Search Deals on
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.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $637, price is now $439 per person
$439
per person
Apr 30 - May 3
found 23 hours ago
Roundtrip flight included
Chicago (ORD) 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.
The Sagaponack

The Sagaponack

3 out of 5
Price was $1,182, price is now $1,036 per person
$1,036
per person
Jun 16 - Jun 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 The Hamptons Beaches and Wolffer Estates Vineyard are located nearby.
Honey Maple Grove BnB

Honey Maple Grove BnB

4 out of 5
Price was $1,568, price is now $1,421 per person
$1,421
per person
Jun 11 - Jun 17
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New York (LGA)
Stay at this B&B in Bedford. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pound Ridge Town Park and Hemingway Property are located nearby.

Fairfield Vacation Packages 3-4 Night Stays

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

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $637, price is now $439 per person
$439
per person
Apr 30 - May 3
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New York (LGA)
The Sagaponack

The Sagaponack

3 out of 5
Price was $1,425, price is now $1,249 per person
$1,249
per person
Jun 13 - Jun 16
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to New York (LGA)

Fairfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Honey Maple Grove BnB

Honey Maple Grove BnB

4 out of 5
Price was $1,568, price is now $1,421 per person
$1,421
per person
Jun 11 - Jun 17
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New York (LGA)

Top Flight Deals

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

Frontier Airlines
Tue, Apr 14 - Tue, Apr 21
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$56 Roundtrip, found 14 hours ago
$56
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Apr 14 from Raleigh - Durham Intl. to LaGuardia, returning Tue, Apr 21, priced at $56 found 14 hours ago
Frontier Airlines
Sat, Apr 18 - Wed, Apr 22
CLT
Charlotte-Douglas Intl.
LGA
LaGuardia
$82 Roundtrip, found 7 hours ago
$82
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Charlotte-Douglas Intl. to LaGuardia, returning Wed, Apr 22, priced at $82 found 7 hours ago
Frontier Airlines
Fri, Mar 27 - Sun, Apr 12
MIA
Miami Intl.
LGA
LaGuardia
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Mar 27 from Miami Intl. to LaGuardia, returning Sun, Apr 12, priced at $88 just found
Spirit Airlines
Tue, Apr 7 - Sat, Apr 11
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$89 Roundtrip, found 3 days ago
$89
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Apr 7 from Detroit Metropolitan Wayne County to LaGuardia, returning Sat, Apr 11, priced at $89 found 3 days ago