Smith Point Vacation Packages

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Top Holiday Package Deals in Smith Point

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was CA $750, price is now CA $529 per person
CA $529
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (790 reviews)
The Area was quiet,

Reviewed on Aug. 31, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,136, price is now CA $1,168 per person
CA $1,168
per person
Nov 5 - Nov 7
found 1 day ago
Roundtrip flight included
Ottawa (YOW) 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

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Price was CA $1,996, price is now CA $1,390 per person
CA $1,390
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
7.4/10 Good! (89 reviews)
Had a 4 night stay at the Maverick Suites on Temple Street. I mainly booked this room to be close to my daughter, who lives a couple of doors down. The room is a bit tight for two people, but my friend & I made it work by sleeping 90 degrees on the double bed to turn it into more of a "short king". Room was very clean, however the one suggestion I would make is to use less of the strong-smelling cleaner (Fabioso?) or a more natural cleaner. Otherwise, the property felt safe and clean. Beautiful hardwood floors, nice bathroom & small kitchen area. Staff is very responsive via TEXT (not by phone). We requested clean towels etc, and they were very accommodating. Temple St. is walkable to many sites you'll want to check out in Boston via a walk or to the Park St T station. I would recommend staying at the Maverick Suites!

Reviewed on Jun. 25, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was CA $2,248, price is now CA $1,570 per person
CA $1,570
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8/10 Very Good! (588 reviews)
Good location. Think the following items should have been in the unit: Tea towel, dish cloth, paper towels, sink stopper and 4 coffees (for 4 individuals). Both shower stalls should include shelves for shampoo, soap etc. FYI, the glass stove top has brown stains. The concierges were very friendly and helpful.

Reviewed on Aug. 31, 2025

Cambria Hotel & Suites Plymouth

Cambria Hotel & Suites Plymouth

3 out of 5
Price was CA $1,132, price is now CA $806 per person
CA $806
per person
Oct 10 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (30 reviews)
Very impressed! Very clean, friendly staff, felt safe, the room was far bigger than expected, I’ll be back!

Reviewed on Sep. 1, 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 $529. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.