Anytime Wellness Retreats in Oregon — Designed Around You

2 Day / 1 Night “Perfect Ashland Night” Retreat (For Two)
A romantic, all-inclusive Ashland getaway retreat featuring welcome touches (champagne or flowers), lodging at an award-winning inn, multi-course breakfast, coffee bar, dinner downtown, and live theater options—close to Lithia Park and the Plaza. Optional transportation is available

2 people= 2 day/1 night = $836, including taxes and gratuities!

The Perfect Night in Ashland! Experiences are based on availability, your schedule, and other key aspects. All-Inclusive! All you must do is get here.

Perfect Ashland Night! Available March-Oct 2025

Welcomed by champagne or flowers

Hosted in a guest room at an award-winning Inn and Retreat Center

Multi-course breakfast in the morning 

24-hour coffee bar

Dine at a local favorite restaurant in the Plaza

Dinner in downtown Ashland

World Renown Live Theater with OSF

Close to Lithia Park and Downtown Ashland

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

3 Day / 2 Night “Celebrate Friendship” BFF Retreat (For Two)
A fun, all-inclusive BFF wellness retreat in Oregon with two nights at Bayberry Inn, breakfasts, snacks/drinks, high tea, dinners in the Plaza, a Japanese-inspired tea & bathhouse, and add-on experiences like “healing waters,” massage or facial, plus an art class or live theater tickets.

2  Nights at Bayberry Inn

24-hour coffee and tea bar

24-hour Snacks and drinks 

2 multi-course breakfasts at the Inn

1 Lunches= 

 High Tea experience

2 Dinners = 

 Dinner in the plaza, at chosen cuisine

Japanese-Inspired Tea and Bathhouse

Additional Experiences:

 “Healing waters” soak, sauna, steam and drinks

Massage, Swedish 60 minute

 Or 

Facial 60-minute

and

Choose #1. Art Class 

or

#2. 2 Tickets to live theater, OSF

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

3 day 2-night "BFF Retreat" For Two

2  Nights at Bayberry Inn

24-hour coffee and tea bar

24-hour Snacks and drinks 

2 multi-course breakfasts at the Inn

1 Lunches= 

 High Tea experience

2 Dinners = 

 Dinner in the plaza, at chosen cuisine

Japanese-Inspired Tea and Bathhouse

Additional Experiences:

 “Healing waters” soak, sauna, steam and drinks

Massage, Swedish 60 minute

 Or Facial 60-minute

AND

*Choose 1 from these 5 experiences, including

1. Enjoy world-renowned Live theater

2. Art Class

3. Ziplining through the Rogue Valley

4. Whitewater Rafting

5. Winery Afternoon

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

Welcome the changing season with a restorative 3-day, 2-night wellness retreat in Ashland, Oregon, designed for renewal, rest, and gentle rejuvenation. The Countdown to Spring Retreat offers a thoughtfully paced escape that blends comfortable lodging, nourishing meals, and curated wellness experiences—perfect for individuals or pairs seeking a seasonal reset.  This retreat includes 5 meals for both of you, 4 experiences, 3 days, 2 nights, for 1 rate.

2  Nights at Bayberry Inn

24-hour coffee and tea bar

24-hour Snacks and drinks 

2 multi-course breakfasts at the Inn

1 Lunches= 

 High Tea experience

2 Dinners = 

 Dinner in the plaza, at chosen cuisine

Japanese-Inspired Tea and Bathhouse

and

Additional Experiences:

2 tickets to live OSF theater experience 

“Healing Waters” soak, sauna, steam, and drinks 

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

3 day 2-night The Quick Escape Retreat is ideal for guests seeking a short yet meaningful all-inclusive wellness retreat in Oregon. This 3-day, 2-night experience is designed to help you step away from daily demands, slow down, and enjoy a refreshing wellness getaway with planned experiences and time to relax.

Perfect for solo travelers or couples looking for a flexible, anytime retreat option.

2  Nights at Bayberry Inn

24-hour coffee and tea bar

24-hour Snacks and drinks 

2 multi-course breakfasts at the Inn

1 Lunches= 

 High Tea experience

2 Dinners = 

Room service, Catered In 

or 

Charcuterie with wine

or

 Dinner in the plaza, at chosen cuisine

and

Additional Experiences:

 Japanese-inspired bath and tea house, soak, sauna, steam and drinks

Massage, Swedish 60 minute

Or 

Facial 60-minute

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

4 day 3-night. The Horses and Courses Retreat is a longer, immersive 4-day, 3-night wellness retreat in Southern Oregon, combining relaxation, experiential activities, and curated local experiences. This retreat offers a deeper pace, allowing guests to fully settle into their surroundings while enjoying thoughtfully planned days that balance activity and rest.

Ideal for guests seeking a distinctive, experience-rich wellness retreat.

