Exclusive Sir Sam's Ski / Ride Vacation Deals

Sir Sam's Ski / Ride vacation package deals

Price found within the past 48 hours. Click for updated prices.
Jolly Roger Inn & Resort

Jolly Roger Inn & Resort

3.5 out of 5
Price was $458, price is now $430 per person
$430
per person
Sep 18 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
2 outdoor tennis courts, an indoor pool, and a gym are all featured at this resort. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.
Windermere House

Windermere House

3.5 out of 5
Price was $1,116, price is now $1,002 per person
$1,002
per person
Sep 18 - Sep 22
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. You'll appreciate the outdoor tennis court, bar/lounge, and wedding services.
The Dudley Inn

The Dudley Inn

2.5 out of 5
Price was $822, price is now $739 per person
$739
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out and a virtual front desk are also provided.
Tay Motel

Tay Motel

2.5 out of 5
Price was $514, price is now $488 per person
$488
per person
Sep 18 - Sep 22
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Port Cunnington Lodge

Port Cunnington Lodge

3.5 out of 5
Price was $1,063, price is now $1,009 per person
$1,009
per person
Sep 18 - Sep 22
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
A restaurant and a 24-hour gym are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and laundry facilities are also provided.
Rocky Crest Golf Resort

Rocky Crest Golf Resort

4 out of 5
Price was $741, price is now $707 per person
$707
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Muskoka (YQA)
This smoke-free resort features a golf course, free water park access, and 3 restaurants. Dine at the beachfront restaurant and relax with sun loungers. There's fun for all ages with a children's pool and a playground, and babysitting is an added bonus.

Frequently asked questions

How much are vacation packages to Sir Sams Ski / Ride?
If you'd like to enjoy stress-free planning and serious savings, our $430 Sir Sams Ski / Ride vacation package will be right up your street. With your flights and hotels sorted, organizing your getaway around this renowned attraction has never been easier.
Where can I get the best vacation package deals for Sir Sams Ski / Ride?
With around 400 airline partners and 1,000,000 hotels around the world, you can't go wrong with Travelocity. Take advantage of our impressive range and create your dream Sir Sams Ski / Ride vacation package. Isn't it great when planning a trip is that easy?
Why should I book my Sir Sams Ski / Ride vacation bundle via Travelocity?
Travel should be about making cherished memories and forgetting all your worries — which is why we provide you with a professional team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our broad range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Top Sir Sam's Ski / Ride hotel deals

Sir Sam's Inn & Waterspa - Adults Only

Sir Sam's Inn & Waterspa - Adults Only

4.5 out of 5
1491 Sir Sam's Rd Dysart et al ON
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $208 total per night
$208 total
Sep 16 - Sep 17
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy a day at the beach kayaking, or relax with beach umbrellas. Enjoy the outdoor pool and perks like free self parking and free WiFi.
On private beach
Pool
Pinestone Resort & Conference Centre

Pinestone Resort & Conference Centre

3.5 out of 5
4252 County Rd. #21 Dysart et al ON
$110 nightly
The price is $124 total per night
$124 total
Sep 1 - Sep 2
Total with taxes and fees
A golf course and an indoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Pineview Retreat Cottage Rental - Haliburton

Pineview Retreat Cottage Rental - Haliburton

Haliburton ON
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
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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.