Squadcation

The Best Destinations for a Group Trip

The best group-trip destination isn’t the prettiest one — it’s the one with enough big rental houses, things to do for a range of people, and an airport everyone can actually reach. Here are the US spots that consistently deliver for groups, and who each is best for.

Best for a bachelorette / bachelor weekend

  • Nashville, TN — walkable nightlife, big downtown rental houses, easy flights. The default bachelorette city.
  • Scottsdale, AZ — pools, golf, and resort day-clubs; great for bachelor parties and warm-weather escapes.
  • Miami / New Orleans — nightlife-heavy, direct flights from most hubs, plenty of large rentals.

Best for a family reunion

  • Gatlinburg / Pigeon Forge, TN — huge multi-bedroom cabins, activities for all ages, drive-able for much of the country.
  • Lake Tahoe — big lake houses, summer water sports + winter skiing, something for every age.
  • Orlando, FL — parks plus large vacation homes; the classic multi-generational pick.

Best for a relaxed friends getaway

  • Charleston / Savannah — walkable charm, great food, and roomy historic rentals.
  • Palm Springs, CA — mid-century houses with private pools, made for a low-key group weekend.
  • Outer Banks / Gulf Shores — beach houses that sleep the whole crew.

How to pick for YOUR group

Choose from constraints, not wishes: who has to fly (pick a city with direct flights), the budget ceiling, and whether the vibe is party or relaxed. Then check that it has enough big-group rentals for your headcount, and settle house vs hotel before you shortlist. Two or three finalists, then vote.

Destination guides for large groups

Where to stay (which neighborhoods have the big houses) and what your group will do, city by city:

Plan by occasion

Destinations and planning tailored to the trip:

FAQ

What's the best destination for a bachelorette or bachelor group trip?

Nashville and Scottsdale top the list — walkable nightlife or resort pools, big rental houses, and easy flights. Miami and New Orleans are close behind.

Where should a big family reunion go?

Cabin and lake destinations like Gatlinburg, Lake Tahoe, or Orlando — large multi-bedroom houses, a mix of activities for all ages, and drive-able for many families.

How do you choose a group trip destination everyone agrees on?

Start from constraints, not wishes: who has to fly, the budget ceiling, and party-vs-relaxed vibe. Shortlist two or three that fit and enough big rentals for your group, then vote.

Shortlist destinations and vote as a group

Squadcation turns a group chat into one shared plan — everyone adds ideas, votes on dates and stays, and the itinerary builds itself. Free to start, no app to install.

Start a free trip →