The Heights Holidays from £1,435

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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.
Collective Retreats Governors Island

Collective Retreats Governors Island

4 out of 5
Manhattan
Price was £2,710, price is now £1,435 per person
£1,435
per person
4 May - 7 May
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (82 reviews)
So beautiful, an escape from the city. Our tent rattled so loud throughout the night it felt like someone shaking a saucepan full of cutlery over our heads—even with white noise on and noise cancelling headphones in. Dinner at the restaurant was incredible, but breakfast was stingy AF. Highly recommend for families

Reviewed on 12 Oct 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was £3,906, price is now £2,012 per person
£2,012
per person
4 May - 7 May
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on 10 Mar 2026

Wyndham Garden Chinatown

Wyndham Garden Chinatown

4 out of 5
Manhattan
Price was £2,714, price is now £1,459 per person
£1,459
per person
4 May - 7 May
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,002 reviews)
Highly recommend for any families to stay here. Family of 4 here and we had a great experience staying here. Clean room, friendly staff, breakfast was included during our stay and the staff at the breakfast are very friendly and helpful. Love that this location was near for all Chinatown top places to eat like literally 5-10 mins walking distance. My family would definitely stay here again.

Reviewed on 2 Mar 2026

The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was £2,771, price is now £1,493 per person
£1,493
per person
4 May - 7 May
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,002 reviews)
Clean, location, great staff, confortable mattress and pillow

Reviewed on 26 Feb 2026

Top hotels in The Heights

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is £215 per night from 5 Apr to 6 Apr
£215
5 Apr - 6 Apr
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Enjoyable stay.

Reviewed on 28 Mar 2026

Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is £174 per night from 19 Apr to 20 Apr
£174
19 Apr - 20 Apr
includes taxes & fees
8.4/10 Very Good! (625 reviews)
Lovely hotel. Amazing location. Gorgeous views. Breakfast was good continental. It rained hard and we had some water leaking in the door from the back deck. Mentioned it to the front desk when we checked out. Could’ve posed a Could’ve posed a slipping hazard.Otherwise, I would’ve given five ...

Reviewed on 23 Mar 2026

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is £125 per night from 30 Mar to 31 Mar
£125
30 Mar - 31 Mar
includes taxes & fees
9.6/10 Exceptional! (453 reviews)
Very nice

Reviewed on 27 Mar 2026

The Bentley Hotel Southampton
See all 4,057 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 £1,435, 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

* 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.