Deals on vacations and trips to Surfside

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Surfside flight + hotel vacation packages

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

Studio Allston Hotel

4 out of 5
Brighton
Save 100% on your flight
Price was $1,408, price is now $911 per person
$911
per person
Sep 3 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and laundry service. Enjoy the free continental breakfast each morning.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,600, price is now $1,398 per person
$1,398
per person
Aug 26 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,515, price is now $1,562 per person
$1,562
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $5,746, price is now $3,599 per person
$3,599
per person
Aug 14 - Aug 19
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,791, price is now $1,133 per person
$1,133
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Top Surfside hotels deals

Faraway Nantucket

Faraway Nantucket

3.5 out of 5
29 Centre St. Nantucket MA
The price is $631 total per night
$631 total
per night
Jun 24 - Jun 25
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Express check-in, express check-out, and luggage storage are also on offer.
Pet friendly
Free WiFi
The Beachside

The Beachside

4 out of 5
30 North Beach Street Nantucket MA
The price is $656 total per night
$656 total
per night
Jun 18 - Jun 19
This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a picnic area are also on offer.
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
The price is $687 total per night
$687 total
per night
Jun 28 - Jun 29
2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.
Pool
Hot Tub
Jared Coffin House

Jared Coffin House

4 out of 5
29 Broad Street Nantucket MA
The price is $575 total per night
$575 total
per night
Jun 30 - Jul 1
A restaurant and a bar/lounge are featured at this bed & breakfast. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
White Elephant Hotel

White Elephant Hotel

4.5 out of 5
50 Easton Street Nantucket MA
The price is $1,111 total per night
$1,111 total
per night
Jun 28 - Jun 29
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking and a free beach shuttle.
21 Broad Hotel

21 Broad Hotel

3.5 out of 5
21 Broad Street Nantucket MA
The price is $603 total per night
$603 total
per night
Jun 21 - Jun 22
This hotel features free WiFi in public areas, a terrace, and concierge services. Enjoy the free buffet breakfast each morning. The front desk is staffed around-the-clock and free newspapers are on offer.
Breakfast included
Free WiFi
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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

AXE420 Sunbathers and dune landscape on Surfside Beach on the seaward coast of the island of Nantucket, Massachusetts, New England, USA

Surfside Beach

4.5/5(57 reviews)

Why not spend a carefree afternoon at Surfside Beach during your travels in Nantucket? Discover the museums in this walkable area, or seek out its biking trails.

Surfside Beach
P5EH30 The Nantucket Atheneum, a historic public library in Nantucket, Massachusetts.

Nantucket Atheneum

4/5(2 reviews)

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
D3RPKW Wooden steps leading down to Jetties beach, Nantucket Island, MA

Jetties Beach

4.5/5(25 reviews)

Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket?

Jetties Beach

Frequently asked questions

How much are vacation packages to Surfside?
Treat yourself to an unforgettable experience in Surfside with a vacation package starting at $911. Locking in hotels, flights and tours with Travelocity is simple. And even better, our package deals will leave you with more cash in your pocket for plenty of fun times.
Where can I get the best vacation package deals for Surfside?
Travelocity will be able to help you snag a great Surfside package deal. With as many as 400 airlines and 1,000,000 properties worldwide, there's no doubt you'll be able to craft the perfect itinerary.
Why should I purchase my Surfside vacation package via Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.
Can I save money on my Surfside car rental if I book it with hotels and flights?
Booking a Surfside vacation package with Travelocity is a surefire way to save your hard-earned cash. You can bundle a hotel, flight and car, or any combination of them, and land awesome discounts. You might also like to throw in some activities and experiences. Once you've collected the keys to the rental car, head out of the neighborhood and see what this place has to offer. Around 90 mi from Surfside, Fenway Park is the ideal road trip.

Photos of local treasures

Browse Surfside vacation photos for more inspiration

Nantucket_NobadeerBeach_6287514-6
AXE420 Sunbathers and dune landscape on Surfside Beach on the seaward coast of the island of Nantucket, Massachusetts, New England, USA