Surfside Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Surfside

The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
9.2/10 Wonderful! (145 reviews)
"Beautifully renovated beachy hotel -- made a last minute reservation in Nantucket and this was the only property that had 2 queen beds (and wasn't $3000 per night). They had a great interior designer and landscaper redo everything. It's lovely. They have an outdoor pool and gym with free bikes to ..."

Reviewed on 29 Jul 2025

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The Beachside
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St., Nantucket, MA
The price is 10.381.140 ₫ per night from 25 Aug to 26 Aug
10.381.140 ₫
12.175.610 ₫ total
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (397 reviews)
"Will definitely stay here again"

Reviewed on 30 Jul 2025

Faraway Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
8.8/10 Excellent! (510 reviews)
"The room was super clean. The staff was super helpful and nice!"

Reviewed on 31 Jul 2025

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Nantucket Inn
See all 839 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.

Popular places to visit

Surfside Beach

Surfside Beach

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

Surfside Beach
Madaket Beach

Madaket Beach

If a restful holiday is part of your travel plans, Madaket Beach might be the perfect place to visit during your trip to Nantucket.

Madaket Beach
Jetties Beach

Jetties Beach

Why not spend a care-free afternoon at Jetties Beach during your travels in Nantucket?

Jetties Beach

Frequently asked questions

How much does a Surfside holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday 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 holiday 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 holiday. 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 holiday as a package?
An Expedia holiday 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 holiday 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 favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the cost of your accommodation, 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 holiday. 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 personalised Surfside holiday package.