Hamptons, United States

The Penny Lane

Price per night from$270.43

Price information

If you haven’t entered any dates, the rate shown is provided directly by the hotel and represents the cheapest double room (inclusive of taxes and fees) available in the next 60 days.

Prices have been converted from the hotel’s local currency (USD270.43), via openexchangerates.org, using today’s exchange rate.

Style

Quiet night inn

Setting

Winsome waterfront hamlet

Beneath the blue Long Island skies, The Penny Lane is a boutique B&B setting a laidback tempo in the Hamptons. Airy clapboard cottages overlook the canal running through Hampton Bays, a quaint hamlet that strikes all the right East Coast notes — bike rides to quiet beaches, butter-down-your-chin lobster rolls and Atlantic sunsets over a bottle of rosé. Though it actually takes its name from the street it’s on, this tucked-away stay is laced with all the upbeat nostalgia of the Beatles hit.

Smith Extra

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A locally sourced welcome gift

Facilities

Photos The Penny Lane facilities

Need to know

Rooms

18, including five suites.

Check–Out

11am, and check-in is at 2pm. Both are flexible, on request and subject to availability.

More details

Rates include a breakfast of light, locally sourced bites such as bagels, yoghurt, baked goods and coffee served in the lounge.

Also

One Cottage Deluxe King room has been adapted for guests with limited mobility.

At the hotel

Bikes to borrow, lounge and free WiFi throughout. In rooms: smart TV, climate control, coffee- and tea-making kit, mini fridge and Lather bath products.

Our favourite rooms

The Cottage Deluxe King is especially cozy, with interiors that feel like the dream romcom studio apartment and a front porch made for sitting out with a morning cup of coffee.

Poolside

Settle under a striped parasol by the outdoor pool to catch up on your reading (or your Zs).

Packing tips

Bring shoes you can bike in and a basket for beachcombing finds.

Also

Each room is decorated with snaps of Ponquogue Beach and other local beauty spots, all the work of The Penny Lane’s owner.

Pet‐friendly

Dogs are welcome in all rooms at The Penny Lane. See more pet-friendly hotels in Hamptons.

Children

All ages are welcome. The Two-Bedroom Suite works especially well for families, and the Waterfront Queen Suite and Waterview King Suite both have queen-size sofa beds.

Food and Drink

Photos The Penny Lane food and drink

Location

Photos The Penny Lane location
Address
The Penny Lane
16 Penny Lane
Hampton Bays
11946
United States

The Penny Lane is set on a canal in Hampton Bays, a residential neighborhood near the town of Southampton.

Planes

The hotel is around a two-hour drive from JFK. Alternatively, flights from Boston, Charleston, Orlando and more touch down at Long Island MacArthur Airport. From there, it’s under an hour’s drive to the hotel.

Trains

The Long Island Rail Road will take you from Penn Station or Grand Central Station to Hampton Bays, with a change at Jamaica for the Montauk branch. It’s under 10 minutes’ drive from Hampton Bays station to the hotel.

Automobiles

The Penny Lane has bikes to borrow and Ubers are easily summoned, so you won’t be scuppered without a car here. If you do bring your own wheels, there’s free parking at the hotel.

Other

If you’re coming by boat, the hotel has a few docks available to book on Penny Pond, the waterway that the garden backs onto.

Worth getting out of bed for

Crisscrossed by peaceful waterways and hemmed on one side by Shinnecock Bay, Hampton Bays is best explored by bike or boat. Head out on a cycle (the hotel has bikes to borrow) to get acquainted with the area, charting canalside paths, leafy trails and coastal routes. When the ocean calls, cross the bridge to Ponquogue Beach, a wide, golden-sand stretch with surf-friendly waves. This neck of the woods has a rich nautical heritage, and fishing charters and boat tours are always on the cards, but there’s plenty to occupy landlubbers, too. The Parrish Art Museum in Southampton explores the rich history of East Coast artist colonies, and when it’s wine tasting o’clock, wend your way to the Wölffer Estate, a family-owned vineyard focused on community and sustainability.

Local restaurants

A festoon-lit restaurant set right on the water, Cowfish is an atmospheric spot for polished seafood and steak. Old-school Italian-American joint Francesca's is beloved by locals for its crisp-based pizzas and homemade ice cream. For an alfresco dinner right on Shinnecock Bay, bag a table on the pontoon at Dockers Waterside — the truffle butter lobster roll takes some beating, as do the sunset views.

Local cafés

Kickstart sleepy mornings with a stroll down to Hampton Coffee Company, where you can pick up craft espresso, breakfast sandwiches and pastries. Over on Shinnecock Canal, pair a lemony lobster roll with a citrus spritz on the open-air deck at Canal Café.

Local bars

A stroll away at the end of the canal, the Station Bar is a relaxed hangout that draws a devoted local crowd for oysters and cocktails on the water.

Reviews

Photos The Penny Lane reviews

Anonymous review

Every hotel featured is visited personally by members of our team, given the Smith seal of approval, and then anonymously reviewed. As soon as our reviewers have returned from this waterfront hotel in the Hamptons and unpacked their sea glass and skipper caps, a full account of their East Coast break will be with you. In the meantime, to whet your wanderlust, here's a quick peek inside The Penny Lane in Hampton Bays…

At The Penny Lane, you get a picture of how the Hamptons might have been several decades ago. Maybe there's something in the hotel’s past life as a Sixties motor inn, a sense of timeless East Coast hospitality lingering like the afterimage from a Polaroid flash. If so, a contemporary makeover has only amplified its charms, with canal views and carefully deployed shiplap giving interiors the air of laidback luxury that runs in the Lark hotels family. 

It’s the location, though, that seals the deal — Hampton Bays is a relatively quiet residential ’hood where scenes play out straight from a mid-century scrapbook. After coffee in the sunroom, set out for freewheeling cycles down to the beach, old-school fishing trips and oysters at waterfront restaurants that have seen generations come and go. Scenic Southampton and Sag Harbor are in easy reach, but just as tempting is a day spent supine by the hotel’s pool — cassette player and cat-eye sunglasses optional, but not entirely out of place.

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Price per night from $270.43