Orrville Vacations from $1,012

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The Latest Orrville vacation packages

Price found within the past 48 hours. Click for updated prices.
Tay Motel

Tay Motel

2.5 out of 5
Price was $1,099, price is now $1,012 per person
$1,012
per person
Sep 17 - Sep 20
found 6 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
8.6/10 Excellent! (56 reviews)

Windermere House

Windermere House

3.5 out of 5
Price was $1,686, price is now $1,508 per person
$1,508
per person
Sep 17 - Sep 20
found 6 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
9.2/10 Wonderful! (1,010 reviews)
Is a very clean and well maintained property and the beds are super comfortable. The downside is the air-conditioning is super loud and the restaurant meals are ridiculously expensive

Reviewed on Jul 25, 2026

The Dudley Inn

The Dudley Inn

2.5 out of 5
Price was $1,701, price is now $1,523 per person
$1,523
per person
Aug 28 - Sep 1
found 16 hours ago
Roundtrip flight included
Sioux Falls (FSD) to Muskoka (YQA)
9.6/10 Exceptional! (80 reviews)
Wonderful one night stay at the Dudley to see a concert at the Kee. No complaints. Beds and lines were very comfortable. Room was clean and well maintained. My only suggestion would be to add a floor length mirror or 1-2 mirrors in the room as the only mirror available to get ready was in the bathroom. We made it work as a party of 2 but it would be very challenging if a 3-4 girls stayed in the room.

Reviewed on Jul 20, 2026

Muskoka Waterfront Retreat

Muskoka Waterfront Retreat

3 out of 5
Price was $1,458, price is now $1,346 per person
$1,346
per person
Aug 28 - Sep 1
found 16 hours ago
Roundtrip flight included
Sioux Falls (FSD) to Muskoka (YQA)
8.6/10 Excellent! (104 reviews)
A nice place to stay at however too many rules and restrictions. Hey Mr Supervisor people can take a day or two off work to rest at this cottage so be considered and stop making up rules such as no fire to vibe made and no one can go kayaking due to the heat !! It's ridiculous to think that you can control everything! We have stayed there twice and each time our vacation is ruined by either no fire or no kayaking which defeats the whole purpose of a vacation . We didn't want to go all the way there just to stay indoors o

Reviewed on Jul 26, 2026

Rocky Crest Golf Resort

Rocky Crest Golf Resort

4 out of 5
Price was $1,602, price is now $1,484 per person
$1,484
per person
Aug 28 - Sep 1
found 16 hours ago
Roundtrip flight included
Sioux Falls (FSD) to Muskoka (YQA)
8.2/10 Very Good! (415 reviews)

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Orrville Hotel Deals

JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 out of 5
1050 Paignton House Road Muskoka Lakes ON
$519 nightly
The price is $586 total per night from Aug 20 to Aug 21
$586 total
Aug 20 - Aug 21
Total with taxes and fees
JW Marriott The Rosseau Muskoka Resort & Spa
Parry Sound Inn & Suites

Parry Sound Inn & Suites

3 out of 5
292 Louisa Street Parry Sound ON
$111 nightly
The price is $126 total per night from Aug 23 to Aug 24
$126 total
Aug 23 - Aug 24
Total with taxes and fees
Parry Sound Inn & Suites
Jolly Roger Inn & Resort

Jolly Roger Inn & Resort

3.5 out of 5
2 J.R. Ln Seguin ON
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Aug 24 to Aug 25
$106 total
Aug 24 - Aug 25
Total with taxes and fees
Jolly Roger Inn & Resort
See all 427 properties in Orrville
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.

Find the Best Orrville Vacation Packages

Orrville Essential Information

Language
English
Currency
Canadian dollars
Top Sights
Rocky Crest Golf Club, Seguin Valley Golf Club and Oastler Lake Provincial Park

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Frequently asked questions

How much does an Orrville vacation package cost?
Offering excellent value package deals from $1,012 on Expedia, you'll be thrilled with how little a vacation to Orrville costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Orrville?
You can generally find lower rates and greater availability in November, December and January. Check out our cheap Orrville vacation packages and you could land some great off-season discounts.
How many days is enough for Orrville?
Generally, a handful of days is enough to see the major attractions during your Orrville vacation. However, if you prefer to have more time to relax or take day tours, think about extending your itinerary.
How to find the best Orrville package deals?
Landing a cheap Orrville package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Orrville package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Orrville vacation as a package?
You can enjoy significant savings on your next Orrville break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Orrville?
If you're planning a spontaneous Orrville getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Orrville vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Orrville vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great 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.