Book The Best Hotels in Lion Head Beach, NY for 2026 from CA $182 - Fully Refundable Options

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Go beyond your typical stay in Lion Head Beach

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Our top choices for Lion Head Beach hotels

1. East Hampton House Resort

East Hampton North

Tina

CA $226

CA $297 total

includes taxes & fees

Nov 10 - Nov 11

A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

2. Journey East Hampton

East Hampton North

Erika

CA $353

CA $443 total

includes taxes & fees

Oct 18 - Oct 19

A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.

A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

A sign for Ocean Vista with a red and white van parked nearby.

A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.

3. Ocean Vista Resort

Amagansett

Dan

CA $206

CA $235 total

includes taxes & fees

Oct 18 - Oct 19

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A hotel lobby with a sofa, chairs, tables, and a large window.

4. Sag Harbor Inn

Sag Harbor

Terri

CA $312

CA $357 total

includes taxes & fees

Nov 1 - Nov 2

A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.

A spacious bar area with a large floral arrangement, seating with cushioned chairs, and a view of the upper level through large windows.

A spacious lobby with a large seating area, a staircase, and a view of the upper floor.

A modern kitchen with a wooden countertop, a black sink, and a pendant light.

5. EHP Resort & Marina

East Hampton

theresa

CA $380

CA $478 total

includes taxes & fees

Oct 29 - Oct 30

A modern kitchen with white cabinetry, a built-in dishwasher, a stainless steel microwave, and an oven.

6. Windward Shores Ocean Resort

Napeague

Gaurang J

CA $199

CA $266 total

includes taxes & fees

Oct 18 - Oct 19

A modern living room with a grey sofa, a wooden coffee table, and a wall-mounted sign that reads 'BEACH'.

7. The Hermitage

Amagansett

Yesenia

CA $215

CA $292 total

includes taxes & fees

Oct 19 - Oct 20

A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

8. Sea Crest Resort

Amagansett

Dan

CA $281

CA $352 total

includes taxes & fees

Oct 15 - Oct 16

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

9. The Harbor Front Inn

Greenport

Antrii

CA $230

CA $303 total

includes taxes & fees

Nov 4 - Nov 5

A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

A large, modern house with a swimming pool, surrounded by lush greenery and trees.

A sliding glass door leading to an outdoor area with a pool and a wooden deck.

10. East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

CA $645

CA $737 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, white building with multiple windows and a prominent tree in the foreground.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A staircase with wooden balusters and a white wall.

11. The Chequit

The Heights

Patrick

CA $235

CA $268 total

includes taxes & fees

Nov 2 - Nov 3

A spacious bedroom with a large bed, a sitting area with a sofa, a chair, and a small ottoman. There are two windows with curtains, a fireplace, and a flat-screen TV mounted on the wall.

A kitchen with a central island, two wicker chairs, and a bar area with glasses.

A restaurant with multiple tables set for dining, a bar area, and framed artwork on the walls.

A room with a wicker sofa, a large potted plant, and a window with blinds.

12. The Maidstone

East Hampton

Steven

CA $351

CA $422 total

includes taxes & fees

Nov 12 - Nov 13

A spacious hallway with high ceilings, arched columns, and chandeliers.

A garden pathway with a fence, illuminated by string lights, leading to a building.

A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

A wooden bench with a large planter in front.

13. Montauk Manor

Montauk

Maria

CA $216

CA $274 total

includes taxes & fees

Nov 2 - Nov 3

A modern outdoor deck with lounge chairs and a view of the beach.

A room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.

A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.

A modern hotel with multiple balconies and large windows.

14. Offshore Montauk

Montauk

Mary

CA $198

CA $307 total

includes taxes & fees

Nov 1 - Nov 2

A beach with a lifeguard tower, sandy dunes, and the ocean.

A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.

A large white building with green shutters, surrounded by lush greenery and hydrangea flowers.

A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

15. The Huntting Inn

Egypt Lane Historic District

Josie

CA $546

CA $638 total

includes taxes & fees

Nov 2 - Nov 3

16. Sun N Sound

Culloden Shores

MARSILDA

CA $199

CA $250 total

includes taxes & fees

Nov 1 - Nov 2

17. Driftwood Resort

Montauk

Julian

CA $168

CA $239 total

includes taxes & fees

Oct 13 - Oct 14

18. Breakers Montauk

Montauk

kent

CA $168

CA $238 total

includes taxes & fees

Oct 14 - Oct 15

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A restaurant with a signboard listing its hours of operation.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

19. Zey Hotel

Greenport

Renee

CA $260

CA $297 total

includes taxes & fees

Oct 13 - Oct 14

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A wooden building with a white window and a balcony.

A beach with pebbles and sand, a sunset, and a calm sea.

A room with a large bay window, a chandelier, and wall sconces.

20. The Sagaponack

Wainscott

Jane

CA $286

CA $384 total

includes taxes & fees

Nov 10 - Nov 11

View all properties

Hotels recommended for families in Lion Head Beach

East Hampton House Resort

East Hampton North

CA $226

CA $297 total

includes taxes & fees

Nov 10 - Nov 11

Journey East Hampton

East Hampton North

CA $353

CA $443 total

includes taxes & fees

Oct 18 - Oct 19

Ocean Vista Resort

Amagansett

CA $206

CA $235 total

includes taxes & fees

Oct 18 - Oct 19

EHP Resort & Marina

East Hampton

CA $380

CA $478 total

includes taxes & fees

Oct 29 - Oct 30

Sag Harbor Inn

Sag Harbor

CA $312

CA $357 total

includes taxes & fees

Nov 1 - Nov 2

Windward Shores Ocean Resort

Napeague

CA $199

CA $266 total

includes taxes & fees

Oct 18 - Oct 19

The Hermitage

Amagansett

CA $215

CA $292 total

includes taxes & fees

Oct 19 - Oct 20

Sea Crest Resort

Amagansett

CA $281

CA $352 total

includes taxes & fees

Oct 15 - Oct 16

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Top Lion Head Beach Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"Very Very Clean!!! Staff was excellent!!!"

Sun N Sound

10/10 Excellent

"Perfect in every way. The view is spectacular. Amazing sunsets. Well equipped kitchen if you are eating in. Plenty of parking. The housekeepers keep the place super clean. Wonderful place to just enjoy the ocean breeze."