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There are places that feel like they were made for a specific kind of exhale — a deep, full-body release of everything you've been carrying. Anaway Place in the Driftless Region of southwestern Wisconsin is exactly that kind of place.
Tucked into 110 rolling acres of hills and hardwood forest, Anaway has quietly become one of the Midwest's most talked-about escapes. Featured in Travel + Leisure, The Wall Street Journal, Condé Nast Traveler, and Dwell, it's the rare destination that lives up to — and often exceeds — its reputation. Cabins book out far in advance. Guests return year after year. And a new chapter of wellness and events is just beginning.
Whether you're planning a romantic weekend away, a solo retreat, a small group gathering, or a family adventure, here's everything you need to know about Anaway Place — and why it belongs at the very top of your travel list.
The Driftless Region of southwestern Wisconsin is one of America's best-kept natural secrets. Unlike much of the Upper Midwest, this area was untouched by glaciers during the last Ice Age — leaving behind a dramatic landscape of steep ridges, forested coulees, spring-fed streams, and breathtaking valley views.
Anaway Place sits inside 110 of those acres, right where the land rolls hardest and the views stretch farthest. Ancient oaks shade meadow trails. Open hilltops offer panoramic sky. The kind of silence you only find far from cities settles in fast here, and guests often say they notice it within the first hour — the unwinding begins before they've even unpacked.
This is nature immersion at its most effortless. There's no manufactured landscape, no resort sprawl. Just land that's been allowed to stay wild, with just enough human touch to make it exceptional.
Most retreats offer variations on a single theme. Anaway takes a different approach entirely. Each cabin is a distinct architectural experience — designed to feel at home in its specific corner of the landscape.
The Glass House offers a transparent relationship with the forest around it, all light and treetop views. The Woodland House tucks you deep into a canopy that feels ancient and embracing. The Meadow House opens onto sweeping open land and sky. The Barn brings rustic structure into conversation with the surrounding countryside.
No matter which cabin you're in, the formula is the same: rustic soul, modern comfort. These aren't roughing-it situations. Expect wood-burning fireplaces, quality linens, panoramic windows, and the kind of intentional design that rewards slowing down. These are spaces where you feel genuinely held — not just sheltered.
That deliberate variety means every stay feels fresh, even for repeat guests. There's always another cabin to try, another view to wake up to.
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"Unplug and reconnect" isn't just a tagline at Anaway — it's the organizing principle behind every decision made here. The retreat was designed from the ground up to provide something increasingly rare: permission to be fully present.
Guests come seeking nature therapy, digital detox, and the kind of mindfulness that happens organically when screens go dark and starlight replaces scrolling. The landscape does most of the work. But Anaway's curation — the books and board games, the fire pits, the trails, the intentional absence of distraction — makes it that much easier to actually let go.
Research consistently shows that time in nature reduces cortisol, improves mood, sharpens focus, and deepens social bonds. Anaway offers all of that, packaged inside one of the Midwest's most stunning landscapes. It's not about doing nothing — it's about doing the right things, the quiet things, the things that refill you.
In 2025, Anaway Place expanded its offerings in a meaningful way with the launch of its new wellness program, anchored by the Garden Spa — a beautiful single-room sanctuary purpose-built for restoration.
The Garden Spa offers:
Beyond the spa, Anaway also offers private yoga sessions — a chance to move your body, breathe deliberately, and arrive more fully in your body and surroundings.
This expansion signals where Anaway is headed: not toward a larger footprint or a busier calendar, but toward a deeper experience for every guest who makes the journey. The wellness program is designed to complement the land itself — to help you arrive, settle, and leave genuinely restored.
Part general store, part curated pantry, part local discovery experience — the Anaway Store is a beloved feature of the retreat that guests rave about. It's stocked with everything you need and a few things you didn't know you wanted.
Pick up:
This is intentional hospitality. Rather than sending guests back out to hunt for supplies or letting them feel stranded, the store creates a complete experience on-property. Everything is chosen to suit the Anaway ethos — local, quality, and conducive to the good, slow life.
The short answer: almost everyone who craves nature and quiet over noise and crowds.
Couples come for romantic getaways — private cabins, fireplaces, spa services, and the kind of uninterrupted time together that daily life rarely allows. Anaway is consistently mentioned in best Wisconsin romantic getaway conversations for good reason.
