Orrville Vacations

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  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Orrville Vacation Packages

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
The price is SARĀ 1,678 per night from Aug 20 to Aug 21
SARĀ 1,678
SARĀ 2,205 total
20 Aug - 21 Aug
includes taxes & 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
The price is SARĀ 427 per night from Aug 13 to Aug 14
SARĀ 427
SARĀ 483 total
13 Aug - 14 Aug
includes taxes & 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
The price is SARĀ 365 per night from Aug 11 to Aug 12
SARĀ 365
SARĀ 413 total
11 Aug - 12 Aug
includes taxes & fees
8/10 Very Good! (709 reviews)
"Room was clean but lobby washrooms were terrible and breakfast area was dirty. Breakfast is very minimal to say the least. Room provides only two bath towels and housekeeping is on alternate days. The pillows were horrible but mattress was decent.Outside pool was green, hot tub is permanently out ..."

Reviewed on 21 July 2026

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.

Frequently asked questions

How much does a Orrville vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Orrville costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Orrville?
You can usually find lower rates and better availability in January, February and November. Browse our cheap Orrville vacation packages and you could land some great off-season discounts.
How to find the best Orrville package deals?
Begin your search for a Orrville package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Orrville package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Orrville getaway off to a flying start.
Is it cheaper to book a Orrville vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights separately. Better still, you can personalize your Orrville trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Orrville?
If you have your Orrville vacation dates finalized, book as early as you can to score some incredible 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 perfect for setting off on a whim.
How to plan a trip to Orrville?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Orrville.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to experiences and flights. Your accommodations will probably be the largest expense during your trip to Orrville.
  3. Decide your trip length: Think about how long you'd like to spend exploring Orrville. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Orrville vacation package.