Surfside Holidays from £881

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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.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was £1,295, price is now £881 per person
£881
per person
1 Nov - 8 Nov
found 10 hours ago
Return direct flight included
London (LON) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Great Experience at a great location

Reviewed on 21 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,938, price is now £1,867 per person
£1,867
per person
13 Oct - 18 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) 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

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £3,358, price is now £2,164 per person
£2,164
per person
13 Oct - 18 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
The staff were amazing, rooms were spotless and with wonderful amenities and special touches.

Reviewed on 22 Aug 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
Price was £1,845, price is now £1,278 per person
£1,278
per person
29 Oct - 5 Nov
found 13 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8/10 Very Good! (585 reviews)
The location was great and we were able to get to all the sites easily. Also, liked having two beds and two bathrooms for the price. However, everything was very cheap in there. The sheets were nubbie because they were cheap and worn. The toliet paper was so awful we had to buy our own. The beds had little support. The place was clean though. So if you don't care much about the bed, sheets, and toliet paper it is a good pick. If you do maybe pick somewhere else.

Reviewed on 17 Aug 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was £3,015, price is now £2,110 per person
£2,110
per person
4 Oct - 11 Oct
found 13 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
Great boutique hotel! Excellent staff and locations.

Reviewed on 20 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 0.2 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

The Beachside

The Beachside

4 out of 5
30 North Beach Street, Nantucket, MA
The price is £319 per night from 1 Sept to 2 Sept
£319
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (187 reviews)
"It was absolutely fantastic"

Reviewed on 19 Aug 2025

The Beachside
Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St., Nantucket, MA
The price is £168 per night from 9 Sept to 10 Sept
£168
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (422 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 12 Aug 2025

Faraway Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane, Nantucket, MA
The price is £944 per night from 5 Sept to 6 Sept
£944
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (546 reviews)
"Such good location and beautiful hotel, coffee shop and decor"

Reviewed on 21 Aug 2025

Nantucket Inn
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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
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
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

Frequently asked questions

How much does a Surfside travel package cost?
The most affordable Surfside package is £881, 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.