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. 29 - Jul. 4
Roundtrip non-stop flight included
Vancouver (YVR) to New York (LGA)
8.8/10 Excellent! (1,081 reviews)
Great customer service at the front desk. Breakfast was also good. Rooms are very clean

Reviewed on May 18, 2024

The Wainscott Inn

The Wainscott Inn

3 out of 5
per person
Jul. 12 - Jul. 14
Roundtrip non-stop flight included
Edmonton (YEG) 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

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 27 to May 28
CA $173
CA $199 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,093 reviews)
Friendly place to stay
"Friendly service at check in. Met all my requests. Staff helpful."

Reviewed on May 21, 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! (1,001 reviews)
"Great"

Reviewed on May 21, 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 $175 per night from May 30 to May 31
CA $175
CA $201 total
includes taxes & fees
May 30 - May 31
7.6/10 Good! (1,000 reviews)
"Good area food"

Reviewed on May 17, 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.

Explore other types of vacation packages

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 $928, 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.