Join us for a magical long weekend in Portland, OR as we toast and celebrate the opening of Willamette Wine Spa, the first dedicated wine spa in the USA and our very own new project!

Wine and dine with our CEO Kelly Lewis as you get to know your fellow dames on this adventure. Over the course of a long weekend you'll explore beautiful Portland and learn more about our famous Willamette Valley wines.

Spend a day wine tasting through the most picturesque vineyards in the Pacific Northwest with a new group of girlfriends.

Then, fully relax and unwind in an afternoon of vinotherapy services. All ladies will receive our finest treatment package: a wine bath, cabernet body scrub, and 60 minute massage.

We're shutting down the spa exclusively for our Damesly gals today - expect a day of relaxation, laughter, and fun!

Price from


December 07-10, 2024

Per person based on double occupancy. Solo Rooms available.

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Call Us 888-505-DAME

Picture Yourself

  • Wine tasting through beautiful vineyards in the Willamette Valley
  • Soaking in a bathtub full of wine, like a queen!
  • Toasting to entrepreneurship and making new friends
  • Poking around cute shops and cafés downtown
  • Exploring beautiful Portland, OR over a long weekend

Day by Day

Day 1 Day 2 Day 3 Day 4

Day 1: Welcome to Portland!

Welcome to beautiful Portland, OR! After arriving to PDX airport, you'll be picked up by a driver and transferred to your hotel. Take some time to relax and unwind at Jupiter Next, our hotel for the weekend, before the fun begins. If you've got time, shop the cute stores located close to your hotel!

Tonight at 7 p.m., we’re having dinner as a group with Damesly CEO Kelly Lewis.

We can’t wait to meet you!

Meals: D

Hotel: Jupiter Hotel Next

Day 2: Wine Tasting in the Willamette Valley

Today we’re off to explore the beautiful Willamette Valley, and taste some of the best wine in the region. This morning, we’ll depart in our private sprinter van to visit some of our favorite — and most stunning — vineyards in the Willamette Valley. After returning back to Portland and relaxing for a bit, we’ll have dinner as a group in Portland.

Meals: L, D

Hotel: Jupiter Hotel Next 

Day 3: Wine Spa Day!

Today, we’re bringing you to our brand new wine spa — the first in the country! We’re closing down the entire spa for just our group today, a Damesly exclusive! All damesly gals will get the works with our best package: a vinotherapy treatment that includes a wine soak, cabernet body scrub, and 60 minute massage. Lunch will be catered to the spa. 

Later, we'll have our final dinner as a group.

Meals: L, D

Hotel: Jupiter Hotel Next 

Day 4: Departures

It’s departure day, and while we’re sad to see you go, we hope you’re leaving feeling properly wined and dined!

Meals: --

Hotel: --

  • Trip Length

    4 days / 3 nights

  • Activity Level


  • Perfect For

    Wine Lovers + Boss Betties

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Portland, OR: Wine Spa Weekend

Portland, OR: Wine Spa Weekend

Regular price $2,499.00 USD
Regular price Sale price $2,499.00 USD
Sale Sold out

Low stock: 4 left

Room Type
Payment Option
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Spaces on tours are sold per person. Deposits are non-refundable. Ensure your payment option is as desired before checkout. If paying deposit only, remaining payments can be made via client portal until 60 days before departure. See our cancellation policy for details.

Love this tour but can’t make the dates? Click here to make this tour private.


  • Airport pickup and dropoff
  • Hotel accommodation (shared and singles)
  • Wine tasting in Willamette Valley
  • Dinner with our CEO
  • Transportation to listed activities
  • Deluxe vinotherapy treatments & spa day at our wine spa
  • Gratuity for Damesly trip leader


  • Flights
  • Travel Insurance
  • Meals + alcohol not included
  • Activities not listed
  • Gratuities at wineries + spa

Meet Your Trip Leader

Miranda Brooks

Miranda is our amazing head of customer support, and newest Damesly trip leader.

A former high school German teacher, yoga instructor, and student exchange coordinator, she believes “there’s no greater education than travel.” After 14 years in education, she and her husband quit their jobs in Pennsylvania, spent 6 weeks...

Read More

Additional Information

Flights: Fly into PDX. Plan to arrive before 6:00 pm on Day 1, and depart anytime on Day 4.

Want us to advise on flights? Email us at info@damesly.com

Weather: The weather in Portland in December is typically cool and grey. Expect temperatures in the 50s in the daytime and 40s at night.

Packing: Layers are the name of the game in the PNW! Pack jackets, scarves, sweaters, a beanie, and anything comfortable to walk in.

Willamette Wine Spa is a brand new venture opened by our CEO Kelly Lewis. Find out more at the Willamette Wine Spa website.

We require guests on this tour to be 21+ because of the included wine tastings.

At Damesly, our goal is to connect women through beautifully curated travel experiences. 

Our trips feature a high level of customer support and a focus on cultural interaction and experiences. We’re dames who work hard, and travel often. So when you use your coveted PTO days, we want you to have the best trip possible! To do this, we hand-select boutique hotels based on location and service. We look for unique properties that we think of as hidden gems, which may or may not be 5-stars. Our itineraries offer a mix of adventure and relaxation. We’re not afraid to get a little dirty to have the most fun experiences, but if there’s an infinity pool or a great spa afterwards — we’ll meet you there!

Traveling the world comes with rewards and challenges. Our traveler is someone who is easy-going and open minded to new experiences and cultures, ready to get out of their comfort zone and understands that travel leads to personal growth, even on its toughest days. Join us if you’re adventurous, kind, open-minded and ready for the trip of a lifetime. 

On this tour to Portland, you can expect to see some gorgeous things, drink lovely wine, and explore a fun, quirky city. Activity level is minimal. We've chosen a hotel in the Northeast for its proximity to wine spa, cute shops and restaurants, and its distance from downtown.

Will you match me?
Of course! If you choose a space in a shared room but you're traveling solo, we will do our best to pair you with a roommate. Roommates are matched based on arrival time and perceived compatibility. Sharing a room is a great way to save costs, and make a new friend! However, we ask you to approach the situation with an open mind, some grace, and maybe a little humor.

While 99% our travelers are amazing, we can't guarantee that you'll hit it off with your roommate, or that your sleeping styles will be compatible.

Is sharing right for you?
If you are a light sleeper, get easily irritated or just know that you need your own space, sharing a room might not be for you. Likewise, if you know that you snore, sleep with a CPAP machine or have other health conditions, sharing a room might not be the best fit.

What if I don't get along with my roommate?
If you've tried but you absolutely can't get along with your roommate and need to separate, your trip leader will either swap things around, or, attempt to get you your own room. If the latter, additional charges will incur.

What if I book a double room, and you can't match me?
We book a certain amount of hotel rooms before any tour, and are bound by their rules. In the event that we cannot find a roommate for you before the tour, and your room converts to a single room, there may be additional charges.

Small group trips require at least 4 people to run. We will confirm as soon as possible when the trip has met its minimum; up to 60 days before departure. For this reason, we recommend waiting until after a trip has been confirmed to purchase airfare. Any tour can be converted to a private departure when a trip does not meet its minimum. Additional costs may incur. Alternatively, apply your credit to any small-group tour departing within 12 months. 

When you book a tour with us, our team will create a customer portal for you, where you can make payments towards this tour at your leisure. 

If you’d prefer, we can create a payment schedule for you, just let our accounting team know (accounting@damesly.com) Tours must be paid in full 60 days before departure. 

This tour to Portland must be paid in full by October 8, 2024. See our cancellation policy here.

Still have questions? See our FAQ or Contact Us.

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