Surfside Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Surfside

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,648, price is now €1,104 per person
€1,104
per person
8 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Beautiful, well located and clean hotel but very noisy (especially at night). I could hear a lot of noise from sirens and cars honking. It seems like windows need to be double or even triple paned.

Reviewed on 25 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,829, price is now €1,535 per person
€1,535
per person
8 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €2,430, price is now €1,469 per person
€1,469
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,673, price is now €1,134 per person
€1,134
per person
8 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,073 reviews)
Always a great stay!

Reviewed on 26 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €2,796, price is now €1,920 per person
€1,920
per person
8 Oct - 12 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Well appointed property, close to transit, downtown and highways. We had a lovely stay and look forward to returning soon.

Reviewed on 25 Aug 2025

Surfside Beach Holiday

Whether you're heading off alone or with the whole family, it'll be easy to find rest and relaxation on your Surfside holiday. 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 kilometres from the town centre, is a great choice for those who value convenience. Many travellers also lock in Surfside holiday packages closer to Nobadeer Beach, another excellent option.

Top hotels in Surfside

The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
9.2/10 Wonderful! (190 reviews)
"It was absolutely fantastic"

Reviewed on 19 Aug 2025

Get rates
The Beachside
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
9/10 Wonderful! (547 reviews)
"A great hotel on the island with friendly staff! The shuttle into town or to the beach is very continent and a nice perk!"

Reviewed on 23 Aug 2025

Get rates
Nantucket Inn
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St., Nantucket, MA
The price is €204 per night from 9 Sept to 10 Sept
€204
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (425 reviews)
"loved my stay here! Perfect location!"

Reviewed on 22 Aug 2025

Faraway Nantucket
See all 840 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

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
Siasconet Beach

Siasconet Beach

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

Siasconet Beach
Sankaty Head Golf Club

Sankaty Head Golf Club

Enjoy a round of golf in Siasconset at Sankaty Head Golf Club. While you're in the area, stroll along the beautiful beaches.

Sankaty Head Golf Club

What to do in Surfside

Exploring Nantucket's Main Street

Beyond the Cobblestones Self Guided Walking Tour of Nantucket

€9
per adult
Beyond the Cobblestones Self Guided Walking Tour of Nantucket
Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

€20
per adult
Nutty Nantucket Scavenger Hunt
Private Professional Photoshoot in Nantucket

Private Professional Photoshoot in Nantucket

€279
per adult
Private Professional Photoshoot in Nantucket
See all activities in Surfside

Frequently asked questions

How much does a Surfside holiday package cost?
You can snap up a holiday package to this top destination from €1,104 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.

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