Surfside Holidays from £940

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    Packages with flights are ATOL protected

Your Surfside Holiday

Put together a custom holiday package to Surfside and prepare to experience this fascinating city however you like. Consider spending time in the neighbourhood of Madequecham, which is good for coastal beaches and more. Make your trip to Surfside even more enjoyable by going sightseeing. Surfside Beach, Jetties Beach and Cisco Beach are among the top attractions worth exploring. Stop dreaming and start doing. Explore the multitude of options on Expedia today and finally put your Surfside holiday plans into motion!

Top Surfside Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn Boston Dedham

Residence Inn Boston Dedham

£940
per person
12 Oct - 15 Oct
found 17 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.4/10 Very good! (564 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
£2,030
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Excellent overall. Great service and great location.

Reviewed on 7 Sept 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
Save 100% on your flight
£1,877
per person
1 Nov - 7 Nov
found 19 hours ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (451 reviews)
Great hotel in great location. Staff earned five star status.

Reviewed on 6 Sept 2026

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

£1,022
per person
8 Oct - 14 Oct
found 4 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on 8 Jun 2026

Riverview Resort

Riverview Resort

Bass River
£963
per person
8 Oct - 14 Oct
found 4 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (187 reviews)

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 0.2 miles 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.

Surfside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Nantucket Memorial Airport (ACK)
Max Temp Winter
4ºC
Max Temp Summer
21ºC
Top Sights
Surfside Beach, Jetties Beach and Cisco Beach

Top hotels in Surfside

Nantucket Inn

Nantucket Inn

1 Miller Lane Nantucket MA
£253
4 Oct - 5 Oct
includes taxes & fees
Nantucket Inn
The Beachside

The Beachside

30 North Beach Street Nantucket MA
£262
4 Oct - 5 Oct
includes taxes & fees
The Beachside
Faraway Nantucket

Faraway Nantucket

29 Centre St. Nantucket MA
£255
7 Oct - 8 Oct
includes taxes & fees
8.6/10 Excellent! (595 reviews)
"They shouldn’t make hotel guests go outside to pay for fancy coffee and fresh donuts on patio!! Get another register or simply charge to room number."

Reviewed on 8 Sept 2026

Faraway Nantucket
See all 841 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.

What to do in Surfside

Nantucket Tirade Scavenger Hunt

Nutty Nantucket Scavenger Hunt

£21
per adult
Nutty Nantucket Scavenger Hunt
Private Vacation Photoshoot with Photographer in Nantucket

Private Vacation Photoshoot with Photographer in Nantucket

£458
per adult
Private Vacation Photoshoot with Photographer in Nantucket
See all activities in Surfside

Frequently asked questions

How much does a Surfside travel package cost?
The most affordable Surfside package is £940, so your dream holiday can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to tailor a package suited to your travel style.
If I'm not able to travel, can I cancel my Surfside travel package?
Because we understand life is full of surprises, the answer is yes. For further information, check out our Customer Service Portal. But generally speaking, if you've booked your Surfside travel package in the last 24 hours, you may be able to cancel or change it free of charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Surfside?
Creating your own Surfside travel package with Expedia is such a simple way to save. We have access to more than 550 airlines and 1,000,000 hotel options spread across the globe. With such a broad range to select from, you'll have no worries creating your ideal adventure.
Does Expedia offer Book Now, Pay Later Surfside holidays?
Expedia has teamed up with online lender Klarna to make your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you want to pay off your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you come across an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Surfside?
With popular attractions like Surfside Beach and Old Mill in this neighbourhood, try to find a hotel near either of them. Whaling Museum is another Surfside hot spot that travellers flock to.
What are the top hotels in Surfside?
The Beachside At Nantucket and Jared Coffin House are among the most popular hotels in Surfside. Why not look up the facilities and rates at each and then make up your mind?
How far in advance should I book my Surfside holiday?
It's tricky picking the best time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available to compare up to 12 months in advance. If you can't book ahead, don't stress. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Surfside travel package include?
Hotels, rental cars and flights, or any combination of them — it's up to you! Whether you're exploring Surfside with the family or travelling by yourself, there's a package to fit every budget and style. Once you've made your booking, why not add on a couple of activities?
What should I know before booking a Surfside travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy fabulous discounts. You're not limited to hotels, however. Book with us and take your pick of oceanfront condos, chalets in the middle of mountains and just about everything in between!
Can I choose my airline with a Surfside Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply choose the carrier that suits you and craft your ideal Surfside trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.