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Oct 10 - Oct 11
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Oct 11 - Oct 12
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Lion Head Beach hotels

Living area
Room
Front of property
Reception

1. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
Tina
CA $226
CA $297 total
includes taxes & fees
Nov 10 - Nov 11
East Hampton House Resort
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
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.

2. Journey East Hampton

Journey East Hampton
East Hampton North
United States
Erika
CA $353
CA $443 total
includes taxes & fees
Oct 18 - Oct 19
Journey East Hampton
A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
A coastal pathway with a wooden bridge leading to a green sports court.
A sign for Ocean Vista with a red and white van parked nearby.

3. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
CA $216
CA $247 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Vista Resort
A waterfront property with a large house, multiple boats docked, and lush greenery.
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.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

4. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
CA $312
CA $357 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Room
Living area
Living area
View from property

5. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
United States
Gaurang J
CA $199
CA $266 total
includes taxes & fees
Oct 18 - Oct 19
Windward Shores Ocean Resort
A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.
A spacious lobby with a large seating area, a staircase, and a view of the upper floor.
A spacious interior with a wooden staircase, a blue sofa, and a white chair.
A modern kitchen with a wooden countertop, a black sink, and a pendant light.

6. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
CA $379
CA $477 total
includes taxes & fees
Oct 29 - Oct 30
EHP Resort & Marina
Terrace/patio
Private kitchen
Exterior
A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

7. Sea Crest Resort

Sea Crest Resort
Amagansett
United States
Dan
CA $281
CA $352 total
includes taxes & fees
Oct 15 - Oct 16
Sea Crest Resort
Balcony
Outdoor pool
A modern living room with a grey sofa, a wooden coffee table, and a wall-mounted sign that reads 'BEACH'.
Tennis court

8. The Hermitage

The Hermitage
Amagansett
United States
Yesenia
CA $213
CA $290 total
includes taxes & fees
Oct 19 - Oct 20
The Hermitage
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A bar area with stools, a shelf with glasses, and decorative plants.
A restaurant with a signboard listing its hours of operation.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

9. Zey Hotel

Zey Hotel
Greenport
United States
Renee
CA $260
CA $297 total
includes taxes & fees
Oct 12 - Oct 13
Zey Hotel
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 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.
A living room with a sofa, a small table, a vintage refrigerator, and a large window with curtains.

10. The Maidstone

The Maidstone
East Hampton
United States
Steven
CA $390
CA $468 total
includes taxes & fees
Oct 25 - Oct 26
The Maidstone
Exterior
Room
Beach
Room

11. Breakers Montauk

Breakers Montauk
Montauk
United States
Christine
CA $167
CA $238 total
includes taxes & fees
Oct 20 - Oct 21
Breakers Montauk
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A bar area with wooden bar stools and a bookshelf.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'

12. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Antrii
CA $227
CA $300 total
includes taxes & fees
Nov 4 - Nov 5
The Harbor Front Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
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.
A residential area with houses, a wooden deck, and a garden with pink flowers.

13. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
United States
IVAN
CA $645
CA $737 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton Art House Bed & Breakfast
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
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.

14. The Chequit

The Chequit
The Heights
United States
Patrick
CA $218
CA $249 total
includes taxes & fees
Nov 10 - Nov 11
The Chequit
A spacious hallway with high ceilings, arched columns, and chandeliers.
A modern indoor swimming pool with marble walls and a tiled floor.
A garden pathway with a fence, illuminated by string lights, leading to a building.
A wooden bench with a large planter in front.

15. Montauk Manor

Montauk Manor
Montauk
United States
Maria
CA $215
CA $274 total
includes taxes & fees
Nov 3 - Nov 4
Montauk Manor
A beach with a lifeguard tower, sandy dunes, and the ocean.
A breakfast buffet table with various pastries and fruits, set against a backdrop of large windows overlooking a garden.
A bar area with wooden bar stools, a television screen, and shelves of bottles and glasses.
A large, white building with a green awning, surrounded by well-maintained lawns and colorful flower beds.

16. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
CA $546
CA $638 total
includes taxes & fees
Nov 2 - Nov 3
The Huntting Inn
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 wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

17. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
CA $286
CA $384 total
includes taxes & fees
Nov 9 - Nov 10
The Sagaponack
A modern outdoor deck with lounge chairs and a view of the beach.
A modern hotel with multiple balconies and large windows.
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.

18. Offshore Montauk

Offshore Montauk
Montauk
United States
Mary
CA $197
CA $306 total
includes taxes & fees
Nov 2 - Nov 3
Offshore Montauk
Beach
Exterior
Living area
Sundeck

19. Sun N Sound

Sun N Sound
Culloden Shores
United States
MARSILDA
CA $198
CA $250 total
includes taxes & fees
Nov 4 - Nov 5
Sun N Sound
A lakeside patio with outdoor seating and a view of the water.
A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.
Outdoor spa tub
A grassy area with trees and a view of a body of water.

20. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
CA $327
CA $373 total
includes taxes & fees
Nov 2 - Nov 3
Silver Sands Motel & Beach Bungalows
View all properties

Hotels recommended for families in Lion Head Beach

Living area
Room
Front of property
Reception

East Hampton House Resort

East Hampton House Resort
East Hampton North
CA $226
CA $297 total
includes taxes & fees
Nov 10 - Nov 11
East Hampton House Resort
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
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.

Journey East Hampton

Journey East Hampton
East Hampton North
CA $353
CA $443 total
includes taxes & fees
Oct 18 - Oct 19
Journey East Hampton
A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
A coastal pathway with a wooden bridge leading to a green sports court.
A sign for Ocean Vista with a red and white van parked nearby.

Ocean Vista Resort

Ocean Vista Resort
Amagansett
CA $216
CA $247 total
includes taxes & fees
Oct 26 - Oct 27
Ocean Vista Resort
A waterfront restaurant with wooden tables and white chairs, set against a backdrop of a marina and calm water.
A spacious lobby with a large seating area, a staircase, and a view of the upper floor.
A spacious interior with a wooden staircase, a blue sofa, and a white chair.
A modern kitchen with a wooden countertop, a black sink, and a pendant light.

EHP Resort & Marina

EHP Resort & Marina
East Hampton
CA $379
CA $477 total
includes taxes & fees
Oct 29 - Oct 30
EHP Resort & Marina
A waterfront property with a large house, multiple boats docked, and lush greenery.
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.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
CA $312
CA $357 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
Room
Living area
Living area
View from property

Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
CA $199
CA $266 total
includes taxes & fees
Oct 18 - Oct 19
Windward Shores Ocean Resort
Balcony
Outdoor pool
A modern living room with a grey sofa, a wooden coffee table, and a wall-mounted sign that reads 'BEACH'.
Tennis court

The Hermitage

The Hermitage
Amagansett
CA $213
CA $290 total
includes taxes & fees
Oct 19 - Oct 20
The Hermitage
Terrace/patio
Private kitchen
Exterior
A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

Sea Crest Resort

Sea Crest Resort
Amagansett
CA $281
CA $352 total
includes taxes & fees
Oct 15 - Oct 16
Sea Crest Resort
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Top Lion Head Beach Hotel Reviews

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Condos are fantastic off-season!"
Julie 3-night trip
Posted 3 hours ago
Offshore Montauk
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."
JEAN-LUC 2-night trip
Posted 4 hours ago
Ocean Vista Resort
Sound View Greenport

Sound View Greenport

8/10 Good
"There is no room to put anything in the bathroom. If u want lunch you have to leave the property. No food is available until 5. After a 3 and a half hour trip The last thing I wanted to do was get into the car again"
Angela 1-night trip
Posted 4 hours ago
Sound View Greenport
Sun N Sound

