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Sep 28 - Sep 29
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Our top choices for Lion Head Beach hotels

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 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.

1. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
CA $407
CA $511 total
includes taxes & fees
Sep 29 - Sep 30
EHP Resort & Marina
Living area
Front of property
Reception
Room

2. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
James
CA $216
CA $286 total
includes taxes & fees
Oct 28 - Oct 29
East Hampton House Resort
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 wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

3. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
CA $179
CA $205 total
includes taxes & fees
Oct 4 - Oct 5
Ocean Vista Resort
Room
Living area
Living area
View from property

4. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
United States
Gaurang J
CA $168
CA $231 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

5. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
CA $355
CA $446 total
includes taxes & fees
Oct 12 - Oct 13
Journey East Hampton
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor deck with a view of a swimming pool and greenery.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A residential area with houses, a wooden deck, and a garden with pink flowers.

6. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
United States
IVAN
CA $968
CA $1,106 total
includes taxes & fees
Sep 29 - Sep 30
East Hampton Art House Bed & Breakfast
A two-story house with a balcony, outdoor seating area, and a variety of plants.
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.
A bar area with stools, a shelf with glasses, and decorative plants.

7. Zey Hotel

Zey Hotel
Greenport
United States
Renee
CA $239
CA $273 total
includes taxes & fees
Sep 29 - Sep 30
Zey Hotel
Terrace/patio
A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.
Private kitchen
Exterior

8. Sea Crest Resort

Sea Crest Resort
Amagansett
United States
Kiril
CA $235
CA $299 total
includes taxes & fees
Sep 29 - Sep 30
Sea Crest Resort
Balcony
Tennis court
Outdoor pool
Exterior

9. The Hermitage

The Hermitage
Amagansett
United States
Yesenia
CA $189
CA $262 total
includes taxes & fees
Oct 18 - Oct 19
The Hermitage
Exterior
Lounge
Room
Beach

10. Breakers Montauk

Breakers Montauk
Montauk
United States
Christine
CA $139
CA $205 total
includes taxes & fees
Oct 1 - Oct 2
Breakers Montauk
Beach
Sundeck
Living area
Room

11. Sun N Sound

Sun N Sound
Culloden Shores
United States
MARSILDA
CA $178
CA $226 total
includes taxes & fees
Oct 1 - Oct 2
Sun N Sound
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 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.

12. The Maidstone

The Maidstone
East Hampton
United States
Steven
CA $387
CA $464 total
includes taxes & fees
Oct 25 - Oct 26
The Maidstone
An outdoor swimming pool area with lounge chairs and a covered seating area.
A spacious living room with a dark wooden coffee table, a grey sofa, and a patterned rug.
A well-maintained hedge in front of a building with a white facade and black window frames.
A bedroom with a bed, bedside tables, a dresser, a ceiling fan, and a framed picture on the wall.

13. Kenny's Tipperary Inn

Kenny's Tipperary Inn
Culloden Shores
Australia
Steve
CA $164
CA $195 total
includes taxes & fees
Oct 7 - Oct 8
Kenny's Tipperary Inn
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
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
Kristin
CA $278
CA $318 total
includes taxes & fees
Oct 5 - Oct 6
The Chequit
A modern outdoor deck with lounge chairs and a view of the beach.
A modern hotel with multiple balconies and large windows.
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.
A hotel room with two beds, a flat-screen TV, a ceiling fan, and a large sliding glass door leading to an outdoor area.

