Surfside Holidays
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Surfside Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
S$1,924
per person
16 Oct - 18 Oct
found 11 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
8.8/10 Excellent! (1,566 reviews)
Charming small hotel close to the North End : an 8 minute walk from great food and MBTA the train station. Rooms are small but very comfortable and well-appointed. Staff was welcoming and helpful. Excellent breakfast.
Reviewed on 27 Aug, 2026
Omni Parker House
Downtown Boston
S$2,000
per person
16 Oct - 18 Oct
found 11 hours ago
Return direct flight included
Stillwater (SWO) to Boston (BOS)
9/10 Wonderful! (3,711 reviews)
The hotel has real charm to it. The rooms have been updated and are spacious. I love the location as we were able to walk to places like Fanueil Hall/Quincy Market Place, the North End, the Boston Common, Public Gardens and Copley Square. Enjoyed spending time in the historic Last Hurrah.
Reviewed on 27 Aug, 2026
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
Nantucket Inn
1 Miller Lane Nantucket MA
S$617
15 Sept - 16 Sept
includes taxes & fees
9.2/10 Wonderful! (790 reviews)
"20 min from Main Street but an hourly shuttle bus to and from main street was helpful. Near the airport but was not noisy. Room was not ready at 4:00PM checkin but staff was helpful in finding an alternate."
Reviewed on 26 Aug, 2026
The Beachside
30 North Beach Street Nantucket MA
S$591
27 Sept - 28 Sept
includes taxes & fees
Faraway Nantucket
29 Centre St. Nantucket MA
S$517
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (591 reviews)
"Clean room. Clean bathrooms"
Reviewed on 26 Aug, 2026
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.
What to do in Surfside
Beyond the Cobblestones Self Guided Walking Tour of Nantucket
S$13
per adult
Private Vacation Photoshoot with Photographer in Nantucket
S$791
per adult
Frequently asked questions
How much does a Surfside holiday package cost?
You can snap up a holiday package to this top destination from S$1,924 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?
- Choose your travel dates: What you'd like to do in Surfside and your favourite season will help you decide when to go.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
