Portland, OR: Wine Spa Weekend

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.