Essex holiday?
Reward yourself with the widest variety at the cheapest prices by booking your holiday to Essex early. Air carriers generally release tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Essex travel package include?
From airfares and hotels to car rentals, Expedia can help you craft an Essex package that's perfect for you. Heading off for a while? Check out a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could suit you better. Tours and activities can be added after you've booked. Our holiday packages make it easy to save and plan.
What should I know before booking an Essex travel package?
An Expedia travel package can be customized for your budget and is an easy way to make your hard-earned dollars stretch further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with an Essex Expedia holiday package?
Most definitely. We have access to over 550 airlines globally, so you can design your Essex getaway according to your budget and needs.
If I'm not able to travel, can I cancel my Essex holiday package?
Because we understand life can be unpredictable, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Activities

7-Day Windsor Essex Barrels Bottles and Brews Trail

7-Day Windsor Essex Barrels Bottles and Brews Trail

NZ$49
per adult
7-Day Windsor Essex Barrels Bottles and Brews Trail
1-Year Windsor Essex Barrels Bottles and Brews Trail

1-Year Windsor Essex Barrels Bottles and Brews Trail

NZ$91
per adult
1-Year Windsor Essex Barrels Bottles and Brews Trail
Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

NZ$116
per adult
Roasting Experience at 14th Coffee Co
See all activities in Town of Essex

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.