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.
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.
Summer House Hotel
Save 100% on your flight
Price was $2,233, price is now $1,484 per person
$1,484
per person
May 23 - May 30
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This hotel features a private beach and 2 restaurants. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the beach bar and poolside bar.
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 24 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 $1,772, price is now $1,211 per person
$1,211
per person
May 16 - May 18
found 1 day ago
Roundtrip non-stop 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.
Life House, Nantucket
Nantucket Town
Save 100% on your flight
Price was $2,882, price is now $1,992 per person
$1,992
per person
Jun 17 - Jun 21
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. A snack bar/deli, a communal living room, and a library 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
$232 nightly
The price is $259 total per night
$259 total
Apr 26 - Apr 27
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
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
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
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
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
