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Escape to a poolside paradise at Compass by Margaritaville Medford, where relaxation meets resort-style fun. Whether you’re soaking up the sun by the pool, or unwinding in a private cabana, this vibrant retreat offers everything you need for the ultimate getaway. Sip on a refreshing margarita, indulge in island-inspired bites, and enjoy the laid-back atmosphere that makes every moment feel like a vacation.
Guests can unwind on chaise lounge chairs or elevate their experience by reserving a private island-style cabana. Available daily, cabana rentals require a $150 reservation fee and a hosted food and beverage minimum of $150, plus a 22% gratuity. 5 o’Clock Somewhere Bar & Grill offers poolside service, delivering shareable appetizers, fresh salads, handheld favorites, seafood platters, and hearty entrees right to your lounge chair.
The spacious outdoor pool offers plenty of room for both families and solo travelers to unwind. Surrounding the pool, guests can enjoy comfortable seating, lively outdoor games like cornhole, and inviting open spaces. As the sun sets, the glow of the fire pits creates the perfect ambiance for relaxation, conversation, and soaking in the laid-back Margaritaville atmosphere.
No poolside escape is complete without a signature margarita, and 5 o’Clock Somewhere delivers with expertly crafted drinks that capture the essence of island life. The classic Who’s to Blame Margarita is a perfect blend of tequila, triple sec, and house margarita mix, or indulge in a frozen or fruit-infused variation for a refreshing twist. Each margarita is carefully balanced to be smooth, citrusy, and perfectly chilled. For those looking to spice things up, options like the Watermelon Margarita or Spicy Jalapeño Margarita add an extra kick of flavor to the experience.
The 5 o’Clock Somewhere Bar & Grill goes beyond just drinks, offering a diverse menu that caters to a variety of cravings. Guests can start with shareable appetizers like crispy chicken wings, pretzel bites, and house-made hummus, or opt for fresh salads packed with bold flavors. The menu also features hearty handhelds, including stacked burgers, grilled chicken sandwiches, and signature wraps, alongside seafood favorites like beer-battered fish and chips or coconut shrimp. For those wanting a full meal, entrees such as jerk salmon, steak, and island-style shrimp skewers bring bold flavors to the table.
As the day winds down at Compass by Margaritaville Medford, the warm glow of the fire pits, the tropical flavors of handcrafted margaritas, and the relaxed poolside atmosphere create the perfect ending to your escape. Savor the final bites from 5 o’Clock Somewhere Bar & Grill, unwind in the comfort of a private cabana, or soak in the last rays of sunshine—every experience at Compass by Margaritaville Medford is designed to bring you closer to that Margaritaville state of mind.. Kick back, unwind, and let paradise take care of the rest.
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