Cliff Holidays from £758
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Your Cliff Holiday
Reserving a tailor-made Cliff holiday package is an ideal way to know the ins and outs of this neighbourhood. From its renowned sites to its little-known delights, you won't be short of adventures. When it's time to see the sights, you'll find plenty of big-name attractions nearby including Jetties Beach, Cisco Beach and Brant Point Light. Visit one, two or more during your trip to Cliff. Whatever your travel plans or budget, booking the ultimate Cliff holiday is quick and easy with Expedia.
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston
Bay Village
£2,459
per person
13 Nov - 20 Nov
found 17 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on 25 Sept 2026
Where to stay in Cliff
Find the best Cliff areas and neighborhoods for the activities you enjoy most. Learn more about Cliff
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.
Downtown Nantucket
If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Nantucket Ferry Terminal are top sights worth seeing.
West of Town
While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.
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.
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.
Top hotels in Cliff
Life House, Nantucket
10 Cliff Road Nantucket MA
£256
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
Nantucket Inn
1 Miller Lane Nantucket MA
£185
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (831 reviews)
"The lobby area was great. Although the room felt a bit sparse- seemed to be missing local charm. And we didn’t realize it was right at the end of the airport- we could have walked to it, instead we had a $23 taxi fee. The staff was outstanding- probably some of the warmest folks I have ever experienced. ..."
Reviewed on 24 Sept 2026
The Beachside
30 North Beach Street Nantucket MA
£172
25 Oct - 26 Oct
includes taxes & fees
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 travel package cost?
The most affordable Cliff package is £758, so your dream getaway can become a reality — without the high price tag. Combine flights, hotels and car rentals to tailor make a package that fits you.
If I'm not able to travel, can I cancel my Cliff travel package?
Don't worry if you're rethinking your Cliff travel package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We get that life can throw the occasional spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Cliff?
Combine your hotel and flight bookings, toss in extras such as a rental car or activities, and save with a Cliff travel package. You won't just pick up impressive discounts on your getaway — you'll have a world of choice within your reach too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 hotels worldwide. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Cliff holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:
- Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams possible.
- Pay in instalments holidays: If you'd prefer to pay off your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you want to grab an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in Cliff?
With fascinating attractions such as Jetties Beach and Cisco Beach in this area, look for a hotel positioned near either one. Old Mill is another Cliff sight that pulls the crowds.
What are the top hotels in Cliff?
Book a stay at The Beachside At Nantucket. It's one of the neighbourhood's most sought-after hotels. Another top option in Cliff is Jared Coffin House.
How far in advance should I book my Cliff holiday?
It all depends on the airline, but it's usually possible to browse through international fares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky customers will sometimes find a cheaper ticket only weeks before their intended journey.
What does an Expedia Cliff travel package include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply mix and match your favourite bundle and get access to great discounts. Once you've made your booking, add on some activities and tours and watch your savings grow. When it comes to planning your Cliff trip, you're in control!
What should I know before booking a Cliff travel package?
When you book your hotels, flights and car rentals together, you'll pick up amazing discounts. Whether you're planning a beach break in a villa or prefer to stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a Cliff Expedia travel package?
You can, and with over 550 airlines to select from worldwide, you have loads of choice. Take a look at the available options and see which airline fits your budget and needs.
Things to do
Private Vacation Photoshoot with Photographer in Nantucket
£458
per adult
* 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.