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.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,250, price is now CA $1,455 per person
CA $1,455
per person
Nov 19 - Nov 22
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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 clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was CA $3,296, price is now CA $1,871 per person
CA $1,871
per person
Dec 10 - Dec 13
just found
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,083, price is now CA $1,850 per person
CA $1,850
per person
Dec 26 - Dec 31
found 13 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $11,308, price is now CA $7,129 per person
CA $7,129
per person
Dec 27 - Jan 2
found 13 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was CA $3,012, price is now CA $1,947 per person
CA $1,947
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.

Top Fairfield County hotels deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $173 total
Nov 6 - Nov 7
includes taxes & fees
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
Breakfast included
Parking included
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 $254 per night
CA $254
CA $292 total
Oct 25 - Oct 26
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 E. Gaynor Brennan Golf Course and Mianus Park are located nearby.
Pool
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 $217 per night
CA $217
CA $249 total
Oct 18 - Oct 19
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 Roosevelt Forest and Boothe Memorial Park and Museum are located nearby.
Pool
Hot tub
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
The price is CA $298 per night
CA $298
CA $402 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mianus Park and Bush Holley House Museum are located nearby.
Pool
Breakfast included
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $226 per night
CA $226
CA $260 total
Nov 4 - Nov 5
includes taxes & fees
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
Pool
Pet-friendly
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 $162 per night
CA $162
CA $187 total
Nov 1 - Nov 2
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
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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 $1,455. 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.