Search Lion Head Beach hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
4 Jan - 5 Jan
Tomorrow
5 Jan - 6 Jan
Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Lion Head Beach hotels

Front of property – evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1279)
Unwind at this Italian-inspired aparthotel offering both indoor and outdoor swimming. Enjoy Monte's dining, 24-hour fitness centre, and in-room kitchenettes. Located minutes from Montauk Station with Shadmoor State Park and Fort Pond nearby.
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is NZ$308
includes taxes & fees
6 Jan - 7 Jan
Montauk Manor
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (558)
Set along the waterfront in Greenport, this charming hotel offers a tranquil retreat with easy access to the local train station. Enjoy a refreshing dip in the seasonal outdoor pool or maintain your workout routine at the 24-hour fitness centre.
"Room and staff were amazing. "
United States
Manuel
The price is NZ$317
includes taxes & fees
1 Feb - 2 Feb
The Harbor Front Inn
Garden Suite King
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, (234)
Discover coastal charm at this waterfront Southold retreat offering free bicycles for exploring nearby wineries. Unwind with drinks at the bar after a day visiting The Old Field Vineyards or relaxing at Crescent Beach, all while enjoying attentive service from the friendly staff.
"Great stay, will definitely go again"
United States
ANTONIO J
The price is NZ$320
includes taxes & fees
11 Jan - 12 Jan
The Shoals Suites and Slips
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, (882)
Located near Montauk Station, this welcoming motel features a seasonal outdoor pool and garden terrace. Explore neighbouring hiking and biking trails or visit Montauk Marine Basin and Gin Beach. Guests praise the helpful staff, clean rooms, free WiFi and parking.
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (603)
Experience coastal luxury at this oceanfront hotel with direct beach access and scenic vistas. Enjoy American fare at The Halyard restaurant or drinks at one of 3 bars including a poolside option. The seasonal outdoor pool, free breakfast, and attentive staff create an idyllic Greenport retreat.
"Nice place"
United States
Mateusz
The price is NZ$363
includes taxes & fees
7 Jan - 8 Jan
Sound View Greenport
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (161)
Exploring the Hamptons is effortless from this charming hotel with complimentary breakfast and bicycle rentals. Just minutes from beautiful beaches and the Amelia Cottage Museum, guests can relax in the seasonal outdoor pool or garden.
"Amazing stay"
United States
Liana
Journey East Hampton
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553)
Experience coastal charm at this Tudor-style inn with a seasonal pool and tennis court. Just 5 minutes from Hamptons beaches and walking distance to shops and restaurants. Claude's serves local cuisine while 3 bar options enhance the quiet, family-friendly atmosphere.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is NZ$424
includes taxes & fees
6 Jan - 7 Jan
Southampton Inn
Outdoor pool, pool loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (297)
Discover a charming coastal retreat with a seasonal pool and complimentary bicycles to explore Montauk's natural beauty. Just a quick drive from South Edison Beach and Montauk Point, this hotel offers convenient access to hiking trails and water activities.
"Daunts is our home away from home when we visit Montauk. From the convenience to the superb hospitality and comfortable rooms. If you’re visiting MTK you have to stay at Daunts, and their pet friendly "
United States
Yohayna
Daunt's Albatross Motel
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)
Escape to this guesthouse on Chase Creek, where a serene golf course setting meets waterfront tranquility. Enjoy convenient self parking and WiFi, plus a welcoming terrace. Shelter Island Country Club and Sylvester Manor await nearby.
" 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 NZ$206
includes taxes & fees
6 Jan - 7 Jan
House on Chase Creek
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, (206)
This Southampton hotel offers a convenient home base with free WiFi and parking. Located within a 10-minute drive of Cooper's Beach, guests can enjoy the outdoor pool after exploring nearby attractions and the cultural museum.
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is NZ$217
includes taxes & fees
6 Jan - 7 Jan
Southampton Long Island Hotel
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195)
Set in charming Greenport, this inn offers a restaurant, bar, and free breakfast to start your day. Borrow bicycles to explore nearby attractions like Greenport Harbour Brewing Company, or stroll 8 minutes to the train station. Helpful staff and garden views await.
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is NZ$424
includes taxes & fees
12 Jan - 13 Jan
American Beech Hotel
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (445)
This charming Southampton motel offers a peaceful garden and terrace. Enjoy easy access to Shinnecock Hills Golf Course while rooms provide convenient refrigerators and microwaves. Hiking trails, kayaking, and free WiFi enhance your stay near scenic beaches.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$194
includes taxes & fees
9 Jan - 10 Jan
Hamlet 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, (143)
Soak in bay vistas at this Greenport beach hotel with 2 bars and 3 dining options. After a massage at the full-service spa, grab a complimentary bike to explore nearby Railway Museum and East End Seaport Maritime Museum.
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
Just 5 minutes from The Hamptons Beaches, this East Hampton boutique hotel serves free breakfast and offers complimentary bikes to explore the area. Enjoy the restaurant, garden setting, and beach shuttle, plus free WiFi and parking near local attractions.
"We had a wonderful stay "
United States
Sabrina
The Maidstone
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (417)
This welcoming hotel offers free WiFi and parking just 15 minutes from The Hamptons Beaches. Enjoy the seasonal outdoor pool after exploring nearby attractions like Sebonack and Shinnecock Hills golf courses, with water activities moments away.
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is NZ$238
includes taxes & fees
11 Jan - 12 Jan
The Bentley Hotel Southampton
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162)
This coastal retreat offers 2 restaurants serving American cuisine, one being the signature 1770 House Restaurant. Enjoy the serene garden and convenient bar/lounge, all while being close to Guild Hall and Mulford Farm with complimentary WiFi and parking.
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is NZ$594
includes taxes & fees
6 Jan - 7 Jan
The 1770 House Restaurant & Inn
Ocean View 2 Queens
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93)
"Hotel was beautiful !!"
United States
Erica
The price is NZ$329
includes taxes & fees
19 Jan - 20 Jan
Offshore Montauk
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (173)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is NZ$602
includes taxes & fees
8 Jan - 9 Jan
The Menhaden
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (220)
Escape to this Wainscott retreat featuring free WiFi and parking. Located only 5 minutes from pristine Hamptons shorelines and Wolffer Estates Vineyard. The attentive staff receives consistent praise while the refreshing outdoor pool enhances summer stays.
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is NZ$365
includes taxes & fees
16 Jan - 17 Jan
The Sagaponack
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (104)
Just minutes from Osborn-Jackson House Museum, this charming inn offers The Palm restaurant with Italian cuisine. After exploring nearby attractions, relax in the lush garden or enjoy a drink at the bar.
"Staff and management was very welcoming!"
United States
Sanailer
The price is NZ$820
includes taxes & fees
6 Jan - 7 Jan
The Huntting Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Lion Head Beach Hotel Reviews

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Always a great stay"
Shane 2-night trip
Posted 1 day ago
Offshore Montauk

More cheap accommodation in Lion Head Beach

Hamlet Inn

Hamlet Inn

300 Montauk Highway Southampton NY
The price is NZ$194 per night from 5 Jan to 6 Jan
NZ$194
5 Jan - 6 Jan
includes taxes & fees
8.4/10 Very Good! (445 reviews)

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 Montauk Blue Hotel and The Bentley Hotel Southampton. 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 Montauk Blue Hotel 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 20 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.

Explore a world of travel with Expedia