Cliff Vacation Packages

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Top Holiday Package Deals in Cliff

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
The beds were very hard and uncomfortable.

Reviewed on Jul. 15, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul. 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
East Cambridge
Save 100% on your flight
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very Good! (1,006 reviews)
So accommodating when we arrived early from our flight!!

Reviewed on Jul. 14, 2025

Where to stay in Cliff

Find the best Cliff areas and neighborhoods for the activities you enjoy most. Learn more about Cliff
Nantucket which includes a marina, boating and a bay or harbor

Nantucket Town

6 out of top 10 points of interest in this area
5/5(2 area reviews)

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
The price is CA $619 per night from Aug 14 to Aug 15
CA $619
CA $726 total
Aug 14 - Aug 15
includes taxes & fees
8/10 Very Good! (53 reviews)
"No reception facility available and takes a long time to check in. Excellent cold oatmeal coconut fresh blackberries breakfast. Very steep difficult staircase."

Reviewed on Sep. 22, 2024

Life House, Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
The price is CA $716 per night from Aug 14 to Aug 15
CA $716
CA $800 total
Aug 14 - Aug 15
includes taxes & fees
8.8/10 Excellent! (484 reviews)
"Great"

Reviewed on Jul. 8, 2025

Nantucket Inn
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St., Nantucket, MA
The price is CA $557 per night from Aug 12 to Aug 13
CA $557
CA $654 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (374 reviews)
"Perfect location, great patio."

Reviewed on Jul. 12, 2025

Faraway Nantucket
See all 916 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 $720. 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.

Discover the most popular places to visit in Cliff

Madaket Beach

Madaket Beach

If a restful vacation is part of your travel plans, Madaket Beach might be the perfect place to seek out during your trip to Nantucket.

Madaket Beach
Jetties Beach

Jetties Beach

4/5(1 review)

Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket?

Jetties Beach
Siasconet Beach

Siasconet Beach

If a restful vacation is part of your travel plans, Siasconet Beach might be the perfect place to seek out during your trip to Siasconset.

Siasconet Beach

Things to do

Historical Tour of Nantucket

Historical Tour of Nantucket

CA $78
per adult
Historical Tour of Nantucket
Private Nantucket Beach Fishing Activity with a Guide

Private Nantucket Beach Fishing Activity with a Guide

CA $853
per traveller
Private Nantucket Beach Fishing Activity with a Guide
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.