Surfside Vacations

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Find the Best Surfside Vacation Packages

Surfside Beach Vacation

Whether you're heading off alone or with the whole family, it'll be easy to find rest and relaxation on your Surfside vacation. Search for pretty seashells or sit by the shore and listen to the waves. Whatever you decide to do, your trip to Surfside will certainly be unforgettable. Surfside Beach, located 0.32 kilometers from the town center, is a great choice for those who value convenience. Many travelers also lock in Surfside vacation packages closer to Nobadeer Beach, another excellent option.

Surfside Hotel Deals

The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
9.2/10 Wonderful! (185 reviews)
"Everything was perfect. The room, the convenience to town, the movies on the lawn, the employees, everything was perfect."

Reviewed on 2025/8/18

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The Beachside
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St., Nantucket, MA
The price is NT$6,098 per night from Sep 8 to Sep 9
NT$6,098
NT$7,152 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (419 reviews)
August in Nantucket
"We loved the hotel, the courtyard, and the proximity to all of Nantucket. It was an amazing location, with great rooms, great service, and a wonderful bar, restaurant, and lounge. All of the employees were wonderful as well. I would highly recommend it to anyone."

Reviewed on 2025/8/12

Faraway Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
8.8/10 Excellent! (540 reviews)
"Great accomodations, super friendly front desk personnel and very nice shuttle drivers!"

Reviewed on 2025/8/18

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Nantucket Inn
See all 843 properties in Surfside
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.

Discover the most popular places to visit in Surfside

Nantucket Atheneum

Nantucket Atheneum

Nantucket Atheneum is just one of the places to see in Nantucket, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.

Nantucket Atheneum
First Congregational Church

First Congregational Church

You can find out about the history of Nantucket with a visit to First Congregational Church. While you're in the area, stroll along the beautiful beaches.

First Congregational Church

Brant Point Light

Find out about the history of Nantucket when you take a trip to Brant Point Light. While you're in the area, stroll along the beautiful beaches.

Brant Point Light

Frequently asked questions

How much does a Surfside vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Surfside costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Surfside?
You can usually find reduced prices and better availability in January, February and March. Browse our cheap Surfside vacation packages and you could score some great off-season discounts.
How many days is enough for Surfside?
Usually, a handful of days is enough to check out the top attractions during your Surfside vacation. However, if you prefer to have time to kick back or go on day tours, consider extending your itinerary.
How to find the best Surfside package deals?
Begin your search for a Surfside package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Surfside package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Surfside escape off to a flying start.
Is it cheaper to book a Surfside vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your Surfside trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Surfside?
If you've got your Surfside travel dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Surfside?

  1. Choose your travel dates: What you'd like to do in Surfside and your favorite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Surfside.
  3. Decide how long to go for: Now that you're up to speed on Surfside, you can figure out the right length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Surfside vacation package.

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