Exclusive Long Island Vacation Deals
Long Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
Sunbird ANNEX Resort
Save 100% on your flight
Price was $928, price is now $603 per person
$603
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features an indoor pool and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,951, price is now $1,185 per person
$1,185
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was $5,627, price is now $3,460 per person
$3,460
per person
Jul 1 - Jul 5
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.
Lighthouse Inn
Save 100% on your flight
Price was $1,857, price is now $1,170 per person
$1,170
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $1,381, price is now $887 per person
$887
per person
May 26 - May 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.
Life House, Nantucket
Nantucket Town
Save 100% on your flight
Price was $3,638, price is now $2,352 per person
$2,352
per person
Jun 24 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 Long Island hotel deals
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
76 Mountain Rd Epsom NH
$179 nightly
The price is $194 total per night
$194 total
Apr 27 - Apr 28
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. Take advantage of the free self parking.
Kitchen
Pet friendly
Homewood Suites by Hilton Dover
21 Members Way Dover NH
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $129 total per night
$129 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. You'll appreciate the free area shuttle, business center, and free WiFi in public areas.
Pool
Hot Tub
Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel
200 Sterling Way Dover NH
Free Cancellation
$113 nightly
The price is $123 total per night
$123 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a 24-hour gym on site, and a 24-hour front desk and a garden are also provided.
Breakfast included
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.