United States·July 23 - 29 2023

Crater Lake and Bend

A dreamy summer escape in America's beautiful west coast.

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Overview

Join our GG2W crew on a 6-day tour to Crater Lake National Park with many stops along the way. This curated adventure will showcase the best that central Oregon has to offer with skilled travel pros and local naturalist guide with you during the entire trip. Crater Lake is the deepest lake in the USA at 1,943 feet (592 meters), and the ninth deepest in the world. It boasts crystalline water that will have you reaching for your camera. We’ll spend a full day exploring Crater Lake, but also a day at lesser known (but equally epic) Newberry Crater National Volcanic Monument in Central Oregon. Our base camp for this dreamy summer escape is Bend, Oregon, a playground for outdoorsy types and anyone who wants to reconnect with nature. Our digs are in downtown Bend, near all the cute shops and trendy eateries. In addition to Crater Lake and Newberry, we'll also experience Timberline Lodge on Mt. Hood, and elegant Willamette Valley wine tasting, Smith Rock State Park, and more!

Highlights

Exploring Crater Lake National Park

Exploring Crater Lake National Park

Getting to know dreamy Bend in Central Oregon

Getting to know dreamy Bend in Central Oregon

Discovering Newberry National Monument’s obsidian flow

Discovering Newberry National Monument’s obsidian flow

Taking in the views at Smith Rock State Park

Taking in the views at Smith Rock State Park

Elegant Willamette Valley Wine tasting

Elegant Willamette Valley Wine tasting

Mt. Hood historic lodge guided visit

Mt. Hood historic lodge guided visit

Schedule

Here's a day-by-day itinerary of the trip

Previous

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Portland, OR

Day 1: Sunday, July 23rd,2023- Arrival

We start the trip in Portland, Oregon, a small city set along both sides of the Willamette River (pronounced Will-am-it). Portland is known for its strong coffee, friendly locals, and creative food scene. Summer is the best time of the year to visit!

Hop in a taxi at the airport and head to The Heathman Hotel. Your hotel is right in downtown Portland. (You can also take the MAX light rail train from the airport if you prefer).

Check into the hotel and explore the Rose City a bit before meeting up with the group. You can walk to Powell’s Books, the largest independent bookstore in the world or head up to the International Rose Test Garden and smell the blooms. There's lots to do!

Tonight, we will share dinner together at Higgens, one of the city’s most well-known and well-loved farm-to-table restaurants. Meet the other women on this journey and go over the plan for tomorrow’s departure with Regina, the trip leader.

Not Included

Airport transfers

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Willamette Valley

Day 2 : Monday, July 24th, 2023 - Wine Country, Here We Come

We'll have breakfast at the hotel before we hit the road and head south for an introduction to Oregon vines and wines. We're on our way to the Willamette Valley, Oregon’s premiere wine-making region. We'll stop to sip and swirl at two vineyards and then enjoy lunch together.

From the vineyards, it’s a quick ride to McMinnville, a sweet little wine-country town where charm and boutiques abound.

We'll check into The Atticus Hotel, our designer digs for tonight, and then explore McMinnville with a GG2TW friend. McMinnville is full of fun restaurants and bars. Choose your favorite for dinner on your own tonight.

Included

Breakfast

Wine tastings

Lunch

Dinner

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Bend, OR

Day 3: Tuesday, July 25th, 2023 - Cascades at Silver Falls State Park

Enjoy breakfast at the hotel or head out to one of the many McMinnville cafes. Then we’re hitting the road and making our way southeast toward Bend.

On the way, we will stop at Silver Falls State Park, one of Oregon’s true gems. This verdant wonderland is littered with rushing waterfalls and babbling brooks set along the Trail of 10 Falls.

We'll enjoy a gentle walk to one of the falls and a picnic lunch in this magical place.

Now that we’ve had our dose of Oregon green, let’s move south to the high desert and our home for the next few nights, Bend.

