Humphrey Vacations from $721

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Your Humphrey Vacation

Our Humphrey vacation packages give you the power to customize your own adventure. Tailor your getaway to suit your interests and needs and make every moment count in this wonderful city. Make sure to do some sightseeing during your trip to Humphrey. Rocky Crest Golf Club and Seguin Valley Golf Club are some well-known places to check out. A few clicks is all it takes to put together a tailor-made Humphrey vacation on Expedia.

The Latest Humphrey vacation packages

Price found within the past 48 hours. Click for updated prices.
Touchstone Resort

Touchstone Resort

$721
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Muskoka (YQA)
8.6/10 Excellent! (440 reviews)
Haliburton Post House

Haliburton Post House

$2,158
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Muskoka (YQA)
10/10 Exceptional! (7 reviews)
Muskoka Waterfront Retreat

Muskoka Waterfront Retreat

$1,429
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Muskoka (YQA)
8.4/10 Very Good! (118 reviews)
Great Lake view, and staff. But need improvements at the grillers

Reviewed on Aug 30, 2026

The Dudley Inn

The Dudley Inn

$1,392
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Muskoka (YQA)
9.8/10 Exceptional! (93 reviews)
Convient location to towns. Clean, quiet, roomy.

Reviewed on Aug 21, 2026

Rocky Crest Golf Resort

Rocky Crest Golf Resort

$1,367
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Muskoka (YQA)
8.2/10 Very Good! (446 reviews)
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Humphrey Hotel Deals

Jolly Roger Inn & Resort

Jolly Roger Inn & Resort

2 J.R. Ln Seguin ON
Fully refundableReserve now, pay when you stay
$87 nightly
$98 total
Sep 30 - Oct 1
Total with taxes and fees
Jolly Roger Inn & Resort
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

1050 Paignton House Road Muskoka Lakes ON
$356 nightly
$402 total
Sep 13 - Sep 14
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
"Our stay at the JW Marriott Muskoka was a fantastic experience, featuring stunning views, our best-ever canoeing trip, a great value breakfast buffet, a wonderfully warm pool and hot tub after the beach, and exceptionally friendly staff."

Reviewed on Sep 1, 2026

JW Marriott The Rosseau Muskoka Resort & Spa
Windermere House

Windermere House

2508 Windermere Road Muskoka Lakes ON
$261 nightly
$295 total
Sep 10 - Sep 11
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Everything was perfect. The only complaint was the pressure of the shower in room 309 was way to weak. Needs to be fixed."

Reviewed on Aug 30, 2026

Windermere House
See all 555 properties in Humphrey
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 Humphrey Vacation Packages

Humphrey 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 a Humphrey vacation package cost?
You can grab a vacation package to this popular destination from $721 on Expedia. But how much your vacation to Humphrey costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Humphrey?
November, December and January are the best times to look for cheap Humphrey vacation packages. Traveling in less busy periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Humphrey?
The ideal length for your Humphrey vacation depends on what you'd like to do. Typically, a handful of days to a week will give you enough time to tick off all the main attractions and discover some hidden gems along the way.
How to find the best Humphrey package deals?
Finding a cheap Humphrey package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Humphrey package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Humphrey 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 you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Humphrey vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Humphrey?
If you're considering a spur-of-the-moment Humphrey vacation, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Humphrey vacation packages?
Your Humphrey trip is meant to be an escape from your busy life, not a source of money-related stress. So to give you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.