Siasconset Vacations from $1,013

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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.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $1,755, price is now $1,013 per person
$1,013
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $2,321, price is now $1,308 per person
$1,308
per person
Sep 3 - Sep 10
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $2,463, price is now $1,463 per person
$1,463
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

The Coach House

The Coach House

3 out of 5
Save 100% on your flight
Price was $1,891, price is now $1,178 per person
$1,178
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (182 reviews)
This experience was amazing! We loved every detail. It was so trendy and dapper yet held the boldness with such grace. It was lovely. The room had everything to make your stay comfortable. There was coffee and teas and fresh water. We found this refreshing on the hot summer day that we were there. The beds were so nice. The snacks and robes were a great touch. We loved reading about the history and just adored everything.

Reviewed on Jul 11, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $2,310, price is now $1,469 per person
$1,469
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.

Reviewed on Jul 12, 2026

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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.
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What to do in Siasconset

Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

$611
per adult
Private Vacation Photoshoot with Photographer in Nantucket
See all activities in Siasconset

Siasconset Hotel Deals

Summer House Hotel

Summer House Hotel

2 out of 5
17 Ocean Ave Nantucket MA
8/10 Very Good! (4 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! (38 reviews)
"Perfect for our family! Exactly as described, very clean, and a great location. We loved the large deck."

Reviewed on Jul 6, 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
$686 nightly
The price is $766 total per night from Aug 11 to Aug 12
$766 total
Aug 11 - Aug 12
Total with taxes and fees
9.2/10 Wonderful! (740 reviews)
"Adorable, quaint place. Appreciated the shuttle. Staff at July 5 BBQ was awesome! However the check in staff was rude and definitely not helpful."

Reviewed on Jul 12, 2026

Nantucket Inn
See all 858 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.

Find the Best Siasconset Vacation Packages

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.

Siasconset Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nantucket Memorial Airport (ACK)
Population
210
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Surfside Beach, Jetties Beach and Cisco Beach

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Frequently asked questions

How much does a Siasconset vacation package cost?
Offering great value package deals from $1,013 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.

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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.