Chesley Vacations from $186

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The Latest Chesley vacation packages

Price found within the past 48 hours. Click for updated prices.
Dreamers Writing Farm

Dreamers Writing Farm

1.5 out of 5
Save 100% on your flight
Price was $321, price is now $186 per person
$186
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Guelph (XIA)
9.2/10 Wonderful! (111 reviews)
I would definitely recommend this place to anyone looking for a comfortable and memorable stay

Reviewed on Aug 23, 2025

The Sands

The Sands

2 out of 5
Save 100% on your flight
Price was $694, price is now $589 per person
$589
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Guelph (XIA)
9.8/10 Exceptional! (16 reviews)
The view and access to the beach was the best thing in our vacation. All the staff are so helpful and nice. We will come back for sure.

Reviewed on Aug 17, 2025

The Shores

The Shores

3 out of 5
Price was $376, price is now $323 per person
$323
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Guelph (XIA)
7.8/10 Good! (37 reviews)
The breaker for the washroom and AC unit as the same so the haIr dryer kept blowing a fuse. Everything else was great!

Reviewed on Aug 17, 2025

Stop 21 Motel

Stop 21 Motel

2 out of 5
Price was $251, price is now $221 per person
$221
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Guelph (XIA)
6.6/10 (91 reviews)
A wonderful staff! The only con is the location, next to the highway.

Reviewed on Aug 24, 2025

Quality Inn

Quality Inn

2.5 out of 5
Price was $449, price is now $399 per person
$399
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Guelph (XIA)
8.6/10 Excellent! (1,008 reviews)
The beds were advertised as two queen beds but I think they were double beds. The room was clean but the furnishings are old and worn. Breakfast was your basic hotel breakfast.

Reviewed on Aug 24, 2025

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Chesley Hotel Deals

Travelodge by Wyndham Port Elgin

Travelodge by Wyndham Port Elgin

2 out of 5
235 Goderich St, Saugeen Shores, ON
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from Sep 1 to Sep 2
$69 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (1,004 reviews)
"Staff were excellent , very helpful , cute little cafe with 20% off if you were staying at the hotel , pool was good , just all around lovely time"

Reviewed on Aug 22, 2025

Travelodge by Wyndham Port Elgin
Travelodge by Wyndham Owen Sound

Travelodge by Wyndham Owen Sound

2 out of 5
880 10th St E, Owen Sound, ON
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $90 total per night from Sep 21 to Sep 22
$90 total
Sep 21 - Sep 22
Total with taxes and fees
6.8/10 (1,004 reviews)
"Service was good, but no pen provided"

Reviewed on Aug 21, 2025

Travelodge by Wyndham Owen Sound
Best Western Inn On The Bay

Best Western Inn On The Bay

2.5 out of 5
1800 2nd Avenue East, Owen Sound, ON
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Sep 7 to Sep 8
$187 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Bed comfort"

Reviewed on Aug 17, 2025

Best Western Inn On The Bay
See all 280 properties in Chesley
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.

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Frequently asked questions

How much does a Chesley vacation package cost?
You can grab a vacation package to this top destination from $186 on Expedia. But how much your vacation to Chesley costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chesley?
If you're looking to book a cheap Chesley vacation package, consider traveling in December, January and February. You'll generally find better prices on hotels and airfares during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chesley?
The ideal duration of your Chesley vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the major sights and explore some hidden gems along the way.
How to find the best Chesley package deals?
Begin your search for a Chesley package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Chesley 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 Chesley adventure underway.
Is it cheaper to book a Chesley vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Chesley vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Chesley?
If you have your Chesley travel dates finalized, book as soon as you can to bag some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Chesley vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chesley vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.