The Heights Holidays from £1,582

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Your The Heights Holiday

Book a The Heights holiday package and immerse yourself in the way of life and vibe of this vibrant neighbourhood. With all your travel plans worked out, the only thing you need to worry about here is having the time of your life. Begin your trip to The Heights with a visit to nearby attractions such as Sunset Beach, Crescent Beach and Sylvester Manor. Stop daydreaming and start doing. When it's time to book your holiday to The Heights, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
Save 100% on your flight
per person
19 Sept - 26 Sept
found 19 hours ago
Return flight included
London (LGW) to New York (JFK)
8.6/10 Excellent! (1,002 reviews)
Great location in SoHO and staff was great too!

Reviewed on 10 Aug 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
14 Sept - 18 Sept
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
8.8/10 Excellent! (1,008 reviews)
Loved everything about it

Reviewed on 6 Aug 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Loved this affordable Euro-style hotel! The rooms have plenty of space, the neighborhood is amazing, and the rooftop deck is spectacular. Will return for sure!

Reviewed on 12 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
5 Oct - 10 Oct
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (3,368 reviews)
A hotel with an excellent location in the center of NY. Clean, quiet room, air conditioning, safe and refrigerator. Excellent breakfast. No slippers or toiletries (razor, toothbrush, etc.).

Reviewed on 13 Aug 2025

Top hotels in The Heights

The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
8.8/10 Excellent! (32 reviews)
"we loved it!"

Reviewed on 9 Jul 2025

Get rates
The Chequit
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is £283 per night from 9 Sept to 10 Sept
£283
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (557 reviews)
"Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back."

Reviewed on 9 Aug 2025

Sound View Greenport
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is £314 per night from 26 Aug to 27 Aug
£314
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"

Reviewed on 9 Aug 2025

Saybrook Point Resort & Marina
See all 3,993 properties in The Heights
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a The Heights travel package cost?
Perhaps less than you imagined — from a low £1,582, actually! By combining hotels, flights and car rentals into your own customized travel package, your trip to The Heights is just clicks away.
If I'm not able to travel, can I cancel my The Heights travel package?
We understand — sometimes life doesn't go according to plan. If you've booked a The Heights travel package and need to amend or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.
How do I get a cheap travel package to The Heights?
Crafting your own The Heights travel package with Expedia is an easy way to save. We offer more than 550 airlines and 1,000,000 hotel options globally. With such a broad range to pick from, you'll have no worries putting together your next dream escape.
Does Expedia offer Book Now, Pay Later The Heights holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budgets, so you can book that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in The Heights?
With fascinating attractions such as Sylvester Manor and Crescent Beach in this area, try to find a hotel near either of them. Sunset Beach is another sight that travellers flock to.
What are the top hotels in The Heights?
House On Chase Creek and Shelter Island House are among the most well-known hotels in The Heights. Why not check out the rates and amenities at each and then make a decision?
How far in advance should I book my The Heights holiday?
Smart travellers often reserve their seats as early as possible. You can generally look up international fares on Expedia up to 12 months before your flight. If you're booking last minute, fear not. Bargain prices occasionally appear just weeks before departure.
What does an Expedia The Heights travel package include?
Flights, hotels and rental cars, or any combination of the three — it's up to you! Whether you're venturing to The Heights with the whole family or travelling with your friends, there's a package to match your style and budget. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a The Heights travel package?
When you book your flights, hotels and car rentals together, you'll enjoy amazing discounts. Whether you're organising an outdoor getaway in a chalet or want to stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a The Heights Expedia travel package?
Yes, so take your pick! Expedia has access to more than 550 airlines throughout the world, so you can design your The Heights trip according to your needs and budget.

Popular places to visit

Sunset Beach

Why not spend a care-free afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.

Sunset Beach

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

£110
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

£103
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Shelter Island Heights

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.