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.
Hyatt Regency Boston/Cambridge
MIT
Save 100% on your flight
Price was $790, price is now $548 per person
$548
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,364, price is now $1,412 per person
$1,412
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,672, price is now $1,185 per person
$1,185
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
enVision Hotel Boston Everett
Save 100% on your flight
Price was $811, price is now $587 per person
$587
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
A gym is featured at this hotel, along with self parking. WiFi in public areas is free. Traveling for business? Take advantage of the business center, express check-in, and conference center.
Raffles Boston
Back Bay
Save 100% on your flight
Price was $2,401, price is now $1,771 per person
$1,771
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
The price is $150 total per night
$150 total
per night
Mar 2 - Mar 3
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
Nantucket Resort Collection
3 Step Lane Nantucket MA
The price is $155 total per night
$155 total
per night
Feb 17 - Feb 18
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
The price is $178 total per night
$178 total
per night
Feb 17 - Feb 18
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
Faraway Nantucket
29 Centre St. Nantucket MA
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
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
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.
Whaling Museum
You can browse the exhibits at Whaling Museum, a museum with a story of its own, during your trip to Nantucket. While you're in the area, stroll along the beautiful beaches.
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
