A white hotel building with “CHESTERFIELD” signage and palm fronds against a blue sky.

Boutique Hotel in South Beach
Just Steps from Ocean Drive

Welcome
to Chesterfield Hotel

Your South Beach getaway starts at Chesterfield Hotel, a stylish boutique retreat just one block from the ocean and steps from iconic Ocean Drive. Settle into modern rooms and suites with cozy bedding, contemporary style, and thoughtful conveniences, including complimentary Wi-Fi. Guests also enjoy pool access at our sister property, Posh Hostel, where a spacious pool and sun loungers, invite you to take a refreshing dip and unwind in the sunshine. Whether visiting for work or a relaxing escape, discover comfort, convenience, and vibrant South Beach energy, with dining, nightlife, and attractions right outside your door.

The Chesterfield Hotel
A sunny outdoor patio with orange scalloped canopy umbrellas over cushioned lounge chairs, surrounded by palm plants and decorative pots.

Amenities & Services

  • ​Free WiFi
  • ​Free Coffee 8-10 AM Served in The Lobby
  • ​Free Beach Towels
  • ​​Jungle Hookah Bar & Cafe
  • ​​​Patio Area
  • ​​Free Happy Hour 6-7 PM (daily signature cocktail)
    at Maxine's Bistro & Bar at our sister property Catalina Hotel
  • ​Access to Posh Hostel Pool (sister property)
  • ​Daily Housekeeping
  • ​​In-Room Safe
  • ​​55" Plasma TVs
  • ​​300-ct Mascioni Linens
  • ​Mini Bars & Mini Refrigerator
  • ​Day Pass (Book Here)
A golden retriever runs along a sunny beach as waves splash around its paws, looking happy and panting.
A brown-and-white puppy is holding a light-blue suitcase with airline-style stickers and a red handle, looking right at you.

Pet Friendly Stay

We are a pet friendly hotel. A maximum of one dog, 40 lbs. and under is welcome per stay. A $250 non-refundable cleaning fee is required. This fee is waived for certified service dogs. If your pet is a service animal, please provide the necessary documentation upon check-in and we will waive the $250 pet incidental hold. Dogs can never be left unattended in the room. Your dog must be accompanied and leashed at all times. Dogs that cause disturbance must be removed from the premises immediately.

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