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It was a great experience with amazing people, great food and a lovely tent!

Waypoint Retreat for Entrepreneurs, Creators & Changemakers

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When you think of a retreat, do you picture total silence, mushrooms, and a few awkward spiritual exercises? Yeah… this is not that.We are entrepreneurs and creators ourselves. We know what it feels like to have a thing you are building or dreaming about. A business idea, a creative project, or a side hustle that matters to you. We also know how easy it is to lose momentum, get stuck, or push your own dreams to the bottom of the list.We created Waypoint for entrepreneurs, aspiring entrepreneurs, creators, and dreamers who are craving a pause from the noise. A chance to step out of the daily grind and into something more intentional, focused, and meaningful.

Whispering Springs Luxury Glamping Resort in Grafton, Ontario

Guests are responsible for getting to and from Whispering Springs in Grafton, Ontario.

Transportation

Alcohol is not provided. You’re welcome to bring your own to enjoy at your tent, or purchase drinks at the Watering Hole located at the Guest Pavilion.

Alcoholic Beverages

Private accommodation in a luxury glamping tent.

2 Night Accommodations

Breakfast, lunch, dinner, snacks, and non-alcoholic beverages are provided throughout the retreat. Each accommodation includes a mini fridge if you’d like to bring anything specific with you.

All Meals: Fresh & Local

Whitney and Greg guide you through their signature "Pause. Prioritize. Pursue" framework to help refocus, recharge, and take clear next steps.

Signature Programming

A thoughtfully designed workbook filled with prompts, reflections, and guided exercises to support your thinking, decision-making, and momentum during the retreat and beyond.

Waypoint Workbook

We love a good surprise and your welcome kit delivers. Packed with snacks, thoughtful touches, and a few unexpected delights, it’s designed to make you feel welcomed and a little bit spoiled.

Retreat Welcome Kit

Continue the work you started with three months of gentle accountability and guidance to help you stay aligned and build on your retreat momentum.

3-Month Support Plan

Exclusive access to a private online space where you can stay connected with your hosts and fellow attendees post-retreat.

Private Group Access

A relaxed, elevated dinner with Dana Shortt, where you’ll learn simple, practical ways to dine with confidence, from place settings to toasts and everything in between.

Dana Shortt Workshop

The Smile CEO, Jim Moss will host an inspiring session on how trust, care, and community can become your greatest entrepreneurial edge.

Guest Speaker: Jim Moss

(Optional) Ease into your morning with restorative yoga and/or meet us in the forest for an afternoon intentional movement session to reset your nervous system. No experience or yoga pants required.

Restorative & Flow Yoga

Unwind under the stars with s’mores, unplugged live music, and good conversation. We’ll bring the guitars—feel free to bring your instruments (and singing voices) too.

Campfire Evenings

Saltwater Pool

Cold Plunge

Hot Tub

Cedar Barrel Sauna

Paddle Boats

Forest & Hiking Trails

Lawn Games

Say hello to the resident horses as you wander the grounds

Horses on Property

Please plan to arrive at Whispering Springs by 1:00 PM. We’ll kick things off with a relaxed welcome and light icebreaker to get to know one another and ease into the experience. You’ll settle into your accommodations and have time to slow down and step away from the noise of daily life. We’ll then gather for a guided walking tour of the grounds, led by the creators of Whispering Springs. You’ll hear the story behind this intentional space and get a deeper sense of the environment that will hold us over the next few days. Day 1 is all about Pause.This is your opportunity to step back, reset, and create space for what actually matters. Whether that’s connecting with others, enjoying the cedar sauna or saltwater pool, playing lawn games, or taking a quiet walk through the forest trails, this time is yours. We’ll come together for a welcome reception and dinner in the Main Pavilion, followed by an optional (but highly encouraged) campfire under the stars.

Welcome + Pause

Day 1 - September 30th

Start your morning your way. Join a forest walk, a restorative yoga session, or a group trail run. Or take the time to relax, reflect, and enjoy the space before breakfast. From there, we move into Prioritize.This is where things start to sharpen. You’ll begin turning your thinking into clear direction, with guided sessions and practical exercises designed to help you focus on what matters most. We’ll build in space throughout the day to step back, process, and think. Time to grab a coffee, get outside, or let ideas settle before moving forward. A fresh, nourishing lunch will be served. In the afternoon, we'll gather for a session with Jim Moss. Through stories and practical insights, Jim will explore how trust, care, and community can become your greatest edge as a leader, entrepreneur, and human. The rest of the afternoon is yours. You can continue working through your ideas, recharge, or take advantage of optional one-on-one support and coaching. In the evening, we’ll come back together for an elevated, seated dinner experience featuring Intentional Dining with Dana Shortt (one of her new workshops)! We’ll close the day with s’mores, music, and meaningful connection around the campfire.