Sun N Sound

10/10 Excellent
"Great views!! Beautiful sunset and helpful staff (helped us fix the cooktop). Five minutes walk to a small grocery store and also the beach. Will definitely come back in the future 😊"
Yawei 4-night trip
Posted 4 hours ago
Sun N Sound
Zey Hotel

Zey Hotel

10/10 Excellent
"Small issues I hope they fixed"
Vincenzo 2-night trip
Posted 8 hours ago
Zey Hotel
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"We were pleased with the excellent location to Sag Harbor's Main Street and the Zagaya restaurant *upstairs. It was superb! The staff was very friendly and helpful. The rooms were small and the baths particularly small so just a heads up on that although the toiletries were really nice. The hotel has a great vibe at night with live music in the bar area on Thursday evenings. The weather was cool...absolutely gorgeous for early October so we didn't use the pool/cabanas (although it was heated). I did peek in the fitness room and it was very nice. Not enough time to check out the spa but there's always next time!"
SUSAN 4-night trip
Posted 1 day ago
Faraway Sag Harbor
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
Antrii 1-night trip
Posted 5 days ago
The Harbor Front Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great"
Linda 2-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Montauk Yacht Club was the perfect getaway for my boyfriend and I to celebrate our 3 year anniversary. Our room was spotless and had a great view of the water. We did mention to them ahead of time that it was our anniversary, thinking they might have some champagne or something waiting in the room for us, but they did not. Nonetheless, it was still a perfect stay. We played tennis and the courts were beautiful. The on-site restaurant was very yummy as well! I definitely recommend coming during the off season, as it is way less crowded in town and very relaxing."
Sarah 3-night trip
Posted 6 days ago
Montauk Yacht Club

More cheap stays in Lion Head Beach

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
CA $165
CA $196 total
Oct 18 - Oct 19
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
CA $152
CA $210 total
Oct 30 - Oct 31
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
CA $134
CA $215 total
Oct 29 - Oct 30
includes taxes & fees
8.6/10 Excellent! (329 reviews)
Ocean Surf Resort
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
CA $204
CA $233 total
Oct 28 - Oct 29
includes taxes & fees
The Bentley Hotel Southampton
Sun N Sound

Sun N Sound

22 Soundview Drive Montauk NY
CA $198
CA $250 total
Nov 4 - Nov 5
includes taxes & fees
9.2/10 Wonderful! (329 reviews)
Sun N Sound
Sea Crest Resort

Sea Crest Resort

2166 Montauk Hwy Amagansett NY
CA $281
CA $352 total
Oct 15 - Oct 16
includes taxes & fees
9.2/10 Wonderful! (584 reviews)
Sea Crest Resort

Hotels in Lion Head Beach with star rating

Frequently asked questions

What's the best place for a stay in Lion Head Beach?
Gurney's Montauk Resort & Seawater Spa, located 9.6 mi (15.4 km) from the heart of Lion Head Beach, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are The Atlantic Hotel and Offshore Montauk. See all available top hotels, or vacation rentals in Lion Head Beach.
What are some of the best vacation home rentals in Lion Head Beach?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: This vacation home rental near Lion Head Beach is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Lion Head Beach.
If I need to cancel my hotel reservation in Lion Head Beach, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Lion Head Beach.
What are some hotels with pools in Lion Head Beach?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. The Atlantic Hotel and Offshore Montauk are two additional hotels that offer an onsite pool. View all hotels with pools in Lion Head Beach.
What is staying in Lion Head Beach like?
Those traveling to Lion Head Beach are sure to enjoy the sights to see and things to do. In Lion Head Beach, there are 14 hotels and other accommodations to choose from. Find out more about Lion Head Beach.
What are the top places to visit in Lion Head Beach?
A favorite place to visit is The Hamptons Beaches. You'll also find Pollock-Krasner House and Study Center and LongHouse Reserve in the area. Check out what more to see and do in Expedia's Lion Head Beach guide.
What's the seasonal weather like in Lion Head Beach?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Lion Head Beach is 57 inches.

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