Cliff Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Cliff

Find the best Cliff areas and neighborhoods for the activities you enjoy most. Learn more about Cliff
A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

Nantucket Town

6 out of top 10 points of interest in this area

While visiting Nantucket Town, you might make a stop by sights like Nantucket Atheneum and Nantucket Historical Association.

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A coastal town with a harbor, a large cruise ship docked, and a prominent church steeple.

Downtown Nantucket

If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Nantucket Ferry Terminal are top sights worth seeing.

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A building with a sign that reads "Whaling Museum" and a flag. There are trees, a bench, and a bicycle.

West of Town

While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.

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A sandy beach with a wooden fence, houses, and a grassy area with yellow flowers.

Madaket

1 out of top 10 points of interest in this area

Though Madaket may not have many top sights, you can venture to the surrounding area to see attractions like Madaket Beach and Esther Island.

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A house with pink flowers climbing up its side.

Tom Nevers

While there might not be top attractions in Tom Nevers, you can explore the larger area and discover places like Tom Nevers Beach and Siasconet Beach.

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Top hotels in Cliff

Life House, Nantucket

Life House, Nantucket

10 Cliff Road Nantucket MA
S$418
14 Oct - 15 Oct
includes taxes & fees
8.4/10 Very good! (76 reviews)
"We loved this charming, historic hotel that feels like a home. The rooms are beautifully appointed, and the staff is so kind and welcoming. We loved all the cozy nooks both indoors and out where we could enjoy coffee in the morning and wine by the fire pit in the evenings."

Reviewed on 13 Sept, 2026

Life House, Nantucket
Nantucket Inn

Nantucket Inn

1 Miller Lane Nantucket MA
S$313
15 Oct - 16 Oct
includes taxes & fees
9.2/10 Wonderful! (829 reviews)
"It was great"

Reviewed on 23 Sept, 2026

Nantucket Inn
The Beachside

The Beachside

30 North Beach Street Nantucket MA
S$306
18 Oct - 19 Oct
includes taxes & fees
The Beachside
See all 869 properties in Cliff
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.

Frequently asked questions

How much does a Cliff holiday package cost?
Live it up in Cliff from as little as . We offer a great selection of rental cars, hotels and flights to suit every budget and style. You can score even better deals when you add some activities or tours to your holiday package.
How do I get a cheap travel package to Cliff?
Booking a Cliff holiday package with Expedia is an easy way to save. We offer access to over 550 airlines and 1,000,000 hotel options globally. With such a broad range to pick from, you'll have no issues creating your ideal escape.
Where should I stay in Cliff?
Stay where the action is. Many visitors favor hotels around popular sights, like Jetties Beach, Nantucket Ferry Terminal and Cisco Beach.
What are the top hotels in Cliff?
Get your escape off to an excellent start by staying at Prestigeous Cliff Road Location W. It's one of most popular hotels in Cliff. Another top option is Life House, Nantucket.
How far in advance should I book my Cliff holiday?
To score cheap prices, book as soon as you can. Airlines generally release flight tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you're in need of a last-minute getaway in Cliff, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Cliff travel package include?
Flights, rental cars and hotels, or any combination of them — it's your choice. Whether you're exploring Cliff with the entire family or travelling with your friends, there's a package to fit your budget and style. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking a Cliff travel package?
Whether it's adventure or relaxation you're seeking, a Cliff holiday package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Cliff Expedia holiday package?
You can, and with over 550 airlines to select from across the globe, you've got lots of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Cliff holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Cliff holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For further information, take a look at our Customer Service Portal. We'll help you every step of the way.

Things to do

Beyond the Cobblestones Self Guided Walking Tour of Nantucket

Beyond the Cobblestones Self Guided Walking Tour of Nantucket

S$13
per adult
Beyond the Cobblestones Self Guided Walking Tour of Nantucket
Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

S$37
per adult
Nutty Nantucket Scavenger Hunt
Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

S$793
per adult
Private Vacation Photoshoot with Photographer in Nantucket
See all activities in Nantucket

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.