Best Weekend Getaway Experiences in May 2026

★ Popular Choice

• Offers an unparalleled 'Foothills Cuisine' culinary program featuring ingredients sourced directly from their pristine farm.
• Provides bespoke outdoor activities, including fly fishing, horseback riding, and hiking, guided by expert naturalists.
• Features luxurious accommodations ranging from charming cottages to multi-bedroom homes, all exquisitely appointed.
• Delivers a deeply personalized service experience where staff anticipate your needs before you even voice them.
• Boasts a world-renowned spa and wellness program, ensuring complete rejuvenation amidst stunning natural beauty.

• Offers breathtaking cliffside views of the Pacific Ocean, providing an unforgettable backdrop for relaxation.
• Features luxurious, adults-only accommodations with private balconies and many with outdoor soaking tubs.
• Includes an all-inclusive experience covering meals, non-alcoholic beverages, and select activities like guided hikes and yoga.
• Provides exclusive access to two heated pools, a Japanese hot bath, and a serene spa for ultimate tranquility.
• Delivers exceptional, discreet service ensuring privacy and a seamless, romantic escape from start to finish.

• Provides immersive luxury glamping experiences in iconic natural destinations like Yellowstone and Vail.
• Features beautifully appointed tents with plush king beds, private en-suite bathrooms, and wood-burning stoves.
• Offers curated outdoor activities specific to each location, such as horseback riding, hiking, and stargazing.
• Delivers gourmet dining experiences, often prepared over an open fire, showcasing local ingredients.
• Combines the adventure of camping with the comforts and services of a high-end boutique hotel.

• Offers an all-inclusive, adults-only wellness experience focused on mindfulness, balance, and personal growth.
• Provides a vast array of unique wellness activities, including equine therapy, aerial yoga, and desert hikes.
• Features healthy, gourmet cuisine tailored to dietary needs, emphasizing fresh, locally sourced ingredients.
• Delivers luxurious accommodations designed for tranquility, encouraging digital detox and deep relaxation.
• Includes daily resort credits for spa treatments and private sessions, enhancing the personalized wellness journey.

• Offers an authentic Western luxury experience set on a 3,500-acre private ranch near Park City, Utah.
• Provides unique year-round outdoor activities, including heli-skiing, fly fishing, and horseback riding with resident wranglers.
• Features exquisite accommodations designed with natural materials, offering stunning views and ultimate comfort.
• Delivers exceptional farm-to-table dining experiences at their award-winning restaurant, Yuta.
• Boasts the world-class Auberge Spa, offering bespoke treatments inspired by the surrounding landscape.

• Offers a majestic Victorian castle experience nestled on a pristine lake in the Hudson Valley.
• Provides an all-inclusive stay with three meals daily and a vast array of activities for all ages.
• Features diverse recreational options, including hiking, boating, ice skating, and a renowned golf course.
• Delivers exceptional service within a historic setting, preserving its rich heritage since 1869.
• Boasts a celebrated spa and wellness center, offering relaxation alongside invigorating outdoor pursuits.

• Features a world-class, 31,000-square-foot Spa Village offering innovative treatments and wellness programs.
• Provides championship golf course designed by George C. Thomas Jr., challenging players of all skill levels.
• Offers luxurious accommodations set amidst picturesque oak trees and stunning mountain views.
• Delivers diverse culinary experiences from casual to fine dining, emphasizing fresh, local Californian ingredients.
• Includes access to artisan workshops and activities, reflecting the bohemian spirit of Ojai.

• Offers a legendary historic resort experience with a rich past dating back to 1778, steeped in tradition.
• Provides over 55 indoor and outdoor activities, including golf, tennis, bowling, and a luxurious spa.
• Features iconic Dorthy Draper-designed interiors, creating a vibrant and distinctive aesthetic.
• Delivers a diverse range of dining options, from elegant fine dining to casual cafes and bars.
• Includes a secret underground bunker tour, offering a fascinating glimpse into Cold War history.

• Offers stylish Airstream accommodations and luxury tents in scenic locations like Yosemite and Joshua Tree.
• Provides modern amenities including full bathrooms, comfortable beds, and private fire pits at each site.
• Features beautifully designed communal clubhouses for socializing, dining, and relaxation.
• Delivers easy access to national parks and outdoor adventures, blending comfort with exploration.
• Includes complimentary use of cruiser bikes, enhancing the ability to explore the surrounding nature.

• Offers tiny cabins intentionally designed for digital detox and reconnection with nature, located within a few hours of major cities.
• Provides essential amenities including a comfortable queen bed, private bathroom, and a small kitchen.
• Features a large picture window next to the bed, offering immersive views of the surrounding forest.
• Delivers a truly simplified experience, encouraging guests to unplug and enjoy the quiet outdoors.
• Includes a curated box of provisions and a fire pit with firewood, making relaxation effortless.