Prioritize

Day 2 - October 1st

We’ll begin the final day with a morning session over breakfast, focused on Pursue.This is where everything comes together. You’ll take what you’ve uncovered and turn it into clear, intentional next steps. Not ideas, but a plan you can actually move forward with, whether you’re building a business, launching a project, or stepping into something new. We’ll create space for reflection, meaningful conversation, and a sense of closure so you leave grounded in what comes next. You’ll head out with a packed lunch, new connections, and the clarity and momentum to keep going.

Pursue & Part Ways (for now...)

Day 3 - October 2nd

This retreat is for people who are tired of surface-level business advice and endless hustle culture. You want more than marketing tips. You want clarity about what you are building, why it matters, and how to keep moving forward without burning out.You will connect with like-minded entrepreneurs, creatives, and visionaries. You will get space to think, reset, and create a plan to bring your next step to life. You will leave with clarity, confidence, and a renewed sense of purpose.&nbsp;

Real people. Real conversations.

Expect a small, supportive group of people who are in the arena with you:<ul> <li>Entrepreneurs building bold, purpose-driven ventures &nbsp;</li> <li>Professionals with a business or creative idea they can’t stop thinking about &nbsp;</li> <li>Side hustlers bringing a passion project to life for purpose, joy, or extra income &nbsp;</li> <li>Creatives and visionaries looking for clarity, connection, and momentum</li></ul>Whether you’ve already launched or are still working out your next move, you’ll be in good company at Waypoint.

Who You Will Meet

We’ll gather at <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/">Whispering Springs</a>, a luxury glamping oasis in Grafton, Ontario. Think cozy tents, heated blankets, forest trails, and beautiful grounds. The pictures say it all! It’s rustic in all the right ways, while still wildly comfortable. You’ll be nourished by <a target="_blank" rel="noopener noreferrer nofollow" href="https://hawleycrescent.ca/">Hawley Crescent Catering</a>, a Feast-On™ certified culinary team serving flexitarian, locally-sourced meals that fuel your body and creativity. We love campfires. We love great food. We love real, unfiltered conversations with real people about things that actually matter. So if you're ready to step out of autopilot and reconnect with your vision, Waypoint might be exactly what you didn’t know you needed.

Clarity by day. Campfires by night.

Most retreats end the moment you pack your bags and head home. But we believe the real growth happens after you leave. That is why we include three months of post-retreat support to keep the momentum going.You will stay connected with your retreat group via our Vienna Waits Slack environment, get ongoing encouragement, and have the accountability you need to keep moving forward on your goals. Whether you are refining your business, launching a new idea, or making space for your next big step, we are here to help you turn clarity into real progress.

Beyond the Retreat

A "waypoint" is a marker on a journey. It is a place to pause, recalibrate, and make sure you are still heading toward what you really want. That is what this retreat is: a purposeful stop along your business or creative path. A place to breathe, reflect, and choose what comes next...with intention.

So....what is Waypoint?

Please review our full cancellation policy <a target='_blank' href="https://vienna-waits.com/waypoint-cancellation-policy" target="_blank">HERE</a>.&nbsp;

Cancellation Policy

Waypoint Retreat 2026

The Mini Safari Tents are a cozy &amp; cute little version of the Traditional Safari Tents. But don't let size fool you! These gems still boast a queen size bed, boho chic furnishings, coffee maker, and a large front porch with a scenic view. Washroom, shower, kitchen, and dining facilities are shared under a rustic cabin-style structure, and there is a communal campfire with Muskoka chairs. The 3 Forest Canopy Mini Safari Tents are nestled in a stunning Black Locust forest. See all photos of accommodations on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE</a>.&nbsp; ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Mini Safari Tents

If you would like to add an additional guest to your room, please select this add-on. Please add one "Additional Guest" add-on for each additional guest.&nbsp; NOTE: Only the Deluxe Safari tents can accommodate up to 3 guests. All other accommodations can accommodate up to 2 guests.

ADDITIONAL GUEST

Junior Safari Tents are smaller than the Traditional Safari Tents yet they boast increased outdoor living space and still feature private ensuite washrooms (toilet and sink) at the back of the tent. Casablanca features a cozy lounge and coffee area, expansive windows with wilderness vistas, and the same stunning and unique furnishings as our larger tents. Casablanca boasts one of the premiere sites at Whispering Springs and overlooks our stunning spring-fed pond. It is inspired by the rich tones and culture of Casablanca, making it one of our most romantic &amp; exotic tents. The Casablanca also offers an in-tent soaker tub and a queen size bed.&nbsp; See all photos of the Junior Safari Tents on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE.</a>&nbsp; ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Junior Safari Tent (Casablanca)

