Siasconset Vacations from $179

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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.

The Latest Siasconset vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Save 100% on your flight
Price was $292, price is now $179 per person
$179
per person
Oct 23 - Oct 26
found 2 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.8/10 Good! (779 reviews)
We stayed in the Annex which is the old section. The floor in our room was absolutely filthy. Threw away socks and put shoes on whenever we had to walk around. Non smoking but could smell smoke in the room from other guests. Air conditioner was very loud as unit was old. However, bed was very comfortable. Would I stay here again? Not too sure!

Reviewed on Aug 22, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $650, price is now $329 per person
$329
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $698, price is now $430 per person
$430
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
people and property where great the bathroom was spotless but needs upgrade

Reviewed on Aug 23, 2025

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $514, price is now $317 per person
$317
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,226 reviews)
Consistently excellent stay

Reviewed on Aug 22, 2025

Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Save 100% on your flight
Price was $387, price is now $245 per person
$245
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (319 reviews)
Great location, very comfortable beds. The lighting in the room could be better.

Reviewed on Aug 14, 2025

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Discover the most popular places to visit in Siasconset

Surfside Beach

Surfside Beach

4.5/5(57 reviews)

If a restful vacation is part of your travel plans, Surfside Beach might be the perfect place to seek out during your trip to Surfside.

Surfside Beach
Madaket Beach

Madaket Beach

4.5/5(7 reviews)

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

4.5/5(25 reviews)

Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket?

Jetties Beach

What to do in Siasconset

Private Professional Photoshoot in Nantucket

Private Professional Photoshoot in Nantucket

$324
per adult
Private Professional Photoshoot in Nantucket
See all activities in Siasconset

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
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

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Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Nantucket Classic! 5 Bed/4 Bath Sconset Beach-Golf-Lighthouse

Nantucket Classic! 5 Bed/4 Bath Sconset Beach-Golf-Lighthouse

Nantucket
$1,942 nightly
The price is $2,169 total per night from Sep 14 to Sep 15
$2,169 total
Sep 14 - Sep 15
Total with taxes and fees
10/10 Exceptional! (12 reviews)
"Brilliant place to stay for the week in Nantucket!! Everything you could need for an amazing week of beaches, biking, dining and exploring on the island. Everything was very comfortable and we didn’t want for anything."

Reviewed on Aug 16, 2025

Nantucket Classic! 5 Bed/4 Bath Sconset Beach-Golf-Lighthouse
Private Beach Cottage in Historic Sconset!

Private Beach Cottage in Historic Sconset!

Nantucket
9.8/10 Exceptional! (25 reviews)
"I highly encourage anyone looking to experience the true flavor of Sconset to stay in this adorable cottage. Kristi and Nick are amazing hosts. They made sure I everything I needed to enjoy my stay.Barbara"

Reviewed on Jul 29, 2025

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Private Beach Cottage in Historic Sconset!
See all 839 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.

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 0.4 miles (0.7 km) from the city center, and live out your vacation dreams without blowing your budget.

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Frequently asked questions

How much does a Siasconset vacation package cost?
Offering great value package deals from $179 on Expedia, you'll be surprised at how little a vacation to Siasconset costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Siasconset?
You can typically find lower rates and better availability in September, November and December. Take a look at our cheap Siasconset vacation packages and you could score some great off-season discounts.
How many days is enough for Siasconset?
The ideal length for your Siasconset vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to visit all the major attractions and discover some hidden treasures along the way.
How to find the best Siasconset package deals?
Use Expedia's handy filters to help you find some of the best Siasconset package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Siasconset package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Siasconset vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Siasconset vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Siasconset?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Siasconset break.
How to plan a trip to Siasconset?

  1. Choose when to travel: Check your schedule and pack your bags. Your favorite season and the activities available will also help you decide when to escape to Siasconset.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Siasconset.
  3. Organize your Siasconset escape with our trip planning tool: Search for and book hotels and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Siasconset together.
  4. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to experience in Siasconset. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Siasconset vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on Siasconset's highlights. Find all the exciting things to do in Siasconset with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Siasconset vacation packages?
Your Siasconset trip is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.