Chatham-Kent Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Ontario's Southwest

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chatham-Kent Vacation

The welcoming locals and spectacular views are just the beginning of the things Chatham-Kent has to offer. Experience the sights and sounds of this city your way with a tailor-made Chatham-Kent vacation package. A trip to Chatham-Kent is an ideal opportunity to sightsee. Be sure to stop by renowned attractions like Chatham-Kent Museum, St. Clair College Capitol Theatre and TJ Stables. Don't put off your visit to this city any longer. Your perfect Chatham-Kent vacation is a few quick clicks away with Expedia.

Top Chatham-Kent Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Nicklin House

Nicklin House

3 out of 5
Price was CA $968, price is now CA $774 per person
CA $774
per person
Dec 18 - Dec 24
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.4/10 Exceptional! (148 reviews)
Paul & Dominique are great hosts with tons of travel

Reviewed on Oct 16, 2026

Hotel STRY

Hotel STRY

2 out of 5
Price was CA $1,456, price is now CA $1,222 per person
CA $1,222
per person
Dec 18 - Dec 24
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
A unique, beautiful, clean and well-maintained place to stay. The room was incredible and the owner Laurie was so helpful at checkin. I can’t say more about the decor and themed rooms! We will definitely stay again.

Reviewed on Oct 27, 2026

Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2.5 out of 5
Price was CA $1,101, price is now CA $977 per person
CA $977
per person
Dec 18 - Dec 24
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.6/10 Exceptional! (179 reviews)
Friendly and professional staff. Clean rooms, excellent breakfast.

Reviewed on Oct 27, 2026

Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $1,183, price is now CA $1,098 per person
CA $1,098
per person
Dec 18 - Dec 24
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.4/10 Exceptional! (138 reviews)
Turn in to property driveway is awkward when approaching from WB Seacliffe and borderline unsafe when coming EB from the roundabout. Remember- Leamington drivers can often be unpredictable.

Reviewed on Oct 19, 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
Price was CA $1,092, price is now CA $1,027 per person
CA $1,027
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
9.6/10 Exceptional! (1,010 reviews)
I have picked the hotel because, indoor pool, free parking and location near a plaza.

Reviewed on Oct 27, 2026

Where to stay in Chatham-Kent

Find the best Chatham-Kent areas and neighborhoods for the activities you enjoy most. Learn more about Chatham-Kent
A butterfly on purple flowers.

Harwich

1 out of top 10 points of interest in this area

If you're spending some time in Harwich, RM Classic Car Exhibit and Rondeau Provincial Park are top sights worth seeing.

Find hotels in Harwich

Ready to book your vacation to Chatham-Kent?

 

Choose your dates

Chatham-Kent Hotel Deals

Retro Suites Hotel

Retro Suites Hotel

3.5 out of 5
2 King Street West Chatham-Kent ON
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Nov 3 to Nov 4
CA $204
CA $230 total
Nov 3 - Nov 4
includes taxes & fees
Retro Suites Hotel
Comfort Inn Chatham

Comfort Inn Chatham

2.5 out of 5
1100 Richmond St Chatham-Kent ON
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Nov 20 to Nov 21
CA $133
CA $150 total
Nov 20 - Nov 21
includes taxes & fees
Comfort Inn Chatham
Holiday Inn Express & Suites Chatham South by IHG

Holiday Inn Express & Suites Chatham South by IHG

2.5 out of 5
575 Richmond Street Chatham-Kent ON
Fully refundable
The price is CA $152 per night from Nov 22 to Nov 23
CA $152
CA $172 total
Nov 22 - Nov 23
includes taxes & fees
Holiday Inn Express & Suites Chatham South by IHG
See all 376 properties in Chatham-Kent
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Chatham-Kent attractions

Rondeau Provincial Park

8.8/10 (66 reviews)
You can take time to visit Rondeau Provincial Park during your travels to Chatham-Kent. While you're in the area, wander around the natural setting.
See properties

Frequently asked questions

How much does a Chatham-Kent vacation package cost?
You'll find cheap prices from CA $774 on Expedia for your Chatham-Kent escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Chatham-Kent costs.
What are the cheapest months to go to Chatham-Kent?
If you're looking to snag a cheap Chatham-Kent vacation package, consider visiting in January, March and December. You'll usually find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chatham-Kent?
For a Chatham-Kent vacation, a few days will be enough to tour the top spots. Be sure to check out TJ Stables — it's one of the leading attractions in this destination. If you want more adventure, think about basing yourself here and venturing off on some trips from Chatham-Kent.
Is it worth booking a vacation package to Chatham-Kent?
Chatham-Kent is a good vacation destination with attractions like Chatham-Kent Museum among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Chatham-Kent vacation promises a good time for everyone.
How to find the best Chatham-Kent package deals?
Begin your search for a Chatham-Kent package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Chatham-Kent package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chatham-Kent escape off to a flying start.
Is it cheaper to book a Chatham-Kent vacation as a package?
You can enjoy significant savings on your next Chatham-Kent getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Chatham-Kent?
If you've got your Chatham-Kent vacation dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Chatham-Kent?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Chatham-Kent.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Chatham-Kent.
  3. Decide how many days away: Start by listing all the activities and attractions you'd like to get to in Chatham-Kent. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Chatham-Kent vacation package that brings all your bookings together.

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.