Siasconset Vacation Packages

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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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,219, price is now CA $889 per person
CA $889
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (158 reviews)
The staff is very helpful and courteous! Loved the complimentary water at check-in, checkout, and also in the fitness room. The fitness room is exceptional. Free weights, weight machines, Pelotons, quality treadmills, etc.

Reviewed on Jun 30, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,244, price is now CA $1,365 per person
CA $1,365
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,002 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

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,631, price is now CA $1,149 per person
CA $1,149
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Simply excellent in all aspects.

Reviewed on Jul 2, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,972, price is now CA $1,395 per person
CA $1,395
per person
Aug 9 - Aug 12
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (666 reviews)
The open lounge to grab water or a snack throughout the day is such a nice touch. Fantastic bar/restaurant on the first floor. And the location is the very best in Boston! Beautiful property.

Reviewed on Jul 3, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,736, price is now CA $1,948 per person
CA $1,948
per person
Aug 9 - Aug 12
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 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

Summer House Hotel

Summer House Hotel

2 out of 5
17 Ocean Ave Nantucket MA
7.4/10 Good! (3 reviews)
"Very cool place to stay; nice pool and quick access to the beach. My cabin was comfortable, clean and perfectly cold for the summer. The staff I interacted were all very pleasant and helpful. Great place to stay."

Reviewed on Jun 28, 2026

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Summer House Hotel
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! (37 reviews)
"Great spot is Sconset. Close to bus close to market."

Reviewed on Jun 22, 2026

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

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is CA $1,288 per night from Aug 3 to Aug 4
CA $1,288
CA $1,540 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (304 reviews)
"This property and staff are excellent. Loved our stay. Super cute. Dog friendly. Clean. Love the pool. Close to everything!"

Reviewed on Jul 1, 2026

The Beachside
See all 1,192 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 wooden table and benches in a lush garden with white and purple flowers, overlooking a body of water.
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

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 Siasconset

Frequently asked questions

How much does a Siasconset vacation package cost?
You can snap up a vacation package to this destination from CA $889 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.

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