Name: Hotel Pippa
Price range: CA $195
Rating: 9.2

Your Surfside Vacation

Put together a custom vacation package to Surfside and prepare to experience this fascinating city however you like. Consider spending time in the neighborhood 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 vacation plans into motion!

Top Surfside Vacation Deals

Price found within the past 48 hours. Click for updated prices.

The Colonnade Hotel Back Bay

Back Bay

CA $1,393

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.2/10 Wonderful! (2,268 reviews)

Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Boston Harbor Hotel

North End

CA $3,197

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Whitney Hotel

Beacon Hill

CA $2,170

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.6/10 Exceptional! (482 reviews)

Entire staff was very professional. Room was clean. The entire experience, including Valentine's dinner at the Peregrin was exceptional. We will be staying there again on our next trip to Boston.

Reviewed on Feb 16, 2026

Raffles Boston

Back Bay

CA $3,119

per person

Mar 24 - Mar 31

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Room was excellent. Large, clean? Beautiful amenities and furniture. Great location with plenty to choose for food and entertainment. Staff were outstanding and friendly. The lobby with the flowers and spiral staircase was stunning

Reviewed on Feb 15, 2026

The Ritz-Carlton, Boston

Downtown Boston

CA $1,860

per person

May 7 - May 11

found 21 hours ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9/10 Wonderful! (410 reviews)

We had a great stay!

Reviewed on Jan 16, 2026

Surfside Beach Vacation

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

Ready to book your vacation to Surfside?

Choose your dates

Surfside Hotel Deals

Nantucket Inn

1 Miller Lane Nantucket MA

CA $182

CA $204 total

Mar 12 - Mar 13

includes taxes & fees

9/10 Wonderful! (652 reviews)

The staff was friendly. Clean rooms. We arrived in February (offseason) and they do close at 7pm. Reopen at 9am. If arriving outside of that time be sure and call ahead

Reviewed on Feb 6, 2026

Nantucket Resort Collection

3 Step Lane Nantucket MA

CA $189

CA $211 total

Mar 5 - Mar 6

includes taxes & fees

9/10 Wonderful! (375 reviews)

yes!

Reviewed on Jan 5, 2026

Hotel Pippa

5 Chestnut Street Nantucket MA

CA $195

CA $218 total

Feb 18 - Feb 19

includes taxes & fees

9.2/10 Wonderful! (262 reviews)

Charming renovation of a historic house. Our host Sydney was delightful.

Reviewed on Jan 17, 2026

See all 1,223 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.