Deals on vacations and trips to Surfside
Save when you book Surfside package deals
Surfside flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts
Price was $867, price is now $614 per person
$614
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $3,033, price is now $2,064 per person
$2,064
per person
Jun 11 - Jun 15
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $4,381, price is now $3,105 per person
$3,105
per person
May 14 - May 19
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.
The Westin Waltham-Boston
Price was $1,232, price is now $882 per person
$882
per person
Jun 12 - Jun 15
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
The Revolution Hotel
South End
Price was $1,506, price is now $1,089 per person
$1,089
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Top Surfside hotels deals
Nantucket Inn
1 Miller Lane Nantucket MA
$175 nightly
The price is $196 total per night
$196 total
Apr 19 - Apr 20
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, free WiFi in public areas, and free airport shuttle. 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
$156 nightly
The price is $174 total per night
$174 total
Apr 19 - Apr 20
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
White Elephant Hotel
50 Easton Street Nantucket MA
$250 nightly
The price is $280 total per night
$280 total
Apr 23 - Apr 24
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
Hotel Pippa
5 Chestnut Street Nantucket MA
$189 nightly
The price is $211 total per night
$211 total
Apr 8 - Apr 9
Total with taxes and fees
This hotel features a bar/lounge, free WiFi in public areas, and a terrace. Enjoy the free continental breakfast each morning. Dry cleaning, luggage storage, and concierge services are also on offer.
Breakfast included
Free WiFi
Nantucket Resort Collection
3 Step Lane Nantucket MA
$159 nightly
The price is $178 total per night
$178 total
Apr 16 - Apr 17
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and luggage storage are also on offer.
Breakfast included
Pet friendly
The Beachside
30 North Beach Street Nantucket MA
$183 nightly
The price is $204 total per night
$204 total
Apr 22 - Apr 23
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
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
Surfside Beach
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.
Siasconet Beach
If a restful vacation is part of your travel plans, Siasconet Beach might be the perfect place to seek out during your trip to Siasconset.
Jetties Beach
Why not spend a carefree afternoon at Jetties Beach during your travels in Nantucket?
Frequently asked questions
Photos of local treasures
Browse Surfside vacation photos for more inspiration
