Essex Vacations 2025/2026

Top Essex hotels deals

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

Stay at this cottage in Town of Essex. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.

Kitchen

Washer

Waterfront serenity

Get rates

Enjoy in-room fireplaces and air conditioning. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.

Air conditioning

Water view

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

Get rates

Book a stay at this beach cottage in Town of Essex. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.

Kitchen

Washer

14th Coffee Co. Homestead Farmhouse

CA $315

CA $471 total

Sep 26 - Sep 27

includes taxes & fees

Stay at this farm stay in Town of Essex. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Essex County ATV Club Trails Trailhead - East and Essex County ATV Club Trails Trailhead - West are located nearby.

Hot tub

Free WiFi

Caesars Windsor

377 Riverside Dr E, Windsor, ON

CA $152

CA $211 total

Oct 6 - Oct 7

includes taxes & fees

Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Comerica Park and MGM Grand Detroit Casino are located nearby.

Pool

Parking included

DoubleTree by Hilton Windsor Hotel & Suites

333 Riverside Dr W, Windsor, ON

Free cancellation

Reserve now, pay when you stay

CA $165

CA $198 total

Oct 5 - Oct 6

includes taxes & fees

Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MGM Grand Detroit Casino and Comerica Park are located nearby.

Pool

Pet-friendly

Don't see what you're looking for?

See all available properties in Essex

View all properties

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.

Popular places to visit

Cooper's Hawk Vineyards

You can enjoy a tasting or tour at Cooper's Hawk Vineyards during your travels to Town of Essex. Savor the area's wineries and restaurants.

Sprucewood Shores Estate Winery

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.

Oxley Estate Winery

You can enjoy a tasting or tour at Oxley Estate Winery during your travels to Town of Essex.

Frequently asked questions

How much are vacation packages to Essex?

With vacation packages available from as low as , you won't need to blow out the credit card to visit Essex. Travelocity can help. Combine experiences, flights and hotels into a convenient package and score some serious discounts. The more you book, the bigger the savings.

Where can I get the best vacation package deals for Essex?

For an affordable Essex package deal, you can't go past Travelocity. Choose from 400 air carriers and 1,000,000 properties around the world to create your ideal escape — it's as easy as that.

Why should I purchase my Essex vacation package with Travelocity?

Because we believe in crafting special vacation experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our support team is on hand 24/7 to make sure you'll never wander alone. We also have a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal around. Find a lower price and we'll match it!

Can I save money on my Essex car rental if I combine it with hotels and flights?

You sure can. And our Essex vacation packages will help you do it. With only a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car and feel the freedom of the open road. Searching for things to do? Throw some tours or experiences into your package and save on those too.

What is there to do in Essex?

You'll feel a certain magic in the air as you wander the streets of Essex. Sprucewood Shores Estate Winery and Cooper's Hawk Vineyards are just a couple of highlights that make this city so special, so put them on your itinerary.

Where should I stay when visiting Essex?

If you're searching for a place to base yourself, take a look at the Adorable Guest House near EPIC Wineries!. It's the top pick for many visitors.