Siasconset 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

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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Sep 12 - Sep 16
found 20 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Delighted with our decision to join friends from DC staying at the Boston Harbor Hotel. We loved the beauty of the property and the Boston harbor views from our room.

Reviewed on Jul. 3, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 6 - Sep 13
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,999 reviews)
All went well and the price was reasonable.

Reviewed on Jul. 1, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful interior design

Reviewed on Jul. 3, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
Sep 6 - Sep 13
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,027 reviews)
We have stayed at this hotel a half a dozen times. I like the new food and the beer / wine taps. Didn't like being put in the back building where you have to walk down a long hallway then down 10 stairs w/luggage. Then down another long hallway to get to room. We are 65 yrs old. No warning or asked if we needed help getting to room. I thought being a returning guest and our age would get us a better room as we had all the other times we stayed at this hotel

Reviewed on Jun. 30, 2025

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?

 

Choose your dates

Siasconset Hotel Deals

Private Beach Cottage in Historic Sconset!
Private Beach Cottage in Historic Sconset!
Nantucket
9.8/10 Exceptional! (21 reviews)
"Wonderful property. Great communication. Clean , great location. Will definitely stay again!!!"

Reviewed on Jun. 9, 2025

Get rates
Private Beach Cottage in Historic Sconset!
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
Second time here, we love this house!
"This is our second year staying here (see my previous review from August 2023) and we loved it as much as we did last year: easy, relaxed, comfortable, great location. One thing I’d mention is that there are no smoke detectors or carbon monoxide detectors in the house (which they say in the listing, ..."

Reviewed on Sep. 3, 2024

Get rates
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Faraway Nantucket
Faraway Nantucket
3.5 out of 5
29 Centre St., Nantucket, MA
The price is CA $619 per night from Jul 13 to Jul 14
CA $619
CA $727 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (369 reviews)
"The hotel in general was perfect. The rooms, location, restaurant and specially the staff."

Reviewed on Jun. 29, 2025

Faraway Nantucket
See all 889 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

Frequently asked questions

How much does a Siasconset vacation package cost?
You can snap up a vacation package to this destination from CA $1,006 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.

Discover the most popular places to visit in Siasconset

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

4/5(1 review)

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

What to do in Siasconset

Private Professional Photoshoot in Nantucket

Private Professional Photoshoot in Nantucket

CA $461
per adult
Private Professional Photoshoot in Nantucket
See all activities in Siasconset
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.