Smith Point Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Smith Point

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
CA $820
per person
Dec 2 - Dec 5
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
CA $1,253
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
CA $1,797
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (458 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
Save 100% on your flight
CA $1,351
per person
Dec 2 - Dec 5
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Life House, Nantucket

Life House, Nantucket

Nantucket Town
Save 100% on your flight
CA $2,310
per person
Dec 3 - Dec 7
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (76 reviews)

Where to stay in Smith Point

Find the best Smith Point areas and neighborhoods for the activities you enjoy most. Learn more about Smith Point
A harbor with several boats, including a red boat named "Kentucky" and a white boat named "Serenity."

Nantucket Town

5 out of top 10 points of interest in this area

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.

A building with a sign that reads "Whaling Museum" and a flag. There are trees, a bench, and a bicycle.

West of Town

While visiting West of Town, you might make a stop by sights like Nantucket Historical Association and Loines Observatory.

A coastal town with a harbor, a large cruise ship docked, and a prominent church steeple.

Downtown Nantucket

If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Nantucket Ferry Terminal are top sights worth seeing.

A sandy beach with a wooden fence, houses, and a grassy area with yellow flowers.

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 Cisco Beach.

A coastal landscape with a lighthouse on a cliff, overlooking the sea.

Cliff

If you're spending some time in Cliff, Jethro Coffin House and Founder's Cemetery are top sights worth seeing.

Smith Point Hotel Deals

Nantucket Inn

Nantucket Inn

1 Miller Lane Nantucket MA
CA $208
CA $233 total
Nov 18 - Nov 19
includes taxes & fees
Nantucket Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

23 Kelly Street Edgartown MA
CA $285
CA $334 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"

Reviewed on Oct 15, 2026

Faraway Martha's Vineyard
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA
CA $414
CA $499 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!"

Reviewed on Oct 10, 2026

Harbor View Hotel
See all 1,128 properties in Smith Point
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.

Frequently asked questions

How much does a Smith Point vacation package cost?
Explore the best of Smith Point from just CA $820. We offer a great selection of hotels, flights and rental cars to suit your travel style. You can pick up even better deals when you add some sightseeing activities to your package.
How do I get a cheap travel package to Smith Point?
Crafting your own Smith Point vacation package with Expedia is one of the best ways to save. We have more than 550 air carriers and 1,000,000 hotels worldwide. With such an awesome range to choose from, you'll have no difficulty creating your dream getaway.
Where should I stay in Smith Point?
With interesting attractions like Cisco Beach and Madaket Beach in this area, look for a hotel situated near either of them. Hummock Pond is another Smith Point sight that draws the crowds.
How far in advance should I book my Smith Point vacation?
It's tricky picking the best time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't stress. Budget prices appear from time to time just weeks before departure dates.
What does an Expedia Smith Point travel package include?
It depends on what type of getaway you're contemplating. Smith Point vacation deals can include hotels, flights and car rentals. You can mix and match to find the package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Smith Point travel package?
You'll score big savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one place simply makes planning easier. So why waste your time or money? Whether you're organizing a fancy romantic getaway or a budget solo adventure, explore our package deals today.
Can I choose my airline with a Smith Point Expedia vacation package?
You can, and with more than 550 airlines to choose from globally, you've got lots of choice. Search the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Smith Point vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Things to do

Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

CA $41
per adult
Nutty Nantucket Scavenger Hunt
Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

CA $859
per adult
Private Vacation Photoshoot with Photographer in Nantucket
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.