Surfside Vacation Packages 2026 from $539

Surfside flight + hotel vacation packages

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

Battery Wharf Hotel, Boston Waterfront

North End

Save 100% on your flight

$539

per person

Jan 2 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.

Boston Lodge and Suites

Dorchester

$639

per person

Nov 8 - Nov 12

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Boston Harbor Hotel

North End

Save 100% on your flight

$839

per person

Jan 2 - Jan 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$2,142

per person

Dec 21 - Dec 27

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Raffles Boston

Back Bay

Save 100% on your flight

$1,256

per person

Dec 16 - Dec 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Surfside hotels deals

Nantucket Inn

1 Miller Lane Nantucket MA

$149 nightly

$166 total

Nov 1 - Nov 2

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

Faraway Nantucket

29 Centre St. Nantucket MA

$193 nightly

$216 total

Oct 25 - Oct 26

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

$195 nightly

$218 total

Oct 25 - Oct 26

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.

Pool

Pet friendly

White Elephant Hotel

50 Easton Street Nantucket MA

$361 nightly

$404 total

Oct 14 - Oct 15

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.

Pool

Spa

Jared Coffin House

29 Broad Street Nantucket MA

$225 nightly

$251 total

Nov 1 - Nov 2

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.

Breakfast included

Parking included

Greydon House

17 Broad Street Nantucket MA

$192 nightly

$214 total

Nov 8 - Nov 9

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a communal living room are also on offer.

Pet friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Surfside

View all properties

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 $539. 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.