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.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.

Reviewed on Jun 21, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,469, price is now CA $1,005 per person
CA $1,005
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.

Reviewed on Jun 20, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,802, price is now CA $1,266 per person
CA $1,266
per person
Aug 21 - Aug 25
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,622, price is now CA $1,875 per person
CA $1,875
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

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 Town

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 Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St. Nantucket MA
The price is CA $869 per night from Jul 22 to Jul 23
CA $869
CA $1,020 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (551 reviews)
"This was the perfect spot for an anniversary trip to Nantucket! Our room was a little small, but fine for the 2 of us. It is a great location to explore town. Close to all the best restaurants and shops. Used the bikes one day to bike out to Sconset. Realized after we had headed out that the bikes ..."

Reviewed on Jun 18, 2026

Faraway Nantucket
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is CA $1,255 per night from Jul 21 to Jul 22
CA $1,255
CA $1,499 total
Jul 21 - Jul 22
includes taxes & fees
9.4/10 Exceptional! (288 reviews)
"check in took forever, poor bar as they were out of many things or machine was broken"

Reviewed on Jun 19, 2026

The Beachside
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
The price is CA $949 per night from Jul 5 to Jul 6
CA $949
CA $1,060 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (717 reviews)
"Good experience"

Reviewed on Jun 19, 2026

Nantucket Inn
See all 1,484 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
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Frequently asked questions

How much does a Smith Point vacation package cost?
Explore the best of Smith Point from just CA $954. 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

Nantucket_CiscoBeach_6297949-3

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.

Cisco 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
Weathered Houses and Drift Fence, Madaket Beach, Nantucket Island; Shutterstock ID 695324335; Purchase Order: -

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

Things to do

Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

CA $40
per adult
Nutty Nantucket Scavenger Hunt
Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

CA $862
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.