Hotels in Lion Head Beach

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Where to stay in Lion Head Beach?

1. East Hampton House Resort

East Hampton North

$159

$209 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 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 living room with a fireplace, two sofas, a coffee table, and a chair.

2. Journey East Hampton

East Hampton North

$230

$289 total

includes taxes & fees

Oct 26 - Oct 27

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

A coastal pathway with a wooden bridge leading to a green sports court.

3. Ocean Vista Resort

Amagansett

$161

$183 total

includes taxes & fees

Oct 25 - Oct 26

4. Driftwood Resort

Montauk

$137

$189 total

includes taxes & fees

Oct 30 - Oct 31

A dining area with a table set for two, a wine bottle, and two wine glasses. There are wicker chairs, a bookshelf with various bottles, and a chandelier.

A room with a staircase leading to a door with a glass panel, a bar area with bottles, and a view of the outdoors.

A two-story building with a porch and a flagpole.

A hotel room with a large bed, a window with curtains, a small table with chairs, and an air conditioning unit on the wall.

5. The Maidstone

East Hampton

$211

$253 total

includes taxes & fees

Nov 1 - Nov 2

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

6. Windward Shores Ocean Resort

Napeague

$149

$198 total

includes taxes & fees

Nov 1 - Nov 2

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 swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

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

7. Sag Harbor Inn

Sag Harbor

$219

$250 total

includes taxes & fees

Nov 1 - Nov 2

8. The Hermitage

Amagansett

$161

$216 total

includes taxes & fees

Nov 8 - Nov 9

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

9. Sea Crest Resort

Amagansett

$199

$249 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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.

10. East Hampton Art House Bed & Breakfast

Clearwater Beach

$452

$517 total

includes taxes & fees

Nov 2 - Nov 3

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, 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

$201

$230 total

includes taxes & fees

Nov 19 - Nov 20

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.

12. Zey Hotel

Greenport

$180

$206 total

includes taxes & fees

Oct 25 - Oct 26

A beach with waves gently lapping onto the shore.

A house with a gravel driveway, a child holding an adult's hand, and a lamp post.

A two-story house with a front porch, a white picket fence, and a sign that reads "The Roundtree."

A modern bedroom with a bed, a desk with a chair, a television, and a large mirror.

13. The Roundtree, Amagansett

Amagansett North

$594

$713 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 interior with a wooden staircase, a blue sofa, and a white chair.

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

14. EHP Resort & Marina

East Hampton

$288

$361 total

includes taxes & fees

Nov 1 - Nov 2

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

A swimming pool with a wooden deck, lounge chairs, and a fence.

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

A bar area with wooden bar stools and a bookshelf.

15. The Harbor Front Inn

Greenport

$159

$210 total

includes taxes & fees

Nov 22 - Nov 23

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 modern indoor swimming pool with marble walls and a tiled floor.

16. Montauk Manor

Montauk

$162

$205 total

includes taxes & fees

Nov 17 - Nov 18

17. Breakers Montauk

Montauk

$131

$182 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

18. The Sagaponack

Wainscott

$194

$262 total

includes taxes & fees

Oct 28 - Oct 29

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 a green awning, surrounded by well-maintained lawns and colorful flower beds.

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

19. The Huntting Inn

Egypt Lane Historic District

$358

$419 total

includes taxes & fees

Nov 8 - Nov 9

A spacious room with wicker furniture, large windows, and a view of the sea.

A coastal building with large windows, a deck, and a view of the sea at sunset.

A beach bar with wooden chairs and a small table, overlooking the sea.

A coastal building with a deck extending over the water, featuring large windows and a dining area.

20. Sound View Greenport

Greenport

$173

$227 total

includes taxes & fees

Nov 22 - Nov 23

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Go beyond your typical stay in Lion Head Beach

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Check out reviews of Lion Head Beach hotels guests love

Ocean Vista Resort

10/10 Excellent

"The location could not be more perfect! Right on the beach! The rooms are beautiful and spacious. We had to check in late and it could not be easier. We are really looking forward to our next stay here!"

Offshore Montauk

8/10 Good

"New hotel, probably has some kinks to work out. They were able to upgrade my room and were very attentive during my stay!"

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Always an amazing stay at Gurneys. The ocean views and the restorative spa alone make this place so special. The staff is friendly and the rooms are kept so clean. Highly recommended."

Montauk Yacht Club

10/10 Excellent

"Excellent hotel, clean and spacious rooms, friendly and attentive staff."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

The Bentley Hotel Southampton

10/10 Excellent

"Perfect one day stay. I would stay here again and can recommend it to others."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

Ocean Surf Resort

8/10 Good

"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."

The Harbor Front Inn

8/10 Good

"The room was clean and the staff is always wonderful. Parking was a nightmare because of the festival which had nothing to do with the hotel. My only issue is the breakfast , I wish it had a little more so I don’t have to go down the street to get something to eat . Honestly it’s not even an issue we will continue to stay here because it is a very nice hotel"

Frequently asked questions

What accommodations do travelers recommend in Lion Head Beach?

Guests like Gurney's Montauk Resort & Seawater Spa, Faraway Sag Harbor and Ocean Vista Resort.

Can I book a refundable hotel in Lion Head Beach?

If you're looking for the flexibility to change your plans to Lion Head Beach, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Lion Head Beach if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, browse our selection of 14 vacation homes.

What will the weather in Lion Head Beach be like during my visit?

August and July are typically the warmest months in Lion Head Beach when the average temp is 70°F. January and February are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.

Why should I book my Lion Head Beach hotel with Hotels.com?

There are lots of reasons to book your Lion Head Beach trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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