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 Arcadian Hotel
Coolidge Corner
Price was $590, price is now $434 per person
$434
per person
Apr 22 - Apr 26
found 18 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
A 24-hour gym is featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
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 18 hours 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 Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $815, price is now $553 per person
$553
per person
Mar 20 - Mar 23
found 1 day ago
Roundtrip non-stop 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 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
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 3 hours 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.
The Boston Hotel
Brighton
Save 100% on your flight
Price was $885, price is now $659 per person
$659
per person
May 4 - May 8
found 20 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features free WiFi in public areas, laundry facilities, and self parking. Enjoy the free buffet breakfast each morning. A computer station and luggage storage are also provided.
Top Surfside hotels deals
Nantucket Inn
1 Miller Lane Nantucket MA
$134 nightly
The price is $150 total per night
$150 total
Mar 2 - Mar 3
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
Nantucket Resort Collection
3 Step Lane Nantucket MA
$139 nightly
The price is $155 total per night
$155 total
Feb 15 - Feb 16
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
$159 nightly
The price is $178 total per night
$178 total
Feb 15 - Feb 16
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.
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.
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
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