We'll check into the fun and funky St. Francis Hotel in downtown Bend. The St. Francis is an Oregonian landmark. Set in a historic Catholic school from the 1930s, this is the right place to get an education on quirky Oregonian culture. Explore the grounds and St. Francis’ many bars, restaurants, and even a soaking pool. Like all McMenamin’s buildings, St. Francis has been decorated by local artists and tells us the story of those who enjoyed this space before us. 

Get settled in your King Room and then head out to see downtown Bend, a welcoming town on the banks of the Deschutes River.

Tonight, we'll enjoy dinner together at locavore spot, 900 Wall.

Included

Breakfast

Lunch

Dinner

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Bend, OR

Day 4: Wednesday, July 26th, 2023 - Option 1

After breakfast at the hotel, you'll have some options on how to spend the day.

Option #1 - For the Adventure Seekers, we'll explore Newberry, the largest volcano in the Cascade Mountain Range, with a 21-mile base and a summit that is estimated to have once stood at 8,984 feet. The most recent Newberry eruption was just 1,300 years ago and formed the Big Obsidian Flow, a mountain of silicic rock that resembles broken glass shards. We'll explore the one-mile trail through the black flow and then drive to Paulina Peak for an expansive view and a photo op.

This trail has no more than 200 ft of elevation gain. We'll be walking on obsidian and rocky pathways and may want your walking poles. The trail is short, but we'll want to stop often to take photos of the lake and the giant boulders of obsidian all around you. 

Lunch lakeside following our hike in this black-glass wonderland.

We'll meet up as a full group for dinner tonight at The Pine Tavern right on the river in downtown Bend. Share stories from the day and enjoy some local Oregon wines.

Included

Breakfast

Lunch

Dinner

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Day 4: Wednesday, July 26th, 2023 - Option 2

For the Relaxation Seekers, instead of the Cascades, we’ll spend our morning getting a spa treatment in downtown Bend. Your massage is included in your GG2TW trip, but you can also add on more for a longer spa day, including wraps, facials, and mani/pedis. We can help you book all of this at Spa W.

After our spa time, we'll have lunch in downtown Bend. The rest of the day is yours to shop in local boutiques, rest, walk along the waterfront and get to know this charming town.

We'll meet up as a full group for dinner tonight at The Pine Tavern right on the river in downtown Bend. Share stories from the day and enjoy some local Oregon wines.

Included

Breakfast

Lunch

Message Treatment

Not Included

Extra spa treatments

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Crater Lake, OR

Day 5: Thursday, July 27th, 2023 - Crater Lake National Park

We're up early for breakfast then it’s time to hit the road to Crater Lake National Parkabout 1 hour south of Bend. We'll travel south through the high desert to arrive at the Park. Notice the juxtaposition of the lush western slopes we saw around Portland and the arid landscape in the central part of the state.

You may have seen Crater Lake's azure water held by the almost perfectly round caldera in photos. Now it’s time to see it in person. Crater Lake’s fresh water is some of the clearest found anywhere in the world.

Once in the park, we will break for numerous vistas, pop into the historic lodge, and partake in short walks. We'll also have time to explore a bit around the Visitor Center on our own and just take in the views.

We will not walk to the water’s edge (a very difficult trail that is straight down and straight up). None of our walks at the lake will be especially challenging or long. Expect lots of stops to get different angles of the lake and also short jaunts to viewpoints.

We'll enjoy lunch at Crater Lake National Park and relax in the summertime weather and the impressive landscape.

In the afternoon, we'll make our way back to Bend for some R&R at the hotel (and maybe a drink at their bar). Dinner's on your own tonight - you may want something casual in town ... or room service!

Included

Breakfast

Lunch

Not Included

Dinner

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Portland, OR

Day 6: Friday, July 28th, 2023 - Road Trip through Volcano Country

After breakfast, we'll make our way north toward Portland, pausing at some of Oregon’s most impressive sites along the way. 

We'll make our way across the Warm Springs Reservation and take in the scenery. Oregon is a beautiful and varied state with epic vistas that are sure to impress.

