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New Canaan Vacation Packages

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New Canaan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 out of 5
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Book a stay at this business-friendly hotel in Fairfield. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regina A. Quick Center for the Arts and Longfellow Park are located nearby.
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Benson Marina and Fairfield Museum and History Center are located nearby.
The Sagaponack

The Sagaponack

3 out of 5
per person
Jun 17 - Jun 20
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
Stay at this 3-star 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.

New Canaan Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

2.5 out of 5
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (LGA)
The Sagaponack

The Sagaponack

3 out of 5
per person
Jun 17 - Jun 20
found 9 hours ago
Roundtrip flight included
Orlando (MCO) 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
Tue, Jun 10 - Sat, Jun 14
ORD
O'Hare Intl.
LGA
LaGuardia
$80 Roundtrip, found 16 hours ago
$80
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to LaGuardia, returning Sat, Jun 14, priced at $80 found 16 hours ago
Frontier Airlines
Wed, May 28 - Tue, Jun 3
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$81 Roundtrip, found 4 days ago
$81
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 28 from Raleigh - Durham Intl. to LaGuardia, returning Tue, Jun 3, priced at $81 found 4 days ago
Spirit Airlines
Wed, May 28 - Tue, Jun 3
CLT
Charlotte-Douglas Intl.
LGA
LaGuardia
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 28 from Charlotte-Douglas Intl. to LaGuardia, returning Tue, Jun 3, priced at $88 found 1 day ago
Spirit Airlines
Mon, Jun 2 - Thu, Jun 5
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Jun 2 from Detroit Metropolitan Wayne County to LaGuardia, returning Thu, Jun 5, priced at $90 found 1 day ago