Families find that the land itself entertains. Trails to explore, meadows to wander, games to play, and the rare gift of a shared experience not organized around a screen or a schedule.
Solo retreaters discover what it feels like to have an entire cabin to yourself, in the middle of 110 acres, with nothing to do but think, read, walk, and breathe. It's a kind of luxury most people have never given themselves.
Small groups — friend groups, work teams, wellness circles — find that Anaway's collection of cabins creates the perfect setting for meaningful gatherings. Shared meals, long conversations, morning yoga: the retreat has a way of accelerating real connection.
Anaway Place has roots that go back to 1995, when the property was first developed as a place for people to escape, rest, and reconnect with the land. That legacy — nearly three decades of hosting guests in one of Wisconsin's most spectacular corners — is part of what gives Anaway its grounded, unhurried character.
In June 2024, a new chapter began when Chris, Lyndsay, and Lisa took over stewardship of the property. The trio brought fresh energy, a deep respect for what made Anaway special, and a vision for thoughtful expansion — including the Garden Spa, the wellness programming, and the coming events barn.
Early guests under new ownership report that what made Anaway beloved hasn't changed. The land, the cabins, the philosophy, the warmth of the welcome — all intact. What's new is additive: more ways to go deeper, more reasons to stay longer, more programming to support the experience guests were already coming for.
This is not a retreat you can decide on last-minute. Anaway Place books out far in advance, which is both a testament to its quality and a practical reality for planning.
If your dates aren't available, a waitlist is available — and worth joining. Cancellations do happen, and Anaway will reach out when your preferred cabin opens up.
The press attention hasn't hurt availability. When Condé Nast Traveler, Travel + Leisure, The Wall Street Journal, and Dwell all point their readers in one direction, demand follows. If Anaway is on your list, the time to reach out is now, not later.
One of the most exciting additions on the horizon is the Candlewood Events Barn — a dedicated space for intimate weddings, celebrations, and private gatherings for up to 49 guests.
This isn't a traditional wedding venue. It's an Anaway wedding venue — which means the same land, the same philosophy, the same commitment to beauty and intention, extended into one of life's most meaningful moments. Imagine exchanging vows in the Driftless hills, with 110 acres of forest and meadow as your backdrop, followed by a celebration in a space that actually feels like somewhere.
For couples dreaming of an intimate, non-cookie-cutter wedding in a setting that's been called one of the most beautiful in the Midwest — Candlewood is worth watching closely.
Where exactly is Anaway Place located?
Anaway Place is located in the Driftless Region of southwestern Wisconsin — a geologically unique area known for its rolling hills, forested ridges, and dramatic valley landscapes. The exact address and directions are shared upon booking.
What makes Anaway different from other Wisconsin glamping options?
The combination of architectural variety, private acreage, press-recognized quality, and the new wellness programming sets Anaway apart. Each cabin is unique, the land is expansive, and the experience is curated to support genuine restoration — not just a comfortable night's sleep outdoors.
Is Anaway Place family-friendly?
Yes. Families are one of Anaway's core audiences. The property's trails, open meadows, games, and s'more kits make it a natural fit for families who want a meaningful shared experience away from screens and schedules.
How do I join the waitlist if my dates are full?
Reach out directly through the Anaway website. The team is responsive and will let you know when availability opens for your preferred cabin and dates.
Can I book the Garden Spa services as an add-on to my cabin stay?
Yes. Spa services — massage, aromatherapy, facials — and private yoga sessions can be arranged as part of your Anaway experience. Contact the team when booking to discuss availability and scheduling.
Some places earn their reputation through marketing. Anaway Place earned it the old-fashioned way — through guests who left transformed, told their friends, came back the following year, and couldn't quite explain what made it so right. It's the land. It's the cabins. It's the unhurried pace of a place that actually means it when it says it wants you to unplug and reconnect.
The new ownership team of Chris, Lyndsay, and Lisa has honored what came before while investing in what comes next — a Garden Spa, wellness programming, private yoga, and the soon-to-arrive Candlewood Events Barn. Anaway is not standing still, but it's not in a hurry either.
Ready to go? Visit anaway.com to explore the cabins, check availability, learn about the Garden Spa and wellness offerings, and get your name on the waitlist. Don't wait too long — the hills of southwestern Wisconsin aren't going anywhere, but the available dates are.
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