Lion Head Beach Hotels

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Lion Head Beach hotels

Lobby
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1269)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is €152
includes taxes & fees
22 Dec - 23 Dec
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Resort view
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is €197
includes taxes & fees
22 Dec - 23 Dec
Sound View Greenport
Exterior
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (228)
"Room was clean and comfortable. Easy check in and check out. Staff very accommodating. "
United States
James
The price is €180
includes taxes & fees
31 Dec - 1 Jan 2026
The Shoals Suites and Slips
View from room
Hero Beach Club

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is €226
includes taxes & fees
28 Dec - 29 Dec
Hero Beach Club
Lobby lounge
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is €172
includes taxes & fees
22 Dec - 23 Dec
The Harbor Front Inn
Golf
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is €113
includes taxes & fees
18 Jan - 19 Jan 2026
Hamlet Inn
View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is €101
includes taxes & fees
6 Jan - 7 Jan 2026
House on Chase Creek
Property entrance
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is €182
includes taxes & fees
22 Dec - 23 Dec
The Sagaponack
Terrace/patio
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is €208
includes taxes & fees
23 Dec - 24 Dec
American Beech Hotel
Reception
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (398)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is €123
includes taxes & fees
4 Jan - 5 Jan 2026
The Bentley Hotel Southampton
Breakfast, lunch, brunch served; local cuisine
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (549)
"Such a great location!"
United States
Elizabeth
The price is €208
includes taxes & fees
28 Dec - 29 Dec
Southampton Inn
Ocean View 2 Queens
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.2 out of 10, Wonderful, (81)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is €162
includes taxes & fees
1 Jan - 2 Jan 2026
Offshore Montauk
View from property
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Front of property
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (288)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
Daunt's Albatross Motel
Building design
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (576)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is €209
includes taxes & fees
22 Dec - 23 Dec
Sag Harbor Inn
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Sports court
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (203)
"Good location. Nice people!! "
United States
Theresa
The price is €121
includes taxes & fees
18 Jan - 19 Jan 2026
Southampton Long Island Hotel
Property entrance
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is €244
includes taxes & fees
22 Dec - 23 Dec
The Maidstone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Lion Head Beach Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing "
olivia 1-night trip
Posted 4 days ago
The Bentley Hotel Southampton

More cheap stays in Lion Head Beach

Location: Beautiful Farm House, Walk to Shops, Walk to Beach & Walk from Jitney!

Location: Beautiful Farm House, Walk to Shops, Walk to Beach & Walk from Jitney!

East Hampton NY
Get rates

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 traveller data. Two other choices for your trip to the area are Sound View Greenport and Montauk Blue Hotel. See all available top hotels, or vacation rentals in Lion Head Beach.
What are some of the best holiday rentals that Lion Head Beach has to offer?
Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings: This highly rated holiday home rental in Lion Head Beach is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. 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, the majority of room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get 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: Offers a seasonal outdoor pool, an indoor pool and a private beach. Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings and Sound View Greenport are two additional hotels with an on-site pool. View all hotels with pools in Lion Head Beach.
What is staying in Lion Head Beach like?
Those travelling to Lion Head Beach will definitely enjoy the sights to see and things to do. In Lion Head Beach, there are 19 hotels and other accommodation options to choose from. Find out more about Lion Head Beach.
What are the top places to visit in Lion Head Beach?
A favourite place to visit is The Hamptons Beaches. You'll also find Pollock-Krasner House and Study Center and LongHouse Reserve in the area. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Lion Head Beach is 1443 mm.

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