Essex Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Essex
The Grove Motel
96 County Rd 50 Essex ON
S$162
2 Sept - 3 Sept
includes taxes & fees
9.6/10 Exceptional! (5 reviews)
"One word describes my stay: Outstanding. The Grove Motel was an amazing find. The refurbished motel was very well appointed with top notch amenities. And, the staff were some of the best I've ever experienced at a hotel. Friendly and extremely help. I hope to return to the Grove in the future. I ..."
Reviewed on 29 Aug, 2026
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
S$92
30 Sept - 1 Oct
includes taxes & fees
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
S$138
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very good! (1,227 reviews)
"."
Reviewed on 31 Aug, 2026
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.
Stay near popular Essex attractions
Sprucewood Shores Estate Winery
9.0/10 (4 reviews)
You can enjoy a tasting or tour at Sprucewood Shores Estate Winery during your travels to Town of Essex. Discover the countryside while you're in the area.
Cooper's Hawk Vineyards
9.4/10 (3 reviews)
You can enjoy a tasting or tour at Cooper's Hawk Vineyards during your travels to Town of Essex. Savour the area's wineries and restaurants.
Serenity Lavender Farm
10.0/10 (2 reviews)
Enjoy an outing to Serenity Lavender Farm during your stay in Town of Essex. While in this relaxing area, you can savour the wineries and restaurants.
Oxley Estate Winery
You can enjoy a tasting or tour at Oxley Estate Winery during your travels to Town of Essex.
North 42 Degrees Estate Winery
9.6/10 (5 reviews)
You can enjoy a tasting or tour at North 42 Degrees Estate Winery during your travels to Town of Essex. While in this relaxing area, you can savour the wineries and restaurants.
Erie Shore Vineyard
You can enjoy a tasting or tour at Erie Shore Vineyard during your travels to Town of Essex. While in this relaxing area, you can enjoy the wineries.
Colio Estate Winery
You can enjoy a tasting or tour at Colio Estate Winery during your travels to Harrow. While in this relaxing area, you can enjoy the wineries.
Amherstburg-Essex Greenway Trailhead
You can take time to visit Amherstburg-Essex Greenway Trailhead during your travels to Town of Essex.
Things to do
7-Day Windsor Essex Barrels Bottles and Brews Trail
S$37
per adult
1-Year Windsor Essex Barrels Bottles and Brews Trail
S$69
per adult
* 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.