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.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

CA $1,263
per person
Sep 21 - Sep 28
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (205 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,983
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Charles Hotel

The Charles Hotel

West Cambridge
CA $1,490
per person
Sep 24 - Sep 27
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
Hotel UMass

Hotel UMass

CA $1,450
per person
Oct 26 - Nov 2
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.8/10 Excellent! (1,005 reviews)
The property is beautiful, well kept, and clean. It is difficult to find the place because it is in the middle of UMASS campus. The signage needs improvement. It is a long walk from the parking lot to the lobby. Once you have the location and parking figure out, the place is great.

Reviewed on Aug 18, 2026

Good Hotels Boston

Good Hotels Boston

South End
CA $1,572
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
Very nice people and had excellent help!

Reviewed on Aug 7, 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.

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Siasconset Hotel Deals

Summer House Hotel

Summer House Hotel

17 Ocean Ave Nantucket MA
9/10 Wonderful! (7 reviews)
"Lovely time at the summer house!"

Reviewed on Aug 8, 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
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Nantucket Inn

Nantucket Inn

1 Miller Lane Nantucket MA
CA $697
CA $779 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (777 reviews)
"it was our first trip to Nantucket and we weren’t sure about where to stay. We were a little worried about Nantucket in being farther out from town. The shuttle service provided by the hotel was fantastic and worked well with our schedule."

Reviewed on Aug 18, 2026

Nantucket Inn
See all 838 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.

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

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.
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A lighthouse with a white and orange color scheme, a sign indicating it is a Coast Guard station, and a coastal town in the background.

Sankaty Head Light

Find out about the history of Siasconset when you spend time at Sankaty Head Light. While you're in the area, stroll along the beautiful beaches.
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Willfield

You can take time to visit Willfield during your travels to Siasconset. While you're in the area, stroll along the beaches.
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Low Beach

Why not spend a lazy afternoon at Low Beach during your trip to Siasconset? While you're in the area, stroll along the beaches.
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Sankaty Historical Site

Explore the great outdoors at Sankaty Historical Site, a lovely green space in Siasconset. While you're in the area, stroll along the beaches.
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What to do in Siasconset

Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

CA $41
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 $1,263 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.