Jackson Hole

Join us in Jackson Hole & Yellowstone National Park for a girls' weekend like no other!

Over the course of the next 4 days we'll be two-steppin, safari-ing, geyser-gazing, and relaxing while taking in all the beautiful landscapes in this majestic place.

Come explore this gorgeous region of the country from our base at the stunning Grand Teton National Park. Get your cowgirl on as we dance it up at the Million Dollar Cowboy bar. Go on a wildlife safari to potentially spot moose, bear, wolves and more.

We'll spend a day in Yellowstone National Park to discover all its geological wonders, including the famous geyser, Old Faithful!

There's so much to see in beautiful Jackson Hole + Yellowstone, and we can't wait to show you while making new friendships and memories!

Price from


June 07-10, 2024

Per person based on double occupancy. Solo Rooms available.

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Call Us 888-505-DAME

Picture Yourself

  • At the base of the majestic Grand Teton
  • On a wildlife safari through stunning landscapes at sunset
  • Kickin' up your boots to go two-steppin'
  • Visiting Old Faithful in Yellowstone National Park
  • Exploring all that Jackson Hole + Yellowstone have to offer

Day by Day

Day 1 Day 2 Day 3 Day 4

Day 1: Friday, June 7th

Welcome to Jackson Hole!

Today you’ll be picked up from the Jackson Hole Airport (JAC) and transferred to the hotel. Please aim to arrive in the early afternoon, because tonight at 5 p.m. we’re going to kick off our festivities! 

Once everyone is settled, we’ll head out for dinner and then, for those who are up for it, to the famous Million Dollar Cowboy Bar to kick up our heels!

Meals: D

Hotel: Wyoming Inn

Day 2: Saturday, June 8th

This morning, have a little sleep in! (We know how fun Jackson is, so, we’re starting later today). Breakfast at the hotel at your leisure. 

At around 11 am, we’ll head out into Jackson Hole for shopping and exploration. 

Later today, we’ll be doing a sunset tour of Grand Tetons National Park. Expect big, expansive views, and the chance to see wildlife including elk, moose, deer, and even bears! Yummy, local snacks will be provided.

Dinner at your leisure when we return back to the hotel. 

Meals: B

Hotel: Wyoming Inn

Day 3: Sunday, June 9th

You can’t come to Jackson and not go see Yellowstone National Park! This morning kicks off early at 6 am, as we make our way into the nation’s first national park, but it’s worth it. 

Today, we’ll embark on a tour of discovery to see firsthand, and gain a deep understanding of, the geological wonders and the multitude of wildlife encompassed by Yellowstone National Park. We’ll see Old Faithful, the Grand Canyon of Yellowstone and some of the best of the park’s 10,000 thermal features. 

Lunch today is a picnic in the park, and then we’ll spend the afternoon strolling along boardwalks and short easy trails to gain an in-depth and up-close understanding of what makes Yellowstone unique.

Return to the hotel around 6 p.m., where we will provide options for dinner.

Meals: B, L

Hotel: Wyoming Inn

Day 4: Monday, June 10th

It’s departure day, and while we’re bummed to see you go, we’re happy we got the time together to enjoy beautiful Jackson Hole! 

Depart anytime today, we’ll be doing airport transfers throughout the morning and afternoon. 



  • Trip Length

    4 days/ 3 nights

  • Activity Level


  • Perfect For

    Cowgirls + Nature Lovers

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Jackson Hole

Jackson Hole

Regular price $2,899.00 USD
Regular price Sale price $2,899.00 USD
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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
  • Accommodation, shared in a boutique hotel
  • All entrance fees to attractions
  • All activities mentioned
  • All transportation
  • Most meals (plus gratuity)
  • Gratuity for Damesly leader


  • Flights
  • Travel insurance
  • Meals + alcohol not listed
  • Gratuity for local guide(s)

Meet Your Trip Leader

Kelly Lewis

Kelly Lewis is a women's travel industry maven, author, speaker, business coach and the founder and CEO of Damesly. Raised in Hawaii, she's been to all 7 continents and over 85 countries. She is also the author of the best-selling title "Tell Her She Can't."

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Additional Information

Flights: Fly into Jackson Hole Airport (JAC). Plan to arrive early afternoon on Day 1, and depart anytime on Day 4 (airport transfers throughout the morning and afternoon).

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

Weather: June is a lovely time to visit Jackson Hole - weather can vary, but expect daily highs in the mid 70s; evenings tend to be much cooler.

Packing: Sun protection (hat/sunscreen/sunglasses) and comfortable walking shoes are a must for this trip. Bring layers for warm days and cooler nights, along with a small backpack for personal items.

For entry into Wyoming, you'll need:

  • ID
  • Travel Insurance*

*Note: We require proof of travel insurance for all international departures. Insurance is recommended but not required for domestic travel.

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. 

Still have questions? See our FAQ or Contact Us.

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