Lion Head Beach Vacation Packages

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Your Lion Head Beach Vacation

An easy way to experience this interesting city is with a customized Lion Head Beach vacation package. Stay in the neighborhood of Orient Point, which is good for views, fishing and nature or go someplace else — our package deals are all about you. You'll want to do a little exploring during your trip to Lion Head Beach. Drop by leading attractions such as LongHouse Reserve, Old Hook Mill and Guild Hall. Stop dreaming and start adventuring. Browse the range of options on Expedia today and finally put your Lion Head Beach vacation plans into motion!

Top Lion Head Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,587, price is now CA $991 per person
CA $991
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
The best hotel near Times Square

Reviewed on Oct 27, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,176, price is now CA $1,383 per person
CA $1,383
per person
Dec 9 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,435 reviews)
Very nice and clean hotel. The staff were friendly.

Reviewed on Oct 26, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,968, price is now CA $2,615 per person
CA $2,615
per person
Jan 11 - Jan 15
found 8 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!

Reviewed on Oct 19, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,147, price is now CA $1,435 per person
CA $1,435
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,823 reviews)
Great location and very spacious room.

Reviewed on Oct 26, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,345, price is now CA $2,905 per person
CA $2,905
per person
Dec 29 - Jan 2
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Great location; great service. Seemed to be a problem with the room heat/AC, but the weather was mild in NYC that week, so I cannot fully confirm.

Reviewed on Oct 26, 2026

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Lion Head Beach Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is CA $498 per night from Nov 10 to Nov 11
CA $498
CA $682 total
Nov 10 - Nov 11
includes taxes & fees
8.2/10 Very good! (875 reviews)
"Restaurant was excellent . Rooms needed repairs and resort fee should have been waived for broke room items"

Reviewed on Oct 26, 2026

Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is CA $150 per night from Oct 28 to Oct 29
CA $150
CA $206 total
Oct 28 - Oct 29
includes taxes & fees
7.2/10 Good! (1,000 reviews)
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"

Reviewed on Oct 19, 2026

The Atlantic Hotel
Offshore Montauk

Offshore Montauk

4 out of 5
71 S Emerson Ave Montauk NY
The price is CA $179 per night from Nov 2 to Nov 3
CA $179
CA $284 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (225 reviews)
"Our experience was excellent! Eduardo was very helpful and accommodating! They are still under construction, so part of the property is unfinished and not accessible!"

Reviewed on Oct 26, 2026

Offshore Montauk
See all 3,595 properties in Lion Head Beach
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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Frequently asked questions

How much does a Lion Head Beach vacation package cost?
You'll find cheap prices from CA $991 on Expedia for your Lion Head Beach getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Lion Head Beach costs.
What are the cheapest months to go to Lion Head Beach?
The off-season is the best time to head to Lion Head Beach if you're on a budget. Another tip for finding cheap Lion Head Beach vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Lion Head Beach?
We'd recommend booking a Lion Head Beach vacation for around 3 days. This gives you enough time to tick off top sights including LongHouse Reserve and Sag Harbour State Golf Course, as well as explore neighbourhoods like East Hampton North and Clearwater Beach. You could even fit in a day trip beyond Lion Head Beach.
How to find the best Lion Head Beach package deals?
Start your search for a Lion Head Beach package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Lion Head Beach package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Lion Head Beach adventure underway.
Is it cheaper to book a Lion Head Beach vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can customize your Lion Head Beach trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Lion Head Beach?
If you're considering a spur-of-the-moment Lion Head Beach trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Lion Head Beach?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite season and the available activities will also help you decide when to visit Lion Head Beach.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Lion Head Beach. Then, pick a property that works with your budget, whether that's an economical option or a more luxurious retreat.
  3. Decide your trip length: Think about how long you'd like to spend exploring Lion Head Beach. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Lion Head Beach vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.