03 Case Studies

Collective Retreats Strategic Capital Raise

Assignment Overview

RobertDouglas advised Collective Retreats in raising a $23 million Series C funding round. The round was led by New York-based investment firm Fireside Investments, popular outdoor marketplace Outdoorsy and with participation from existing investors including Revolution's Rise of the Rest Seed Fund.

In addition, Collective Retreats is also entering a new strategic partnership with Outdoorsy, which will combine Collective’s outdoor hospitality expertise and innovative guest experience programming with Outdoorsy’s technology platforms and global reach.  

Collective Retreats plans to use this growth funding to fuel its mission to create dynamic destination retreats and enriching experiences that connect people to each other, to nature, and to themselves. The company has already acquired three new retreats in Vermont's Green Mountains, California's Sonoma County and Aspen, Colorado, and plans to open 25 new locations in the next four years.  The funding and growth plans reinforce the popularity of the rapidly emerging outdoor hospitality space.

Company Overview

Collective Retreats is an experiential outdoor travel company redefining traditional hotels through a collection of unique luxury retreats in unexpected places. Each retreat embraces the local landscape and culture of a destination, allowing guests to connect with the land, community and with themselves through unique on-site activities, exceptional dining and personal hospitality.

By breaking away from the traditional mold of a luxury hotel, Collective Retreats is opening up a whole new world of exploration where a transformative five-star luxury experience coexists with authentic ruggedness. Founded by CEO Peter Mack (Starwood, Tough Mudder), Collective Retreats is currently operating in Vail, Colorado; Hill Country, Texas and Governors Island, NY.

Deal Highlights

Investment Capacity:
Existing Portfolio:


Collective Retreats
Fireside, Outdoorsy
$23 million
3 locations


Next Case Study

Crystal Gateway Marriott