About The Penny Lane

Just two hours or so from New York City, The Penny Lane is a timeless waterfront property in Hampton Bays, a hamlet located in the Town of Southampton. Named for where we are — on Penny Lane — our 18-room property embraces the relaxed charm of its origins as a classic Hamptons motor inn, while elevating our guests’ experience through intentional design and intuitive service.

Purpose guides every detail, from solar panels and sustainable products to filtered water throughout the property. Daily fresh breakfast, complimentary bicycles, super high-speed WiFi, and modern in-room technology help make your stay carefree. Set between Peconic Bay, Shinnecock Bay, and the Atlantic Ocean, The Penny Lane offers rare access to three bodies of water, with guest docks available for boaters. The Atlantic beach, local seafood restaurants, and the energy of Southampton are all within easy reach.

Arial view of The Penny Lane in Hampton Bays, NY

Coffee station and mini fridge at The Penny Lane

Property Amenities

Complimentary Lark Breakfast

In-Ground Pool

Dog Friendly

Solar-Fueled Electricity

Smart TVs and USB Charging

Complimentary Bicycles

Complimentary WiFi

Mini Fridges, Coffee Station and Safes in All Rooms

History

The Penny Lane is a reimagination of The Drake Inn, founded in 1967, which just so happens to be the same year that the Beatles released the single, “Penny Lane.”

The Drake Inn was a beloved, traditional “motor inn,” overlooking a canal called Penny Pond, in a quiet Hampton Bays neighborhood that sits on Shinnecock Bay, just 1.9 miles from the Atlantic Ocean.