As we cruise further north, we'll stop at jagged Smith Rock State Park. Known as one of the 7 Wonders of Oregon, Smith Rock is where outdoor enthusiasts come to hike, bike, and connect with nature.

Cliffs of tuff and basalt make for ideal rock climbing, but we won’t be doing any difficult hikes. Instead, take in the view from a short, flat rim trail (less than1 mile) and see if you can spot golden eagles, prairie falcons, river otters, or beavers.


Included

Breakfast

Lunch

Dinner

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Day 6: Friday, July 28th, 2023 - Road Trip through Volcano Country (cont ...)

Our next stop is an active volcano and a guided tour of historic Timberline Lodge set atop Mount Hood, a popular skiing and hiking destination. Learn more about this impressive retreat built in 1937.

After exploring, we’ll meet for lunch together at the Cascade Dining Room inside the historic lodge.

Then it’s time for a ride on the Magic Mile Chair Lift to the mountain’s 7000′ level – no skis or snowboards needed! The spectacular view of Mt. Hood, Palmer Snowfield and nearby Mt. Jefferson is one you’ll never forget. If you’d rather skip it, hang back at the lodge and enjoy a cup of coffee or a glass of wine.

In the late afternoon we will arrive in Portland.

Freshen up and rest a bit be Papa Haydn, a city favorite known for their fresh northwestern dishes and outrageous cakes.

Let’s toast to a great summer adventure and new connections made.

Included

Breakfast

Lunch

Dinner

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Portland, OR

Day 7: Saturday, July 29, 2023 - See You Next Time

Today we must say adieu, but our memories and new friends made will last a lifetime.

Extend your stay and see more of Oregon or head to the airport today to fly home. Stay in touch with your new GG2TW friends via Whatsapp to plan future getaways.

You'll Be Staying Here

The Heathman Hotel

The Heathman Hotel

An inspiring and iconic hotel in the heart of downtown Portland, The Heathman Hotel is modern classic distinguished by a reputation of cultured comfort. 

The Atticus Hotel

The Atticus Hotel

The Atticus Hotel is a luxury boutique hotel located in Historic Downtown McMinnville—the heart of Oregon Wine Country. 

St. Francis Hotel

St. Francis Hotel

The St. Francis Hotel is conveniently located in downtown Bend. It was transformed from a 1936 Catholic schoolhouse to a hotel in 2004.



 

Inn at Northrup Station

Inn at Northrup Station

The Inn at Northrup Station is conveniently located along Portland’s celebrated streetcar line, this boutique hotel is where to stay in Portland, Oregon! 

Hosts

Regina Winkle-Bryan

Regina Winkle-Bryan

Regina is from the Pacific Northwest in the United States (she calls Seattle home). She lived in Barcelona for 10 years and speaks fluent Spanish as well as some Catalan. Spain is one of her favorite places. Along with local guides, Regina will lead this trip and introduce you the best of Catalonia. 

Price

Private Room

Private Room

Everyone gets their own fabulous room

FROM$7,935.00/pp

Heaven on Earth

Crater Lake and Bend

Central Oregon is a playground for outdoorsy types and anyone who wants to reconnect with nature. 

Crater Lake and Bend

What's Included

What's Included

Six nights at beautiful hotels

All meals as indicated in the detailed itinerary (dinner with wine)

welcome cocktail toast and orientation

A small group experience

Expert local guides to show you the best of the area

A planning and packing guide to get you ready for this adventure

All park entrance fees

A GG2W welcome gift

A massage (for those who opt for the "relax" day)

Private land transfers for the group throughout the entire adventure (you need to get from the airport to our central hotel in Portland)

Wine tasting

Airport transfers

Roundtrip airfare (or other transportation) to Oregon

Any personal souvenirs or purchases

Alcoholic beverages not described in the itinerary

Gratuities for porters or therapists

Travel and Medical Insurance (required)

Inquire about this trip

Crater Lake and Bend

United States· July 23 - 29 2023· 6 nights

FROM$7935/pp