Fairfield Vacations from $465

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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.

The Latest Fairfield vacation packages

Price found within the past 48 hours. Click for updated prices.
The Circle Hotel Fairfield
DUNE Fairfield Beach
The Sagaponack
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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
$169 nightly
The price is $194 total per night from Aug 6 to Aug 7
$194 total
Aug 6 - Aug 7
Total includes taxes and fees
8.8/10 Excellent! (1,377 reviews)
Charming, clean comfy hotel
"Comfy, clean accommodations with a nice pool and bonus beach pass. James at check-in was a great help and very welcoming."

Reviewed on Jul 8, 2025

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
$129 nightly
The price is $148 total per night from Jul 20 to Jul 21
$148 total
Jul 20 - Jul 21
Total includes taxes and fees
7.8/10 Good! (1,004 reviews)
"It was clean but very small. I didn’t like bo staff on property if something was wrong or went wrong. Definitely needs a mini fridge in rooms but it was perfect for a quick one day stay"

Reviewed on Jul 5, 2025

Hotel Hi-Ho - Contactless Check-In
DUNE Fairfield Beach
DUNE Fairfield Beach
3 out of 5
1160 Reef Rd, Fairfield, CT
$273 nightly
The price is $313 total per night from Jul 30 to Jul 31
$313 total
Jul 30 - Jul 31
Total includes taxes and fees
9/10 Wonderful! (59 reviews)
A great beach getaway
"A cute hotel close to the beach! Super easy check in and check out."

Reviewed on Jul 2, 2025

DUNE Fairfield Beach
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.

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 (1 mile 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 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

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Frequently asked questions

How much does a Fairfield vacation package cost?
You can grab a vacation package to this destination from $465 on Expedia. However, how much your vacation 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?
If you'd like to snag a cheap Fairfield vacation package, consider visiting in November, December and January. You'll usually find better rates on flights and hotels during these quieter months --- perfect for a budget-friendly getaway.
How many days is enough for Fairfield?
We recommend planning a Fairfield vacation for at least 2 days. This will give you enough time to visit key attractions including South Pine Creek Beach and Sasco Hill Beach, and check out neighborhoods like Black Rock Gardens Historic District and Black Rock Historic District. You could even fit in a day trip from Fairfield.
Is it worth booking a vacation package to Fairfield?
Fairfield is a good vacation destination with attractions like Jennings Beach among the many things to keep you busy. Whether you're heading away with the family or getting away with friends, a Fairfield vacation promises fun for everyone.
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 customize 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 vacation as a package?
You can enjoy significant savings on your Fairfield getaway by booking a tailored vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Fairfield vacation packages?
Secure your dream trip to Fairfield with our Book Now, Pay Later vacations. There's no need to save up or wait for your next payday --- we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.