Siasconset Vacation Packages

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Photo by MJ

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Your Siasconset Vacation

There's no better way to get away than with one of our vacation packages to Siasconset. The rich history and spectacular views are just two of the countless reasons you'll want to visit this fascinating city. If your trip to Siasconset includes some sightseeing, don't miss well-known attractions like Siasconet Beach, Sankaty Head Golf Club and Sankaty Head Light. No matter your travel plans or budget, putting together a tailored Siasconset vacation is a walk in the park with Expedia.

Top Siasconset Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,931, price is now CA $816 per person
CA $816
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,208, price is now CA $1,261 per person
CA $1,261
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,424, price is now CA $1,664 per person
CA $1,664
per person
Dec 30 - Jan 2
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,676, price is now CA $1,197 per person
CA $1,197
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Price was CA $1,638, price is now CA $1,238 per person
CA $1,238
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (502 reviews)
The hotel is outdated. It needs a completed and major renovation to get a real 5* Presently his is 3.5* at 5* prices.

Reviewed on Oct 25, 2026

Siasconset Beach Vacation

Listen to the waves lapping at the shore and stare out over the sparkling waters during your Siasconset vacation. If you need a break from daily life, a trip to Siasconset is your ticket to relaxation. We have plenty of Siasconset packages to pick from. Snap up one near Siasconet Beach, just 0.64 kilometres from the city center, and live out your vacation dreams without blowing your budget.

Ready to book your vacation to Siasconset?

 

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Siasconset Hotel Deals

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Nantucket MA
8.6/10 Excellent! (47 reviews)
"NA"

Reviewed on Oct 16, 2026

Get rates
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
The price is CA $173 per night from Nov 20 to Nov 21
CA $173
CA $193 total
Nov 20 - Nov 21
includes taxes & fees
Nantucket Inn
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is CA $278 per night from Nov 1 to Nov 2
CA $278
CA $332 total
Nov 1 - Nov 2
includes taxes & fees
The Beachside
See all 832 properties in Siasconset
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

Stay near popular Siasconset attractions

A coastal landscape with a sandy beach, grassy dunes, and houses in the background.
Photo by MJ
Open Photo by MJ

Siasconet Beach

9.6/10 (15 reviews)
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.
See properties

What to do in Siasconset

Nutty Nantucket Scavenger Hunt

Nutty Nantucket Scavenger Hunt

CA $41
per adult
Nutty Nantucket Scavenger Hunt
See all activities in Siasconset

Frequently asked questions

How much does a Siasconset vacation package cost?
You can snap up a vacation package to this destination from CA $816 on Expedia. But how much your vacation to Siasconset costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Siasconset?
Plan your getaway for the shoulder or low season and you're likely to score cheap Siasconset vacation packages. Keep in mind that school vacation periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Siasconset?
Siasconset vacations come in many shapes and sizes, but to get a true feel for this destination, we'd say 4 days is about right. In this timeframe, you can fit in top attractions like Sankaty Head Light and Squam Head and seek out some underrated spots. Don't forget to explore neighbourhoods such as Tom Nevers and Naushop either. If you plan wisely, you can even take a day trip or two from Siasconset too.
How to find the best Siasconset package deals?
Begin your search for a Siasconset package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Siasconset package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Siasconset escape off to a flying start.
Is it cheaper to book a Siasconset vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Siasconset vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Siasconset?
If you've got your Siasconset vacation dates confirmed, book as early as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Siasconset?

  1. Choose your dates: The things you want to do in Siasconset and your preferred season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will likely be the largest expense during your trip to Siasconset.
  3. Decide your trip length: Think about how long you'd like to spend discovering Siasconset. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the ideal Siasconset vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.