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.
Marriott Boston Quincy
Save 100% on your flight
Price was $776, price is now $530 per person
$530
per person
May 27 - May 31
found 19 hours ago
Roundtrip flight included
Chicago (CHI) 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. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,650, price is now $1,577 per person
$1,577
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 Boston Seaport District
Seaport District
Save 100% on your flight
Price was $1,108, price is now $751 per person
$751
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the restaurant, hot tub, and laundry facilities.
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,062, price is now $726 per person
$726
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,559, price is now $1,078 per person
$1,078
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage 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 26 - Apr 27
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
$161 nightly
The price is $179 total per night
$179 total
Apr 12 - Apr 13
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
$229 nightly
The price is $256 total per night
$256 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 27 - Apr 28
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
$199 nightly
The price is $222 total per night
$222 total
Apr 12 - Apr 13
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.
Nantucket Atheneum
Nantucket Atheneum is just one of the places to see in Nantucket, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the beautiful beaches.
Frequently asked questions
Photos of local treasures
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