Cliff Vacation Packages

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Top Holiday Package Deals in Cliff

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 25 - Jul. 29
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (155 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.

Reviewed on May 23, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Jul. 14 - Jul. 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Great hotel. Very accommodating!

Reviewed on Jun. 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 23 - Aug. 27
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (32 reviews)
Beautiful hotel, flowers in All areas. Staff was superb. Two very minor issue - no fan for toilet area, hot water in shower takes a bit. Doesn’t distract from my overall rating. Easily a come back recommendation

Reviewed on May 29, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (283 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!

Reviewed on May 28, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 29 - Sep. 2
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Wonderful stay. Everything was walkable. Staff was so helpful. Definitely would stay again

Reviewed on Jun. 7, 2024

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 hotel + flight trips 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 $675 per night from Jun. 8 to Jun. 9
CA $675
CA $792 total
includes taxes & fees
Jun 8 - Jun 9
8.8/10 Excellent! (30 reviews)
"Very welcoming!"

Reviewed on Jun. 1, 2024

Life House, Nantucket
Jared Coffin House
Jared Coffin House
4 out of 5
29 Broad Street, Nantucket, MA
The price is CA $506 per night from Jun. 9 to Jun. 10
CA $506
CA $565 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (568 reviews)
"Everyone working there went over and beyond. The front desk especially and Tevin. I would never come back to Nantucket and not stay here."

Reviewed on Jun. 6, 2024

Jared Coffin House
Faraway Nantucket
Faraway Nantucket
3.5 out of 5
29 Centre St., Nantucket, MA
The price is CA $609 per night from Jun. 24 to Jun. 25
CA $609
CA $715 total
includes taxes & fees
Jun 24 - Jun 25
8.6/10 Excellent! (222 reviews)
"Alicia & all the staff were fantastic."

Reviewed on Jun. 7, 2024

Faraway Nantucket
See all 969 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.

Explore other types of vacation packages

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 $1,402. 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

Image for Surfside Beach

Surfside Beach

4/5(1 review)

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

Surfside Beach
Image for Jetties Beach

Jetties Beach

4/5(1 review)

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

Jetties Beach
Image for 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 Madaket.

Madaket Beach

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.