Junior Safari Tents are smaller than the Traditional Safari Tents yet they boast increased outdoor living space and still feature private ensuite washrooms (toilet and sink) at the back of the tent.&nbsp;Inspired by Red Fisher, the iconic fisherman and renowned conservationist, Scuttlebutt is an homage to the great outdoors. Scuttlebutt features a queen-size bed, electricity and in-tent washroom. The interior of the tent is inspired by the original Scuttlebutt Lodge, and features a rustic log frame bed, writer’s desk, antique fishing tackle, and even a few of Red’s possessions. The tent is situated in a charming and secluded forested area that is a close walking distance to the trails and central amenities of Whispering Springs.Please note that Scuttlebutt Lodge has no in-tent soaker tub but offers a private outdoor shower.&nbsp; See all photos of the Junior Safari Tents on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE.</a>&nbsp; ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Junior Safari Tent (Scuttlebutt)

Junior Safari Tents are smaller than the Traditional Safari Tents yet they boast increased outdoor living space and still feature private ensuite washrooms (toilet and sink) at the back of the tent. Wildwood features a cozy lounge and coffee area, expansive windows with wilderness vistas, and the same stunning and unique furnishings as our larger tents. Wildwood is the most private and secluded tent at the springs and is inspired by the wild nature of the forest itself (Wildwood actually means uncultivated wood or forest that has been allowed to grow naturally). &nbsp;Wildwood offers an in tent soaker tub and an outdoor shower as well as a queen size bed.&nbsp; See all photos of the Junior Safari Tents on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE.</a>&nbsp; ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Junior Safari Tent (Wildwood)

Traditional Safari Tents are our most popular glamping choice at Whispering Springs. Each tent is located within an easy walking distance to all the amenities of Whispering Springs, yet provide you with the privacy and seclusion to truly disconnect from the stresses of modern life and reconnect with the natural world. All of our Traditional Safari Tents are tastefully designed with one-of-a-kind furniture, cozy king or queen size beds, deep soaker tubs with on-demand hot water, heated blankets, electric fireplaces, coffee makers, mini fridges, and so much more. See all photos of the Traditional Safari Tents on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE</a>.&nbsp; ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Traditional Safari Tent

Reconnect with the wilderness in style &amp; sophistication in one of the Deluxe Safari Tents. Inspired by the great prospector tents of Canada’s past, the Deluxe Safari Tents are artfully situated throughout the property to offer stunning views of the spring-fed ponds and beautiful wilderness. Each tent is tastefully designed with one-of-a-kind furniture, handmade king size beds, deep soaker tubs with on-demand hot water, heated blankets, electric fireplaces, coffee makers, mini fridges, and so much more. The Deluxe Safari Tents are the only tents capable of accommodating up to 3 guests, this made possible by an additional day bed. See all photos of the Deluxe Safari Tents on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE</a>.&nbsp; ADD ADDITIONAL GUEST/SThis tent can accommodate up to 3 guests. If you’d like to add a second (or third) person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on for each additional guest during your booking to cover their food and programming costs.

Deluxe Safari Tent

The stunning Treetop Tent (a Safari Tent nestled two-stories high amongst the treetops) features a Queen size bed, electric fireplace, mini-fridge, coffee maker, and in-tent sink and toilet, as well as a very large and covered private balcony. There are three Treetop Tents and they share a central common area with a barbecue, kitchenette, outdoor shower and private hot tub high above the forest floor. The Treetop Tents are accessible by suspension bridges and are elevated off the ground, with stunning views of the spring-fed pond and forest canopy. See all photos of accommodations on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE</a>.&nbsp; *EARLY BIRD PRICING BEFORE MAY 31st - USE DISCOUNT CODE 'EARLYBIRD26' ADD ADDITIONAL GUESTThis tent can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

Treetop Tent

Elevate your retreat experience in one of Whispering Springs’ newest accommodations, the A-Frame Cabins. Thoughtfully designed for a modern wilderness escape, these private cabins blend cozy comfort with elevated touches and immersive nature views.Each cabin features its own private washroom (with shower) and private hot tub, along with air conditioning, a coffee maker, mini fridge, and microwave to make your stay feel effortless. Enjoy quiet mornings overlooking the spring-fed pond, unwind by the shared firepit in the evening, and settle into a space that feels both refined and deeply connected to nature.See all photos of accommodations on the Whispering Springs site <a target="_blank" rel="noopener noreferrer nofollow" href="https://www.whisperingsprings.ca/Tents-and-Cabins">HERE</a>.&nbsp; ADD ADDITIONAL GUESTThis cabin can accommodate up to 2 guests. If you’d like to add a second person to your reservation who will be sharing this accommodation, please select the ADDITIONAL GUEST add-on during your booking to cover their food and programming costs.

NEW A-Frame Cabin

Canada

Waypoint is a retreat for entrepreneurs, aspiring entrepreneurs, creators, and changemakers who are ready to step away from the noise and start building what actually matters.Founded in 2024 by Whitney and Greg Boyd, Vienna Waits exists to help one million people live more intentionally. We’re passionate about turning intention into action. Through our retreats, programs, and work with teams and organizations, we help people pause, prioritize, and follow through on what matters most.

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