Fairfield Vacations from $429

Book a Hotel + Flight or Car together to unlock savings

Photo by Tim Rousseau
Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Fairfield Vacation

Take the hard work out of travel planning with a Fairfield vacation package. One of the best neighborhoods to base yourself in this vibrant city is Black Rock Historic District, which is good for history and much more. Like to get out and explore? Hartford HealthCare Amphitheater, Fairfield University and Sacred Heart University are a few of the best places to visit during your trip to Fairfield. That dream Fairfield vacation is a few clicks away. Search airfares, hotels and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Fairfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Hi-Ho

Hotel Hi-Ho

3 out of 5
per person
Sep 5 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to New York (LGA)
7.8/10 Good! (1,003 reviews)
There is no one on site so it’s hard to rate the service. The person I spoke to on the phone to help check me in was helpful but I should have received an email with check in instructions prior to checking. This may have been the fault of Expedia. The person emailed them to me and I was able to check in.

Reviewed on Jun 14, 2024

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
per person
Sep 5 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to New York (LGA)
8.8/10 Excellent! (1,127 reviews)
Our stay was very pleasant. Beds were clean and comfy. Roku TV Shower was good. Breakfast, waffle maker, cereal, toast, bagel, pastries and coffee

Reviewed on Jun 16, 2024

DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
per person
Sep 5 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to New York (LGA)
10/10 Exceptional! (11 reviews)
perfectly clean, quiet, great location

Reviewed on Jun 6, 2024

Fairfield Beach Vacation

Live out your beach fantasies on your Fairfield vacation. Set off on a lovely walk, appreciate the gorgeous ocean vistas and pick up unique seashells on your trip to Fairfield. Just 3 miles (5 km) from downtown, Jennings Beach is the place to be for many visitors. Look through our Fairfield vacation deals and watch your travel budget stretch further!

Fairfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
59,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Jennings Beach, Norwalk Maritime Aquarium and Compo Beach

Fairfield Hotel Deals

The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is $134 per night from Jul 17 to Jul 18
$134
$154 total
includes taxes & fees
Jul 17 - Jul 18
8.8/10 Excellent! (1,136 reviews)
"Our stay was very pleasant. Beds were clean and comfy. Roku TV Shower was good. Breakfast, waffle maker, cereal, toast, bagel, pastries and coffee"

Reviewed on Jun 16, 2024

The Circle Hotel Fairfield
Hotel Hi-Ho
Hotel Hi-Ho
3 out of 5
4180 Black Rock Turnpike, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is $129 per night from Jun 26 to Jun 27
$129
$148 total
includes taxes & fees
Jun 26 - Jun 27
7.8/10 Good! (1,008 reviews)
Very Cool
"Really cool Hotel. We did need weatherstripping on the door. We could hear every car go by. Very Clean and funky decor. Loved it. We had a wonderful dinner at the restaurant. Great location. Very easy check in and check out. I would stay there again, just maybe in a back room."

Reviewed on Jun 16, 2024

Hotel Hi-Ho
Best Western Plus Fairfield Hotel
Best Western Plus Fairfield Hotel
2.5 out of 5
100 Kings Highway Cutoff, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is $127 per night from Jun 24 to Jun 25
$127
$147 total
includes taxes & fees
Jun 24 - Jun 25
7.6/10 Good! (1,005 reviews)
"Very clean and front desk was very helpful"

Reviewed on Jun 13, 2024

Best Western Plus Fairfield Hotel
See all 1,186 properties in Fairfield
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Fairfield vacation package cost?
The most affordable Fairfield vacation package is $429, so your dream vacation can become a reality — without spending a fortune. Bundle flights, hotels and car rentals to tailor a package that’s perfect for you.
How do I get a cheap travel package to Fairfield?
Browse and lock in everything in the one place with our Fairfield vacation packages. You’ll discover deals on hotels, flights and more that’ll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 air carriers and 1,000,000 hotel options worldwide to pick from, you’ll have endless opportunities to mix and match as you want.
Where should I stay in Fairfield?
With so much to explore in Fairfield, we recommend you secure a room in a hotel close to its attractions. Fairfield University, Sacred Heart University and Jennings Beach are some interesting ones to put on your must-see list.
What are the top hotels in Fairfield?
One of the most sought-after places to stay in Fairfield is The Circle Hotel Fairfield, in the Greenfield Hill area. Wander around the city by day and then unwind in this comfortable property after sundown.
How far in advance should I book my Fairfield vacation?
Reserving your seat early with Expedia means one less thing to have to worry about. Many air carriers advertise tickets up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, discount flights to Fairfield occasionally appear a few weeks before departure.
What does an Expedia Fairfield travel package include?
Rental cars, hotels and flights, or any combination of them — it’s your choice. Whether you’re headed to Fairfield with the entire family or traveling by yourself, there’s a package to suit your style and budget. Once you’ve made your booking, why not add on a couple of activities?
What should I know before booking a Fairfield travel package?
Booking all the parts of your getaway together is a simple way to save. Combine your flights, car rentals and hotels into a tidy little package. But you’re not restricted to hotels. Expedia has all kinds of properties, including vacation rentals such as beachfront villas and city residences. You’ve got loads of choices!
Can I choose my airline with a Fairfield Expedia vacation package?
With a vacation package, you’re in charge. Whether you’d prefer to fly to Fairfield in coach or first class, simply select from the available airline options. Expedia has access to over 550 partner airlines globally.
If I'm not able to travel, can I cancel my Fairfield vacation package?
If your travel plans in Fairfield have been upended, it’s comforting to know that you can cancel your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Fairfield

Image for Lake Mohegan Beach

Lake Mohegan Beach

Why not spend a lazy afternoon at Lake Mohegan Beach during your trip to Fairfield? Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Lake Mohegan Beach
Image for Lake Mohegan

Lake Mohegan

Explore the great outdoors at Lake Mohegan, a lovely green space in Fairfield. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Lake Mohegan
Image for Sacred Heart University

Sacred Heart University

4.5/5(24 reviews)

Explore the campus of Sacred Heart University as part of your travels around Fairfield. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Sacred Heart University

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.