Fairfield Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Fairfield

Find the best Fairfield areas and neighborhoods for the activities you enjoy most. Learn more about Fairfield

Find the Best Fairfield Vacation Packages

Fairfield Beach Vacation

There's nothing like a Fairfield vacation to give yourself a little boost. The soothing melody of rolling surf and the smell of clean ocean air are sure to rejuvenate your mind, body and soul. To be close to the city center on your trip to Fairfield, base yourself around Jennings Beach (2 kilometers away). If you're intending to hang around a while, consider securing one of our Fairfield packages. Not only will you save some money, you'll also have other stunning beaches around you to explore, like South Pine Creek Beach and Sasco Hill Beach. Now that's a win-win!

Things You Should Know About Fairfield

  • If ocean breezes and strolls along the shore are your idea of a dream vacation, why not opt for one of our Fairfield beach hotels? Staying by the water is the perfect cure for life's daily stresses.
  • Alternatively, browse our range of private vacation homes. They're a hit with travelers planning a stay in Fairfield. Consider Best Western Plus Fairfield Hotel and The Circle Hotel Fairfield.
  • Fairfield has a population of roughly 59,100 people. Why not get out and have a conversation with one or two of them? It's an excellent way to get some inside intel on the place! Also look up our Fairfield things to do page.
  • After you've made some great savings by booking a Fairfield vacation package, you can splurge on unforgettable travel experiences. Sacred Heart University, Fairfield University and Jennings Beach are a few attractions that should be on your must-see list.

Fairfield Hotel Deals

The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Fully refundable
The price is ¥20,259 per night from Apr 20 to Apr 21
¥20,259
¥24,892 total
Apr 20 - Apr 21
includes taxes & fees
9/10 Wonderful! (1,431 reviews)
Did not get breakfast

Reviewed on Apr 13, 2026

The Circle Hotel Fairfield
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

3 out of 5
4180 Black Rock Turnpike Fairfield CT
Fully refundableReserve now, pay when you stay
The price is ¥17,058 per night from Apr 23 to Apr 24
¥17,058
¥21,211 total
Apr 23 - Apr 24
includes taxes & fees
8/10 Very Good! (1,004 reviews)
took forever to check in, was ridiculous, nobody answred the phone, no email for check in the day of, waited on hold. worst check in ever staff on weekends is nonexistant

Reviewed on Mar 30, 2026

Hotel Hi-Ho - Contactless Check-In
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 ¥23,889 per night from Apr 14 to Apr 15
¥23,889
¥27,473 total
Apr 14 - Apr 15
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Nice clean room. We had a suite. There was a door between the bedroom and sitting area, providing some privacy for our family. Breakfast was included and was decent. There were some hot items (eggs, sausage, potatoes).

Reviewed on Apr 11, 2026

Best Western Plus Fairfield Hotel
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 a world of travel with Expedia

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