Local Time: 

Book Online:

Click calendar to select check in date
Click calendar to select check out date

Corporate Holiday Parties with Top Canadian Talent

Holiday Concert Party Packages

Eat, drink and be merry with a Canadian music icon! Wow your crowd with a unique end-of-year celebration that's ideal for groups of all sizes. Include accommodation to put any driving worries to bed, or ask about easy transportation options. 

Overnight Package: From $159*/person (based on double occupancy) includes:

  • Festive 3-course dinner | See menu here
  • Headliner concert (see this year's artists & dates below)
  • DJ dance party
  • Shared accommodation

Dinner & Concert only: $99*/person (plus tax and service charge) includes:

  • Festive 3-course dinner | See menu here
  • Headliner concert
  • DJ dance party

All parties take place in the candlelit surroundings of Legacy Hall, glowing with holiday decor and a festive ambiance. Party seating is reserved in sections for each group. 

To get your party started call 1-800-461-6522

Small Town Pistols | Saturday, December 3, 2016

You may know Tyler and Amanda Wilkinson from their time with Juno-winning hit makers, The Wilkinsons (“26 Cents,” “Boy Oh Boy”) but this brother/sister duo is now taking over the Canadian country charts as the Small Town Pistols.  With the success of their first album (featuring “Blame it On the Radio” and “Living on the Outside”), they were nominated for Album of the Year at the 2014 Junos, won Album of the Year at the 2014 Country Music Association of Ontario Awards, and then won the big one, Group of the Year, at the CCMAs.  Their next  album, Pistology, has earned acclaim for songs like “I Only Smoke When I Drink” and “Jester in a Crown.” Contemporary country with wide-spread appeal, a live performance by Small Town Pistols is not to be missed.

Trooper Holiday Party | Saturday, December 10, 2016 | SOLD OUT

Catch "the Canadian version of Mick Jagger and Keith Richards" live right in the heart of Muskoka. Having produced a number of records, won a couple dozen Juno Awards for Band of the Year and ongoing sold-out shows across Canada, Trooper is one of Canada's top five selling bands of all time. What makes Trooper, well Trooper are great performances and great hits like "We're Here for a Good Time (Not a Long Time)", "Raise a Little Hell", "The Boys in the Bright White", and "Two For the Show" and so many more.

The Jim Cuddy Band | Saturday, December 17, 2016

Back by popular demand for the 3rd year in a row, Jim Cuddy is an audience favourite at Deerhurst. Along with a long string of hits with Blue Rodeo, Cuddy is a Canadian icon in his own right with his solo albums and live performances earning him a widespread following. Cuddy wows crowds with his ‘driving country-rock rhythms …and one of the truest and most expressive voices in contemporary music.” (Toronto Star)

Private Dinners & Customized Parties

Let our catering specialists customize a private celebration – from a gala evening to a casual luncheon.

  • Festive 3-Course Plated Holiday Dinner available Sunday - Friday | See menu here
  • Festive Buffet Holiday Dinner available Saturdays | See menu here
  • Horse-drawn carriage rides, fireside reception, winter bonfire & more holiday touches
  • Photo booth or group photo options

For easy options or customized events, call 1-800-461-6522

*Pricing based on a minimum group size of 10, subject to availability. Accommodation package rates are person, based on two people each paying that rate in a shared room. Single occupancy rates available. Tax, meal gratuity and resort fee extra. Some conditions apply.

  • Fall Special - Save Up To 20% From $128*/night

    Cozy up in Muskoka and getaway midweek with savings up to 20%! Includes $50* resort credit.

  • Muskoka Holiday Magic Dec 23 - Jan 8, 2017

    Celebrate the holidays and new year in Muskoka. Book your holiday getaway now and save!

  • $50* Credit Included with Your Muskoka Getaway

    $50* credit is included with your Muskoka getaway - and all you have to do is check-in! Credit can be used towards golf, dining, concerts or retails goods in the General Store or Pro Shops. Applicable with most vacation rates for bookings before Dec 1; some exclusions and conditions apply.

  • The Myles Goodwyn Band Live in Concert Saturday, October 29 - April Wine's front man brings his solo show to Muskoka.
Sign up for news from Skyline Hotels and Resorts Gain access to premier events, special offers, premium Skyline properties, residences, Vacation Club and amenities.