Surfside Vacation Packages 2026 from $911

Surfside flight + hotel vacation packages

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

Studio Allston Hotel

Brighton

Save 100% on your flight

$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

North End

Save 100% on your flight

$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

Save 100% on your flight

$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

Save 100% on your flight

$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

West Cambridge

Save 100% on your flight

$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

29 Centre St. Nantucket MA

$564 nightly

$631 total

Jun 24 - Jun 25

Total with taxes and fees

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

30 North Beach Street Nantucket MA

$587 nightly

$656 total

Jun 18 - Jun 19

Total with taxes and fees

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

1 Miller Lane Nantucket MA

$615 nightly

$687 total

Jun 28 - Jun 29

Total with taxes and fees

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

29 Broad Street Nantucket MA

$515 nightly

$575 total

Jun 30 - Jul 1

Total with taxes and fees

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

50 Easton Street Nantucket MA

$995 nightly

$1,111 total

Jun 28 - Jun 29

Total with taxes and fees

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 Street Nantucket MA

$540 nightly

$603 total

Jun 21 - Jun 22

Total with taxes and fees

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.

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.