3  Nights at Bayberry Inn

24-hour coffee and tea bar

24-hour Snacks and drinks 

3 multi-course breakfasts at the Inn

2 Lunches= 

Lunch in the trees

 Picnic on horseback day

3 Dinners = 

  Room service, Catered In or Charcuterie with wine

 Dinner in the plaza, at chosen cuisine

 Japanese Inspired Tea and Bathhouse

and

Additional Experiences:

“Healing waters” soak, sauna, steam and drinks

 Full-day Horseback excursion, explore the Applegate

 Half day Zipline excursion

 60 minute massage or facial

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

The Relax and Excite Retreat is a balanced 4-day, 3-night wellness retreat in Ashland, Oregon, designed for guests who want both deep relaxation and engaging experiences. This anytime retreat blends comfortable lodging, nourishing meals, and thoughtfully planned activities—offering space to unwind while also enjoying the energy of Southern Oregon.

Ideal for individuals or couples seeking a longer wellness escape with a dynamic yet restorative pace.

 3 nights at Bayberry Inn

 24-hour coffee and tea bar at the Inn

24-hour Snacks and drinks

 3 Multi-course Breakfasts

2 Lunches= 

 High Tea experience

Lunch at chosen cuisine in the Plaza

3 Dinners = 

 Room service, Catered In or Charcuterie with wine

 Dinner in the plaza, at chosen cuisine

 Japanese Inspired Tea and Bathhouse

and

Additional Experiences:

 “Healing waters” soak, sauna, steam and drinks

 Massage, Swedish 60 minute

Or 

Facial 60-minute

 Art Cafe session

 Ticket to live theater, OSF

Use of Bicycles, pickle ball, and hiking gear

Includes all taxes and gratuities

Transportation is available at $50 per day and must be added during the initial reservation

All-inclusive Couple Retreats

Our Couples Wellness Retreats in Oregon offer partners the opportunity to reconnect, rest, and share meaningful experiences together. These retreats are designed to support quality time, relaxation, and renewal—whether you’re celebrating a milestone or simply stepping away from daily routines.

Couples retreats may be booked as standalone experiences or selected within our Anytime Wellness Retreat offerings, based on availability.

More options for couples getaways HERE

Our Psilocybin Retreats in Oregon are offered in compliance with state regulations and are designed to support preparation, set and setting, and integration. These retreats are distinct from our non-psilocybin wellness offerings and are coordinated through licensed facilitators and approved service centers.

Guests interested in psilocybin retreats may explore this option separately or inquire about how it aligns with their wellness goals.

More options for psilocybin getaways HERE

The Rogue Valley in Southern Oregon is a destination rich in natural beauty, offering everything from mountain peaks and river canyons to relaxing spa experiences. Our Adventure-Focused Retreats invite guests to explore the region through seasonal outdoor activities such as snow skiing, fly fishing, and guided excursions—balanced with the comfort of a curated retreat stay.

Oregon Wellness Retreat partners with trusted, top-rated adventure companies throughout the Rogue Valley to ensure high-quality experiences. For ease and transparency, all adventure guides are included with a 20% gratuity built into your all-inclusive OWR package, along with applicable rates and service fees.

You can choose from our thoughtfully designed adventure retreats or customize your experience by adding an afternoon excursion to any of our other retreats. We can’t wait to assist you in planning your next adventure—give us a call today! Let's make your journey in the Rogue Valley truly memorable!

Oregon Wellness Retreat is proud to offer Cosmetic Enhancement with our Medical Spa partner. Return from your retreat with us, not only refreshed on the inside but rejuvenated on the outside, as well! 

Cosmetic Enhancement Retreats offer guests the opportunity to combine a retreat stay with scheduled aesthetic or cosmetic services in Ashland, Oregon. These retreats are designed to support rest, recovery, and comfort before and after appointments, with lodging, meals, and a peaceful environment included.

Availability and services vary and are coordinated in advance to ensure a supportive retreat experience.  We seamlessly blend innovative treatments with personalized attention to nourish your body, mind and soul. 

See OWR's Cosmetic Focused All-inclusive Retreats HERE. Or add a service to another retreat with our AdOn options.

Not every guest is looking for an all-inclusive retreat—and that’s perfectly okay. Our B&B Stays in Ashland, Oregon are ideal for travelers who prefer flexibility and the freedom to explore at their own pace.

When you book a B&B stay, you’ll enjoy the same rooms, same location, and same daily breakfast offered with our retreats, without a structured itinerary. Breakfast is served each morning at 9:00 a.m., and the rest of your time is yours to design—whether that means wandering, resting, or discovering the Rogue Valley on your own.

Please note that transportation and scheduled experiences are not included with B&B rates, but select offerings may be added à la carte if desired. We look forward to welcoming you and wish you happy travels.Check room availability HERE.