Title: Cliff Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $800 Expedia.ca [Hotels in Cliff](https://expedia.ca/Cliff-Nantucket-Hotels.0-n553248635976472164-0.Travel-Guide-Filter-Hotels)[Flights to Nantucket](https://expedia.ca/Cheap-Flights-To-Nantucket.d285.Travel-Guide-Flights)[Things to do in Nantucket](https://expedia.ca/Things-To-Do-In-Nantucket.d285.Travel-Guide-Activities)[Cliff Car Rentals](https://expedia.ca/Car-Rentals-In-Cliff.d553248635976472164.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cliff Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/f43e7537_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay CA $800 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.2/10 Wonderful! (2,268 reviews) Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave.. Reviewed on Feb 2, 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $1,643 per person Apr 29 - May 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,005 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston CA $1,072 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you Reviewed on Feb 3, 2026 ![Mandarin Oriental, Boston](https://images.trvl-media.com/lodging/3000000/2180000/2175200/2175117/be69f75d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mandarin Oriental, Boston Back Bay CA $3,272 per person Mar 30 - Apr 5 found 12 hours ago Roundtrip non-stop flight included Winnipeg (YWG) to Boston (BOS) 9.4/10 Exceptional! (376 reviews) The rooms are spotless , staff are extremely welcoming. Everything and more you could want while staying in Boston Reviewed on Feb 8, 2026 ![The Whitney Hotel](https://images.trvl-media.com/lodging/30000000/29870000/29866100/29866090/59f2dc0e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Whitney Hotel Beacon Hill CA $1,005 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.6/10 Exceptional! (482 reviews) Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean. Reviewed on Feb 7, 2026 ## Where to stay in Cliff Find the best Cliff areas and neighborhoods for the activities you enjoy most. [Learn more about Cliff](https://expedia.ca/Nantucket-Cliff.dx553248635976472164) ![From the dock. ](https://images.trvl-media.com/place/285/49e0ca16-9c64-4fca-878a-85979ef97897.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Nantucket%20Town&DestID=553248635977044037&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Nantucket Ferry at Harbor in New England Aerial](https://images.trvl-media.com/place/939432505613127680/558947de-6fed-4687-8af0-6d1bae808f7f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Nantucket If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Whaling Museum are top sights worth seeing. [Find hotel + flight trips in Downtown Nantucket](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Nantucket&DestID=939432505613127680&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Brant Point / Brant Point Light on Nantucket Island, Massachusetts ](https://images.trvl-media.com/place/553248635976470204/2e121b1a-b1e8-483e-9b1e-cc14c5a2e78d.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Brant Point If you're spending some time in Brant Point, Jetties Beach and Brant Point Light are top sights worth seeing. [Find hotel + flight trips in Brant Point](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Brant%20Point&DestID=553248635976470204&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![beautiful 'sconset cottage](https://images.trvl-media.com/place/285/3c176400-8ae5-40d8-ab85-a152963d4bff.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Tom Nevers If you're looking for some top things to see and do in Tom Nevers and surrounding area, you can visit Tom Nevers Beach and Siasconet Beach. [Find hotel + flight trips in Tom Nevers](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Tom%20Nevers&DestID=553248635976468909&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Weathered Houses and Drift Fence, Madaket Beach, Nantucket Island; Shutterstock ID 695324335; Purchase Order: -](https://images.trvl-media.com/place/6287506/5cb676d7-725e-40ff-8926-bc5f2de79793.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Madaket 1 out of top 10 points of interest in this area If you're looking for some top things to see and do in Madaket and surrounding area, you can visit Madaket Beach and Esther Island. [Find hotel + flight trips in Madaket](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Madaket&DestID=553248635976384778&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Cliff Hotel Deals ![Life House, Nantucket](https://images.trvl-media.com/lodging/49000000/48530000/48529300/48529240/48c398ca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Life House, Nantucket 10 Cliff Road Nantucket MA 8/10 Very Good! (65 reviews) 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 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=48529240&PinnedHotelID=48529240&HadPinnedHotel=true®ionId=553248635976472164) [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=48529240&PinnedHotelID=48529240&HadPinnedHotel=true®ionId=553248635976472164) ![Nantucket Inn](https://images.trvl-media.com/lodging/4000000/3410000/3402500/3402474/1b3e658d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Nantucket Inn 1 Miller Lane Nantucket MA 9/10 Wonderful! (651 reviews) The staff was friendly. Clean rooms. We arrived in February (offseason) and they do close at 7pm. Reopen at 9am. If arriving outside of that time be sure and call ahead Reviewed on Feb 6, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=3402474&PinnedHotelID=3402474&HadPinnedHotel=true®ionId=553248635976472164) [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=3402474&PinnedHotelID=3402474&HadPinnedHotel=true®ionId=553248635976472164) ![Nantucket Resort Collection](https://images.trvl-media.com/lodging/1000000/930000/922200/922199/8d2f3d6a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Nantucket Resort Collection 3 Step Lane Nantucket MA CA $190 CA $212 total Feb 10 - Feb 11 includes taxes & fees 9/10 Wonderful! (375 reviews) yes! Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=922199&PinnedHotelID=922199&HadPinnedHotel=true®ionId=553248635976472164) [See all 1,046 properties in Cliff](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=553248635976472164) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Cliff vacation package cost? ### How do I get a cheap travel package to Cliff? ### Where should I stay in Cliff? ### What are the top hotels in Cliff? ### How far in advance should I book my Cliff vacation? ### What does an Expedia Cliff travel package include? ### What should I know before booking a Cliff travel package? ### Can I choose my airline with a Cliff Expedia vacation package? ### If I'm not able to travel, can I cancel my Cliff vacation package? ### Discover the most popular places to visit in Cliff ![D3RPKW Wooden steps leading down to Jetties beach, Nantucket Island, MA](https://images.trvl-media.com/place/6287501/054547b4-112d-4fba-9fc2-72660feadcdd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jetties Beach 4/5(1 review) Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket? [](https://expedia.ca/Jetties-Beach-Nantucket-Town.d6287501.Vacation-Attraction) ![Weathered Houses and Drift Fence, Madaket Beach, Nantucket Island; Shutterstock ID 695324335; Purchase Order: -](https://images.trvl-media.com/place/6287506/5cb676d7-725e-40ff-8926-bc5f2de79793.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Madaket-Beach-Madaket.d6287506.Vacation-Attraction) ![Nantucket_CiscoBeach_6297949-3](https://images.trvl-media.com/place/6297949/bd5d749e-b0e9-42dc-973d-61af8c850720.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cisco Beach If a restful vacation is part of your travel plans, Cisco Beach might be the perfect place to seek out during your trip to Nantucket. Discover the museums in this walkable area, or seek out its biking trails. [](https://expedia.ca/Cisco-Beach-Nantucket.d6297949.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.