
Cliff Vacations from $392
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Cliff Vacation
Book a Cliff vacation package and immerse yourself in the way of life and rhythm of this vibrant neighborhood. With all your travel plans worked out, the only thing you need to worry about here is living your best life. Not sure what to do during your trip to Cliff? Nearby attractions like Cisco Beach, Jetties Beach and Whaling Museum are good places to start. No matter what your ideal Cliff vacation looks like, you can make it a reality with Expedia.
The Latest Cliff Vacation Packages

D. Hotel Suites & Spa
Reviewed on Jan 6, 2026

Boston Lodge and Suites
Reviewed on Nov 10, 2025


Fairmont Copley Plaza, Boston
Reviewed on Jan 13, 2026
Where to stay in Cliff

Nantucket Town
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.
Cliff Hotel Deals

Life House, Nantucket
Nice location and Allison the host was wonderful. It is an older house though lots of character and the room was very nice. The refrigerator needs to be replaced and the ice box was frosted over. Otherwise it was a very nice stay.
Reviewed on Oct 10, 2025

Nantucket Inn
Great hotel , indoor pool and nice staff
Reviewed on Dec 28, 2025

Hotel Pippa
Nice friendly hostess and very clean
Reviewed on Dec 20, 2025
Discover the most popular places to visit in Cliff

Surfside Beach
Why not spend a carefree afternoon at Surfside Beach during your travels in Nantucket? Discover the museums in this walkable area, or seek out its biking trails.

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.

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























