Fairfield Holidays

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Fairfield Beach Holiday

There's nothing like a Fairfield holiday 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 centre on your trip to Fairfield, base yourself around Jennings Beach (2 kilometres 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 holiday, 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 holiday homes. They're a hit with travellers 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 holiday 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.

Top hotels in Fairfield

The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
8.8/10 Excellent! (1,367 reviews)
"So quaint, clean and central to downtown Fairfield. The statt were fantastic. Rooms were clean and parking was so easy and no charge. The breakfast was included and they did a great job espically the waffle station."

Reviewed on 11 Jun, 2025

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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
7.8/10 Good! (1,003 reviews)
"I love staying there"

Reviewed on 14 Jun, 2025

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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 S$221 per night from 29 Jun to 30 Jun
S$221
29 Jun - 30 Jun
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Small and cozy.
"Nice hotel, small and tucked away. Reception was pleasant.. it would have been nice if they offered water bottles upon arrival. Rooms were clean and adequate.. bathroom had a large counter for toiletries which was nice. Free breakfast was ok. Bakery goods were not fresh. Good selection of coffees. ..."

Reviewed on 16 Jun, 2025

Best Western Plus Fairfield Hotel
See all 1,281 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.

Frequently asked questions

How much does a Fairfield holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday to Fairfield costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Fairfield?
You can generally find lower rates and greater availability in January, February and March. Check out our cheap Fairfield holiday packages and you could score some great off-season deals.
How many days is enough for Fairfield?
We recommend booking a Fairfield holiday for around 2 days. This will allow you time to tick off top sights such as South Pine Creek Beach and Sasco Hill Beach, as well as check out neighbourhoods like Brooklawn - St. Vincent and Black Rock Historic District. You could even fit in a day trip or two outside of Fairfield.
Is it worth booking a holiday package to Fairfield?
Fairfield offers everything you need for an unforgettable escape. Begin your Fairfield holiday on a high note by checking out major attractions like Jennings Beach.
How to find the best Fairfield package deals?
Finding a cheap Fairfield package deal is a cinch with Expedia. Once you’ve entered your preferred dates and destination under our “Packages” tab, set your maximum budget, apply a couple of filters and see what’s available. You can customise your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to discover the most affordable Fairfield package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Fairfield holiday as a package?
You can enjoy significant savings on your Fairfield getaway by booking a tailored holiday package. Click on the “Package” heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Fairfield?
If you’re planning a spur-of-the-moment Fairfield trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Fairfield?

  1. Choose when to go: Check your schedule and get packing. Your favourite time of year and the available activities will also help you decide when to escape to Fairfield.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your hotel will likely be the largest expense during your trip to Fairfield.
  3. Decide how long to go away for: Now that you’re up to speed on Fairfield, you can figure out the ideal length of your holiday. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Fairfield holiday package.

Popular places to visit

South Pine Creek Beach

Why not spend a lazy afternoon at South Pine Creek Beach during your trip to Fairfield? Stroll along the beaches or visit the shops in this family-friendly area.

South Pine Creek Beach

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.