Fairfield Vacation Packages

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Your Fairfield Vacation

With every last detail planned before you take off, our Fairfield vacation packages mean you can simply focus on enjoying your getaway. Whether you're based in the neighborhood of Black Rock Historic District, which is good for history, or another area, this exciting city promises a world of discoveries. Ready to explore your surroundings? Fairfield University, Sacred Heart University and Total Mortgage Arena are among the top places to visit during a trip to Fairfield. Don't put off your visit to this destination any longer. The perfect Fairfield vacation is a few clicks away with Expedia.

Top Fairfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
per person
Jun. 27 - Jun. 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (LGA)
8.8/10 Excellent! (1,081 reviews)
We were on a quick tour of UConn and Fairfield U and the Circle was an affordable option away from highways and near the water. Had great pizza nearby at Zepes Hotel was clean and quiet and had decent breakfast- a good value considering Memorial Day weekend. Staff was friendly too. Thank you.

Reviewed on May 27, 2024

The Wainscott Inn

The Wainscott Inn

3 out of 5
per person
Jul. 11 - Jul. 14
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to New York (LGA)
8.6/10 Excellent! (92 reviews)
Looks like the were in the process of updating? Lots of construction people and debris but we also went during off season so it made sense. Have to drive everywhere but still convenient!!

Reviewed on May 2, 2024

DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
per person
Jul. 8 - Jul. 12
found 15 hours ago
Roundtrip non-stop flight included
Québec (YQB) to New York (LGA)
10/10 Exceptional! (10 reviews)
Modern cottage near the beach. Clean and comfortable. Very responsive.

Reviewed on May 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 5 kilometres 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 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 CA $173 per night from May 29 to May 30
CA $173
CA $199 total
includes taxes & fees
May 29 - May 30
8.8/10 Excellent! (1,097 reviews)
"Very comfortable accommodations. I would definitely recommend this hotel."

Reviewed on May 24, 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 CA $150 per night from May 28 to May 29
CA $150
CA $172 total
includes taxes & fees
May 28 - May 29
7.8/10 Good! (1,005 reviews)
"The low-staff and online check-in/out takes some getting used to, but the main negative here is the noise. The air management fan is so loud that it either kept me awake all night or woke me up if I set it to come on at the temp threshhold. Another annoyance was the malfunctioning volume on the TV. ..."

Reviewed on May 24, 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 CA $186 per night from Jun. 2 to Jun. 3
CA $186
CA $214 total
includes taxes & fees
Jun 2 - Jun 3
7.6/10 Good! (1,001 reviews)
"Nice place to stay"

Reviewed on May 25, 2024

Best Western Plus Fairfield Hotel
See all 1,204 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

Family Vacations

Family Vacations

Frequently asked questions

How much does a Fairfield vacation package cost?
The most affordable Fairfield vacation package is CA $803, 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 Fairfield University

Fairfield University

4/5(4 reviews)

Take a campus tour or just explore the area of Fairfield University, during your travels in Fairfield. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

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