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Trailstead Stays

Scottsdale guides

Scottsdale trip planning guides

Every Trailstead guide for Scottsdale — WM Phoenix Open, Cactus League, Barrett-Jackson, golf, Old Town, families, bachelorettes and day trips.

Every Scottsdale planning guide

The Sunkiss vs. The Scottsdale Social: choosing a Scottsdale group stay

A side-by-side look at Trailstead's two Scottsdale homes and which kind of group trip each one suits.

Last reviewed 2026-09-05

A practical Scottsdale golf-and-pickleball group itinerary

How to structure a play-focused Scottsdale weekend that a real group will actually follow.

Last reviewed 2026-09-05

Planning a multigenerational Scottsdale stay

What to settle before you book when the party spans three generations.

Last reviewed 2026-09-05

Searching Tucson? How it compares with Scottsdale for a group

Two Arizona desert bases, two different group trips. What changes between Tucson and Scottsdale on golf, flights and evenings out.

Last reviewed 2026-09-05

Searching Phoenix? Why groups usually end up in Scottsdale

Scottsdale sits inside the Phoenix metro. Here is what actually changes for a group choosing between the two.

Last reviewed 2026-09-05

A Scottsdale staycation, for people who already live here

Phoenix-area locals book these houses for the backyard, not the flight. How to plan a weekend at home that still feels like a trip.

Last reviewed 2026-09-05

Snowbird and long winter stays in Scottsdale

Planning weeks rather than nights in Scottsdale — what to settle before you book a long cool-season stay.

Last reviewed 2026-09-05

Eating out and booking experiences around Scottsdale

How to feed a group in Scottsdale and book the things worth leaving the house for, using the venues' own reservation channels.

Last reviewed 2026-09-05

Scottsdale at Thanksgiving and Christmas: a group-stay planning guide

Planning a Scottsdale group stay around Thanksgiving (Thursday, November 26, 2026) and Christmas (Friday, December 25, 2026): meals, outdoor time, events, packing and group logistics.

Last reviewed 2026-09-13

Best time to visit Scottsdale, month by month

How Scottsdale's weather and event calendar typically change through the year, and which months suit golf trips, pool weekends and big-group celebrations.

Last reviewed 2026-10-05

Things to do in Scottsdale: a group trip guide

Old Town, the desert preserves, Taliesin West, golf and pool days — how to plan a Scottsdale group trip that works for everyone.

Last reviewed 2026-10-05

Old Town Scottsdale guide: dining, nightlife and the arts district

How Old Town Scottsdale's districts fit together — the Arts District, Fifth Avenue, the entertainment district and the Civic Center — and how groups can plan a night out.

Last reviewed 2026-10-05

Scottsdale bachelorette itinerary: a three-day plan

A three-day Scottsdale bachelorette plan — pool days, an Old Town night, a sunrise hike and a spa or golf afternoon — with the planning checks that keep it smooth.

Last reviewed 2026-10-05

Things to do in Scottsdale with kids

OdySea Aquarium, Butterfly Wonderland, McCormick-Stillman Railroad Park, easy desert trails and pool time — a family plan for Scottsdale.

Last reviewed 2026-10-05

Scottsdale golf trip planner for groups

How to plan a Scottsdale golf trip: when to go, how to book group tee times, well-known courses including TPC Scottsdale, and how to set up the house for the evenings.

Last reviewed 2026-10-05

Day trips from Scottsdale: Sedona and the Grand Canyon

How to plan day trips from Scottsdale to Sedona and the Grand Canyon's South Rim, plus closer options — with official sources for passes, roads and park rules.

Last reviewed 2026-10-05

Where to stay

Scottsdale, Arizona

The Sunkiss Scottsdale

Serve. Swim. Stay awhile.

5 bedrooms · 3 baths · 4.93 (60) · checked 23 Sep 2026

A Scottsdale home shaped around outdoor time. Four king bedrooms and a bunk room, a private pool and hot tub, and a sport court set up for pickleball and basketball. It suits groups who want to play during the day and stay in for a long evening together.

  • Golf and pickleball groups
  • Family and multigenerational trips
  • Cooler-season desert escapes

Five bedrooms with sleeping arrangements for 16. Final guest limits are confirmed on the booking calendar.

Scottsdale, Arizona

The Scottsdale Social

Made to play. Built to gather.

5 bedrooms · 9 beds · 3 baths · 4.92 (71) · checked 23 Sep 2026

The larger of the two Scottsdale houses, built around shared time. Five bedrooms and nine beds, a private backyard with pool, hot tub and putting green, and more than fifteen games for the evenings nobody wants to go out.

  • Group celebrations and reunions
  • Golf trips
  • Holiday gatherings

Five bedrooms and nine beds, with sleeping arrangements for up to 18. Final guest limits are confirmed on the booking calendar.