Smith Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Smith Point

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

The Revolution Hotel

3.5 out of 5
South End
Price was CA $1,120, price is now CA $723 per person
CA $723
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9/10 Wonderful! (2,140 reviews)
Loved this property and will stay again!!

Reviewed on Aug. 31, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,032, price is now CA $1,207 per person
CA $1,207
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (154 reviews)
I could not fault this hotel in any way. After long days out sightseeing and shopping it was great to get back and relax. This was our first time in Boston so we’re not sure which area was best to stay in. However the hotel’s location in Back Bay was excellent.

Reviewed on Aug. 28, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,896, price is now CA $1,165 per person
CA $1,165
per person
Nov 3 - Nov 10
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
The room was very clean, the staff was very nice and helpful. I think the parking was a little too expensive. Very happy with my stay.

Reviewed on Aug. 31, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,650, price is now CA $1,026 per person
CA $1,026
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
We had a wonderful stay at the Boston Harbor Hotel - the staff was friendly and our room excellent! Thank you!

Reviewed on Aug. 31, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $2,091, price is now CA $1,365 per person
CA $1,365
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (2,094 reviews)
Great location pretty central. Great roof top pool

Reviewed on Aug. 31, 2025

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
Nantucket which includes boating, a marina and a bay or harbour

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

Smith Point Hotel Deals

Faraway Martha's Vineyard

Faraway Martha's Vineyard

3.5 out of 5
23 Kelly Street, Martha's Vineyard, Edgartown, MA
The price is CA $563 per night from Oct 1 to Oct 2
CA $563
CA $660 total
Oct 1 - Oct 2
includes taxes & fees
Faraway Martha's Vineyard
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
The price is CA $391 per night from Oct 2 to Oct 3
CA $391
CA $436 total
Oct 2 - Oct 3
includes taxes & fees
Nantucket Inn
The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
The price is CA $501 per night from Oct 2 to Oct 3
CA $501
CA $587 total
Oct 2 - Oct 3
includes taxes & fees
The Beachside
See all 1,105 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Smith Point vacation package cost?
Explore the best of Smith Point from just CA $723. 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.

Discover the most popular places to visit in Smith Point

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 Nantucket.

Madaket Beach
Jetties Beach

Jetties Beach

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

Jetties Beach
Siasconet Beach

Siasconet Beach

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

Siasconet Beach

Things to do

Private Professional Photoshoot in Nantucket

Private Professional Photoshoot in Nantucket

CA $449
per adult
Private Professional Photoshoot 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.