Book Exclusive Essex Vacation Packages

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Essex flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Retro Suites Hotel

Retro Suites Hotel

3.5 out of 5
Price was CA $681, price is now CA $647 per person
CA $647
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Windsor (YQG)
Book a stay at this business-friendly hotel in Chatham-Kent. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Thames Art Gallery and Chatham-Kent Museum are located nearby.
Nicklin House

Nicklin House

3 out of 5
Price was CA $849, price is now CA $701 per person
CA $701
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
Stay at this guesthouse in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Dieppe Park - Legion Park Walking Path Trailhead and Leamington Arts Centre are located nearby.
Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $1,000, price is now CA $886 per person
CA $886
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
Stay at this inn in Leamington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Town N Country Motor Inn

Town N Country Motor Inn

2 out of 5
Price was CA $776, price is now CA $737 per person
CA $737
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
Stay at this motel in Leamington. Enjoy free WiFi, free parking, and room service. Popular attractions St. Joseph Park Walking Path Trailhead and East Side Park Walking Path Trailhead are located nearby.

Top Essex hotels deals

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

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

Essex ON
Get rates
Book a stay at this family-friendly lodge in Town of Essex. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Muscedere Vineyards and Colio Estate Winery are located nearby.
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 CA $179 per night
CA $179
CA $243 total
Jan 19 - Jan 20
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ford Field and Caesars Casino are located nearby.
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

4 out of 5
333 Riverside Dr W Windsor ON
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $192 total
Feb 8 - Feb 9
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 Ford Field and Detroit Windsor Tunnel are located nearby.
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
Free cancellation
Reserve now, pay when you stay
The price is CA $93 per night
CA $93
CA $111 total
Jan 25 - Jan 26
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ford Field and Detroit Windsor Tunnel are located nearby.
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd Windsor ON
Free cancellation
Reserve now, pay when you stay
The price is CA $94 per night
CA $94
CA $116 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ford Field and Detroit Windsor Tunnel are located nearby.
Hampton Inn & Suites by Hilton Windsor

Hampton Inn & Suites by Hilton Windsor

2.5 out of 5
1840 Huron Church Road Windsor ON
Free cancellation
Reserve now, pay when you stay
The price is CA $155 per night
CA $155
CA $186 total
Jan 22 - Jan 23
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ford Field and Detroit Windsor Tunnel are located nearby.
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.

Cooper's Hawk Vineyards

Sprucewood Shores Estate Winery

5/5(1 review)

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.

Sprucewood Shores Estate Winery

North 42 Degrees Estate Winery

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 savor the wineries and restaurants.

North 42 Degrees Estate Winery

Frequently asked questions

How much are vacation packages to Essex?
With vacation packages available from as low as CA $647, 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.

Photos of local treasures

Browse Essex vacation photos for more inspiration

Photo by Bailey Deziel
Photo by Bailey Deziel
Photo by Susan Evitts
Photo by Susan Evitts
Photo by Susan Evitts
Photo by Susan Evitts