8 Incredible Pickleball Getaways for a Dreamy Escape
Pickleball, luxury resorts, and a little adventure – what’s not to love?
If you’re looking for a getaway with top-tier pickleball and plenty of ways to relax, these resorts stand out. Some are perfect for a trip with friends, others are great for a romantic escape, and all of them offer something unique.
Some sit in vineyard-covered hills, others have private beaches and five-star spas, and a few make pickleball the centerpiece of the trip. If your idea of a good time includes sunsets, scenic views, and playing on some of the best courts in the world, these eight spots belong on your list.
1. San Diego Mission Bay Resort – San Diego, California
Photo Credit: Mission Bay Resort
A relaxed, waterfront escape with plenty to do between matches – this resort blends laid-back vibes with luxury touches.
Why It Stands Out:
Four pickleball courts with scenic Mission Bay views
Live music, daily yoga, saunas, and more to round out your stay
Three dining options featuring fresh seafood and cocktails
Close to downtown San Diego’s restaurants and nightlife
Best for: A casual, coastal retreat where you can play, unwind, and explore the city.
2. Tres Palapas Baja Pickleball Resort – Baja California Sur, Mexico
Photo Credit: Tres Palapas
An all-inclusive pickleball paradise where the game is the main event.
Why It Stands Out:
Nine pro-level courts with three on-site coaches
All-inclusive stay with meals, non-alcoholic drinks, and airport transfers.
Excursion and tour arrangements available during your trip
On-site chef specializing in authentic Mexican cuisine.
Best for: Players who want pickleball to be the highlight of their trip – but still want to explore.
3. The Broadmoor – Colorado Springs, Colorado
Photo Credit: The Broadmoor
A five-star luxury resort with a serious pickleball setup and breathtaking mountain views.
Why It Stands Out:
Three dedicated pickleball courts and four professional instructors.
Rated one of the Top 25 tennis resorts in the U.S.
Spa days, fine dining, and boutique shopping on-site
5,000 acres of resort space with hiking, whitewater rafting, and golf.
Best for: A mix of outdoor adventure and total indulgence.
Photo Credit: Montage
4. Montage Healdsburg – Healdsburg, California
Wine country, but make it pickleball-friendly. Montage Healdsburg blends vineyard views with top-tier courts, creating the perfect mix of play and relaxation.
Why It Stands Out:
Four pickleball courts surrounded by rolling vineyards
On-site wine tastings and farm-to-table dining
Zero-edge pool, nature trails, and spa treatments
Private bungalows with floor-to-ceiling views
Best for: A splurge-worthy wine country retreat with a little competition mixed in.
5. Le Logis – Cognac, France
Photo Credit: Le Logis
A 17th-century chateau where you can sip world-class cognac and play pickleball in the French countryside? This is about as unique as it gets.
Why It Stands Out:
A private pickleball court in a stunning, historic estate
Available only for full buyout – up to 14 guests
All-inclusive stay with three daily meals and curated experiences
An intimate, old-world European setting.
Best for: A bucket-list-worthy escape that blends history, elegance, and pickleball.
Photo Credit: The Boca Raton
6. The Boca Raton – Boca Raton, Florida
Palm trees, ocean breezes, and a luxury resort with next-level pickleball courts – The Boca Raton is a tropical escape with plenty to do beyond the game.
Why It Stands Out:
12 pickleball courts with professional instruction available
17 dining and bar options ranging from casual to fine dining
Stunning grand architecture and private marina
Pools, yacht charters, and a top-tier spa
Best for: A high-end, beachside retreat where you can play, relax, and live it up.
7. Ocean Edge Resort & Golf Club – Cape Cod, Massachusetts
Photo Credit: Ocean Edge Resort & Golf Club
This classic New England resort blends coastal charm with modern luxury.
Why It Stands Out:
Five brand-new pickleball courts set against the ocean
Historic mansion stays or private villas
Private beach, scenic bike trails, and a golf course
Oyster tours and cozy, waterfront dining
Best for: A laid-back, coastal escape where you can play, explore, and soak up the Cape Code charm.
8. Twin Farms – Barnard, Vermont
Photo Credit: Twin Farms
A secluded, five-star retreat with pickleball courts and breathtaking scenery, Twin Farms is truly one of a kind.
Why It Stands Out:
Four private courts in a stunning mountain setting
All meals, wine, and spirits, and experiences included.
Bee tours, farm-to-table dining, and endless outdoor activities
One of the most exclusive resorts on this list - starting near $4,000 per night.
Best for: A quiet, all-inclusive getaway that feels like a hidden gem.
The Perfect Escape, On and Off the Court
A getaway with great pickleball, beautiful views, and a little adventure? That’s always a win. Some trips are packed with play, others are all about unwinding in a beautiful setting. No matter who you’re traveling with, these destinations offer the best of both worlds.
So, where’s your next trip?
