Over 7,000 residential units and nearly 1,300 rooms.
Operating Ontario Destinations Since 1998.

Welcome to Skyline Investments

Welcome to Skyline, a leading owner, operator and developer of hospitality resorts and destination communities in Ontario. Currently Skyline owns more than two million square feet of real estate, has over 2,600 acres with development rights for more than 7,000 residential units and nearly 1,300 rooms in its holdings. Our unique asset mix is split among three primary subsidiaries:

Hotels & Resorts

Recognized as Hotelier’s “Regional Company of the Year” in 2013, Skyline Hotels & Resorts is an unmatched collection of urban and country retreats. From sleek, chic, urban living at our downtown Toronto hotels, to family adventures for any season, Skyline Hotels & Resorts prides itself on being more than a place to stay.

Resort Communities

Our real estate development division, Skyline Resort Communities focuses on turning the four season getaway experience into your home away from home and a lasting family legacy.

Vacation Club

Ontario’s first drive-to, points-based vacation club gives you access to the city, cottage country and the world. Skyline Vacation Club offers seamless service and flexible point options to make planning your vacation a breeze. Exchange points anytime through our affiliate, RCI, for access to a world of vacation opportunities.

Our Properties

Skyline owns and maintains a diverse variety of projects, from hotels in the Toronto core to Ontario's top resort destinations. These properties are further supplemented by services and programs to connect them together and strengthen them. 

Recent News

Friday, August 7, 2015

Skyline Resort Communities - Just one look at the myriad activities offered at Deerhurst Resort and you know you’re being spoiled for choice. So how do you make the most of a day in paradise?Deerhurst Resort is the quintessential Muskoka experience. Built on Peninsula Lake, the resort’s 760-acre campus is as stunning as it is diverse. Whether you want to kick back and pamper yourself...

Friday, May 8, 2015

Bear Valley - Chef Bob Mason is Bear Valley's Executive Chef for the Creekside Bistro, Sky High and the Grizzly Bar.  Happy to be a part of the  Bear Valley family, he is constantly creating and infusing his signature style of California and Mediterranean cuisine into the Village eateries.After starting his culinary career at Columbia College, Chef Mason served as the...

Friday, March 13, 2015

Bear Valley - The Future for Bear Valley is UnfoldingIts an exciting time to join Bear Valley as Skyline, in partnership with the Bear Valley Mountain Cooperative,  makes plans to execute on Bear Valley’s Master Plan.  As the guest experience continues to improve each year, the price of  your Forever pass will remain the same low price.  Just purchase a Bear Valley...

In 2013 and 2014, Skyline was proud to be named among Deloitte’s Best Managed Companies in Canada.

In 2015, Skyline was proud to be among Hotelier's Top 50 Hotel Companies.