Cliff Vacation Packages

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Top Holiday Package Deals in Cliff

Price found within the past 48 hours. Click for updated prices.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,591, price is now CA $1,072 per person
CA $1,072
per person
Sep 5 - Sep 9
found 10 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (125 reviews)
Great hotel, very stylish - everything is new and in good condition. Quality of staff needs a little work. For example, our bed was made with damp sheets. When we asked housekeeping to change the bedding, we came back to the room to find they had just dropped off clean (dry) bedding but hadn't bothered to change the old bedding to the new (so we had to make the bed). Separately, another day, housekeeping came to do a regular clean up of the room but didn't make the bed. Other than that, staff was helpful and polite. The food was good in the next-door restaurant.

Reviewed on Jun 15, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,478, price is now CA $1,498 per person
CA $1,498
per person
Sep 3 - Sep 6
found 7 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $9,517, price is now CA $6,181 per person
CA $6,181
per person
Jul 20 - Jul 27
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $3,800, price is now CA $2,481 per person
CA $2,481
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (700 reviews)
Excellent stay. Clean and friendly. Loved the shuttle to town and the free bus to other locations on the island. Sadly, the outdoor pool was not open.

Reviewed on Jun 14, 2026

The Highliner Hotel

The Highliner Hotel

2 out of 5
Downtown Gloucester
Price was CA $3,150, price is now CA $2,155 per person
CA $2,155
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
10/10 Exceptional! (4 reviews)
Excellent experience

Reviewed on Jun 5, 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

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 $603 per night from Jun 28 to Jun 29
CA $603
CA $720 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (67 reviews)
"We had a marvelous time at the Life house. The staff was amazing and the main sitting area was so cozy!"

Reviewed on May 26, 2026

Life House, Nantucket
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St. Nantucket MA
The price is CA $778 per night from Jun 30 to Jul 1
CA $778
CA $912 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (543 reviews)
"I wasn't too happy with the people that came into my room the day that we were leaving and it wasn't even checkout time yet and didn't even explain why they were here and the air-conditioning was way too loud. It sounded like a jet engine on and off and they need to do a little work on those bathrooms ..."

Reviewed on Jun 15, 2026

Faraway Nantucket
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is CA $659 per night from Jun 18 to Jun 19
CA $659
CA $788 total
Jun 18 - Jun 19
includes taxes & fees
9.4/10 Exceptional! (286 reviews)
"Just book it . Charming AF. Updated MCM property with perfect little pool area and bikes to borrow. Honestly no complaints ."

Reviewed on Jun 12, 2026

The Beachside
See all 1,224 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.
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Frequently asked questions

How much does a Cliff vacation package cost?
Live it up in Cliff from as little as CA $1,072. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.