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Fairfield Vacation Packages

Build your package with 2 more options

Fairfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Sagaponack

The Sagaponack

3 out of 5
Price was $506, price is now $435 per person
$435
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Stay at this B&B in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Wolffer Estates Vineyard and South Fork Natural History Museum and Nature Center are located nearby.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $817, price is now $578 per person
$578
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (LGA)
Book a stay at this business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton Point Park are located nearby.
Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

3 out of 5
Price was $672, price is now $577 per person
$577
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (LGA)
Book a stay at this business-friendly hotel in Mount Kisco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Prix New York / Spins Bowl and Muscoot Farm are located nearby.
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
Price was $587, price is now $520 per person
$520
per person
Apr 18 - Apr 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield Beach are located nearby.
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 out of 5
Price was $717, price is now $674 per person
$674
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Book a stay at this golf hotel in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Wolffer Estates Vineyard and SagPond Vineyards are located nearby.

Fairfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Sagaponack

The Sagaponack

3 out of 5
Price was $506, price is now $435 per person
$435
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

3 out of 5
Price was $672, price is now $577 per person
$577
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (LGA)
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
Fairfield Beach
Price was $587, price is now $520 per person
$520
per person
Apr 18 - Apr 21
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 out of 5
Price was $717, price is now $674 per person
$674
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)

Fairfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $817, price is now $578 per person
$578
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (LGA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Feb 25 - Wed, Mar 4
MCO
Orlando Intl.
LGA
LaGuardia
$49 Roundtrip, found 1 hour ago
$49
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Orlando Intl. to LaGuardia, returning Wed, Mar 4, priced at $49 found 1 hour ago
Frontier Airlines
Sat, Apr 25 - Sat, May 9
DFW
Dallas-Fort Worth Intl.
LGA
LaGuardia
$56 Roundtrip, found 10 hours ago
$56
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Dallas-Fort Worth Intl. to LaGuardia, returning Sat, May 9, priced at $56 found 10 hours ago
Frontier Airlines
Tue, Mar 31 - Tue, Mar 31
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$56 Roundtrip, found 22 hours ago
$56
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Mar 31 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Mar 31, priced at $56 found 22 hours ago
Frontier Airlines
Sat, Feb 14 - Thu, Feb 19
CLT
Charlotte-Douglas Intl.
LGA
LaGuardia
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 14 from Charlotte-Douglas Intl. to LaGuardia, returning Thu, Feb 19, priced at $58 just found