Cliff Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Cliff

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,566, price is now CA $1,099 per person
CA $1,099
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,208, price is now CA $1,261 per person
CA $1,261
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was CA $2,974, price is now CA $2,208 per person
CA $2,208
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $2,475, price is now CA $1,914 per person
CA $1,914
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,529, price is now CA $2,004 per person
CA $2,004
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

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

Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.

Find hotels in Nantucket Town

Cliff Hotel Deals

Life House, Nantucket

Life House, Nantucket

3.5 out of 5
10 Cliff Road Nantucket MA
Get rates
Life House, Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
The price is CA $172 per night from Nov 30 to Dec 1
CA $172
CA $193 total
Nov 30 - Dec 1
includes taxes & fees
Nantucket Inn
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is CA $278 per night from Nov 1 to Nov 2
CA $278
CA $332 total
Nov 1 - Nov 2
includes taxes & fees
The Beachside
See all 840 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cliff vacation package cost?
Live it up in Cliff from as little as CA $1,099. 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 vacation package.
How do I get a cheap travel package to Cliff?
Booking a Cliff vacation 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 vacation?
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 traveling 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 vacation package lets you organize your escape your way. Plus, you'll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Cliff Expedia vacation 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 vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Cliff vacation 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

Nutty Nantucket Scavenger Hunt

Nutty Nantucket Scavenger Hunt

CA $41
per adult
Nutty Nantucket Scavenger Hunt
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.