Town of Essex Vacation Packages 2025/2026

Top Town of Essex hotels deals

14th Coffee Co. Homestead Farmhouse

Essex ON

$296 nightly

$334 total

Nov 26 - Nov 27

Total with taxes and fees

A hot tub is featured at this farm stay, along with a garden and laundry facilities.

Hot Tub

Free WiFi

The Lodge - Experience Unmatched Luxury at Our Spectacular Location In Harrow

Essex ON

Get rates

This lodge features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the sauna and conveniences like a garden and barbecue grills.

Hot Tub

Air conditioning

Caesars Windsor - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$118 nightly

$142 total

Dec 1 - Dec 2

Total with taxes and fees

A casino, 6 restaurants, and an indoor pool are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy perks like free self parking.

Pool

Parking included

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$79 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Pool

Pet friendly

DoubleTree by Hilton Windsor Hotel & Suites

333 Riverside Dr W Windsor ON

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$136 total

Dec 25 - Dec 26

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Pet friendly

Holiday Inn Express Windsor Waterfront by IHG

33 Riverside Drive East Windsor ON

Free Cancellation

$104 nightly

$125 total

Dec 19 - Dec 20

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

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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

4/5(2 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.

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 Town of Essex?

Your travel fantasies can all come true in Town of Essex from as little as . Our package deals include flights and hotels, so you'll find booking is a breeze. The only thing you'll have to concentrate on is what amazing attraction you'll head to first.

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

You can snap up unbeatable Town of Essex package deals with Travelocity. Mix and match from 400 airlines and 1,000,000 worldwide properties and turn those travel fantasies into reality.

Why should I book my Town of Essex vacation package via Travelocity?

Because life is one big journey, and we offer all you need to help get you on your way. With our superb service and Price Match Guarantee, you can book your trip with confidence. And you can sleep easy while you're on the road knowing we've got you covered with our 24/7 customer support.

Can I save on my Town of Essex car rental if I combine it with my hotel or flight?

Combining your bookings into a Town of Essex vacation package will leave you with a nice chunk of spare change. Combine a car and flight; a hotel, flight and car; or a hotel and car. There's no better way to discover the greater Town of Essex area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.

What is there to do in Town of Essex?

There is an undeniable magic as you wander through the streets of Town of Essex. Sprucewood Shores Estate Winery and Cooper's Hawk Vineyards are just two famous sights that make this city so special, so put them at the top of your must-see list.

Where should I stay when visiting Town of Essex?

Many travelers opt to hit the hay at the Erie Breeze Cottage, right on Lake Erie, EPIC wine route!. It's sure to be a good base for your Town of Essex vacation.