15. Offshore Montauk

Offshore Montauk
Montauk
United States
Jaime
CA $214
CA $325 total
includes taxes & fees
Sep 30 - Oct 1
Offshore Montauk
A spacious hallway with high ceilings, arched columns, and chandeliers.
A wooden bench with a large planter in front.
A modern indoor swimming pool with marble walls and a tiled floor.
A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

16. Montauk Manor

Montauk Manor
Montauk
United States
Maria
CA $182
CA $236 total
includes taxes & fees
Oct 12 - Oct 13
Montauk Manor
Room
Private kitchen
Private kitchen
Beach

17. Driftwood Resort

Driftwood Resort
Montauk
United States
William
CA $194
CA $267 total
includes taxes & fees
Oct 5 - Oct 6
Driftwood Resort
A wooden beach boardwalk leading to the ocean.
A round mirror with a woven frame reflecting a room with a bed, pillows, a small table, and a window with curtains.
A wooden beach gate with signs, a sandy path, and a clear blue sky.
A covered outdoor area with a wooden staircase, green chairs, and hanging flower baskets.

18. Ocean Resort Inn

Ocean Resort Inn
Downtown Montauk
United States
Jennifer
CA $219
CA $250 total
includes taxes & fees
Sep 29 - Sep 30
Ocean Resort 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 wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
A beach with pebbles and sand, a sunset, and a calm sea.

19. The Sagaponack

The Sagaponack
Wainscott
United States
Jane
CA $341
CA $446 total
includes taxes & fees
Oct 1 - Oct 2
The Sagaponack
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A large building with multiple floors, surrounded by a residential area with houses and a body of water.
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.

20. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
CA $295
CA $377 total
includes taxes & fees
Oct 26 - Oct 27
The Harbor Front Inn
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Top Lion Head Beach Hotel Reviews

Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"We went on an overnight visit to montauk. It was a bit dated. Sink slow to drain. This could not be corrected as per management. Front desk worker John was very helpful. Otherwise it was perfect for our needs and it was a pet friendly hotel."
Victoria 1-night trip
Posted 1 hour ago
Kenny's Tipperary Inn
North Fork Resort

North Fork Resort

8/10 Good
"We enjoyed our stay. The cabin was clean a few areas of feedback is that the hot water was lackluster. We had many periods of no hot water. The light fixture was very bright in the sitting area. It would’ve been nice if they had a light dimmer so we didn’t have to unscrew the bulbs. One bulb made the room shine. We were impressed that during the storm we received a phone call asking us if we wanted to relocate to another cabin that was not near trees and in the open area. We appreciate that they took the time to extend the offer. We were also impressed that they came around to pick up the fallen branches and used leaf blower to blow off the leaves and sticks on our porch. We would consider reserving in the summer a week to explore the area. Thank you."
Kathleen 2-night trip
Posted 21 hours ago
North Fork Resort
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Bathroom in my unit was kind of outdated but still adequate Seen another unit and it was updated beautifully"
John 2-night trip
Posted 1 day ago
Ocean Surf Resort
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Great resort for a good price. On the beach."
Thomas 2-night trip
Posted 1 day ago
Ocean Vista Resort
Zey Hotel

Zey Hotel

8/10 Good
"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"
alison g 1-night trip
Posted 2 days ago
Zey Hotel
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 2 weeks ago
Faraway Sag Harbor

More cheap stays in Lion Head Beach

The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
CA $126
CA $180 total
Oct 28 - Oct 29
includes taxes & fees
The Atlantic Hotel
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
CA $164
CA $195 total
Oct 7 - Oct 8
includes taxes & fees
8.4/10 Very good! (975 reviews)
Kenny's Tipperary Inn
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
CA $137
CA $218 total
Oct 19 - Oct 20
includes taxes & fees
8.6/10 Excellent! (326 reviews)
Ocean Surf Resort
Sun N Sound

Sun N Sound

22 Soundview Drive Montauk NY
CA $178
CA $226 total
Oct 1 - Oct 2
includes taxes & fees
Sun N Sound
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
CA $174
CA $239 total
Oct 5 - Oct 6
includes taxes & fees
The Bentley Hotel Southampton
Sea Crest Resort

Sea Crest Resort

2166 Montauk Hwy Amagansett NY
CA $235
CA $299 total
Sep 29 - Sep 30
includes taxes & fees
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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