Book Exclusive Fairfield County Vacation Packages

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A cityscape with a river, modern buildings, and green spaces.

Stamford

Vacations
Stamford

Fairfield County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $1,791, price is now CA $1,130 per person
CA $1,130
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this hotel in New York. Enjoy a fitness center, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Madison Square Garden and Times Square are located nearby.
The Lex NYC

The Lex NYC

3.5 out of 5
Manhattan
Price was CA $2,706, price is now CA $1,595 per person
CA $1,595
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,694, price is now CA $1,137 per person
CA $1,137
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Columbus Circle and 5th Avenue are located nearby.
The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,918, price is now CA $3,333 per person
CA $3,333
per person
Aug 20 - Aug 24
found 6 hours ago
Roundtrip flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $2,312, price is now CA $1,570 per person
CA $1,570
per person
Aug 13 - Aug 16
found 5 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.

Top Fairfield County hotels deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Free cancellation
Reserve now, pay when you stay
The price is CA $252 per night
CA $252
CA $290 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
Pool
Pet-friendly
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $147 total
Aug 2 - Aug 3
includes taxes & fees
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
Breakfast included
Pet-friendly
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Free cancellation
Reserve now, pay when you stay
The price is CA $215 per night
CA $215
CA $247 total
Jul 19 - Jul 20
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hartford HealthCare Amphitheater and Roosevelt Forest are located nearby.
Pool
Hot tub
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $173 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
Pool
Pet-friendly
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Free cancellation
The price is CA $151 per night
CA $151
CA $173 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gateway Shopping Center and Silvermine Arts Center are located nearby.
Pet-friendly
Parking included
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Free cancellation
The price is CA $184 per night
CA $184
CA $226 total
Aug 4 - Aug 5
includes taxes & fees
Book a stay at this 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 Hartford HealthCare Amphitheater and Fairfield Museum and History Center are located nearby.
Pool
Breakfast included
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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.

Stay near popular Fairfield County attractions

A vast ocean with a boat in the distance, under a dramatic sky with scattered clouds.
Photo by Jack L
Open Photo by Jack L

Greenwich Avenue

9.4/10 (78 reviews)
During your visit to Greenwich, you can search for that perfect souvenir at Greenwich Avenue. Take in the art scene while you're in the area.
See properties

Photos of local treasures

Browse Fairfield County vacation photos for more inspiration

A lighthouse at night with a full moon in the sky.
A sunset over a calm water body with several sailboats anchored.
A calm harbor with boats, a pier, and houses along the shoreline.
A snow-covered river with rocks and trees.
A sailboat on calm water with a clear sky.

Frequently asked questions

How much are vacation packages to Fairfield County?
You can pick up a great flight and hotel bundle for a mere CA $1,130. With one of our Travelocity vacation packages, a trip to Fairfield County has never looked more irresistible! Save both time and money and then start packing that suitcase.
Where can I get the best vacation package deals for Fairfield County?
Check out Travelocity. With access to 400 airlines and at least 1,000,000 worldwide properties, finding the best Fairfield County package deal couldn't be easier.
Why should I book my Fairfield County vacation package via Travelocity?
Whether you're planning an epic vacation or a last-minute trip, we have many attractive destinations to choose from at a good price. And on top of that, we provide 24/7 assistance, high-quality service and a Price Match Guarantee. Save yourself the effort and time and lock in your dream vacation today.
Can I save on my Fairfield County car rental if I combine it with my hotel or flight?
Combining your bookings into a Fairfield County vacation package will save you some serious money. You can combine a flight and car; a car, flight and hotel; or a hotel and car. You won't find a better way to explore the greater Fairfield County region than from the comfort of your own rental car. You can also add experiences and tours to your Travelocity package.
Which airport is best for Fairfield County?
For anyone thinking about heading in and out of Fairfield County, the most common airports are John F. Kennedy Intl. Airport (JFK), Liberty Intl. Airport (EWR) and LaGuardia Airport (LGA).
What is there to do in Fairfield County?
You'll be happy to know Fairfield County is overflowing with terrific photo-ops, however Sacred Heart University and Fairfield University are two you shouldn't miss.