Fairfield Holidays

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Your Fairfield Holiday

With every last detail planned before you take off, our Fairfield holiday packages mean you can simply focus on enjoying your getaway. Whether you're based in the neighbourhood 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 holiday is a few clicks away with Expedia.

Where to stay in Fairfield

Find the best Fairfield areas and neighborhoods for the activities you enjoy most. Learn more about Fairfield
A lighthouse at night with a full moon in the sky.

Fairfield Beach

3 out of top 10 points of interest in this area

While visiting Fairfield Beach, you might make a stop by sights like Penfield Beach and Fairfield Beach.

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Fairfield Center

1 out of top 10 points of interest in this area

While visiting Fairfield Center, you might make a stop by sights like Fairfield Theater Company and Fairfield Museum and History Center.

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Greenfield Hill

The beaches and parks are a few reasons travellers visit Greenfield Hill. Want to see more of the surrounding area? Lake Mohegan Beach and Lake Mohegan are a few top sights nearby.

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Grasmere

While there might not be top attractions in Grasmere, you can explore the larger area and discover places like Regina A. Quick Center for the Arts and Jennings Beach.

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Sasco

1 out of top 10 points of interest in this area

If you're spending some time in Sasco, Country Club of Fairfield and Sasco Hill Beach are top sights worth seeing.

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Fairfield Beach Holiday

Live out your beach fantasies on your Fairfield holiday. Set off on a lovely walk, appreciate the gorgeous ocean vistas and pick up unique seashells on your trip to Fairfield. Just 3 miles from downtown, Jennings Beach is the place to be for many visitors. Look through our Fairfield holiday deals and watch your travel budget stretch further!

Fairfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
59,100
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Norwalk Maritime Aquarium, Compo Beach and Jennings Beach

Top hotels in Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield

417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
£116
28 Sept - 29 Sept
includes taxes & fees
The Circle Hotel Fairfield
Hotel Hi-Ho - Contactless Check-In

Hotel Hi-Ho - Contactless Check-In

4180 Black Rock Turnpike Fairfield CT
Fully refundableReserve now, pay when you stay
£107
5 Oct - 6 Oct
includes taxes & fees
8/10 Very good! (1,005 reviews)
"Check-in is handled via a phone call. We waited nearly two hours past the scheduled time to receive the room code."

Reviewed on 18 Sept 2026

Hotel Hi-Ho - Contactless Check-In
Best Western Plus Fairfield Hotel

Best Western Plus Fairfield Hotel

100 Kings Highway Cutoff Fairfield CT
Fully refundableReserve now, pay when you stay
£138
20 Sept - 21 Sept
includes taxes & fees
Best Western Plus Fairfield Hotel
See all 1,418 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.
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Where to go when
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Stay near popular Fairfield attractions

A waterfront with docks and a sunset sky.

Fairfield Beach

8.6/10 (34 reviews)
Stretch out along five miles of pristine Long Island Sound shoreline at Fairfield Beach. Collect seashells, watch sailboats drift by, and enjoy the gentle waves perfect for family swimming.
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A calm lake with autumn-colored trees reflecting on the water.
Photo by Eva Perez Castro

Lake Mohegan

8.2/10 (10 reviews)
This scenic man-made lake offers a sandy beach and designated swimming areas perfect for family outings. Explore surrounding woodland trails or enjoy the children's sprinkler park during summer months.
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A lake surrounded by trees with autumn foliage, a clear sky, and a hilly landscape in the background.
Photo by Eva Perez Castro

Lake Mohegan Beach

9.0/10 (4 reviews)
This freshwater oasis in Fairfield features a sandy beach with lifeguarded swimming areas and hiking trails. Enjoy the recreation area with its sprinkler park, playground, and picnic spots perfect for family outings.
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Jennings Beach

9.0/10 (80 reviews)
Jennings Beach offers expansive sandy shores along Long Island Sound with a family-friendly atmosphere. Enjoy summer concerts and film nights on the beach, or simply relax with picturesque coastal views.
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Penfield Beach

9.0/10 (38 reviews)
This 3.5-acre Long Island Sound beach offers a serene escape with sandy shores and calm waters. Enjoy family picnics at designated areas with grills or let children play at the beachfront playground.
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Fairfield Theater Company

8.8/10 (15 reviews)
This intimate venue hosts diverse concerts, theatre, and comedy in two distinct spaces. Enjoy emerging artists and established acts in StageOne's close-up setting or The Warehouse's industrial-chic atmosphere.
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Country Club of Fairfield

8.0/10 (9 reviews)
This historic Seth Raynor-designed course features a classic links-style layout with stunning Long Island Sound views. Members enjoy a challenging round shaped by coastal winds and traditional golfing principles.
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Regina A. Quick Center for the Arts

8.0/10 (9 reviews)
You can get tickets for a performance at Regina A. Quick Center for the Arts on your trip to Fairfield. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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Frequently asked questions

Why should I book my Fairfield holiday with Expedia?
Expedia has you covered for every aspect of your next Fairfield trip. You'll always land the best prices, but when you bundle your flights, accommodation and/or hire car into a holiday package, you'll save even more. Keen to really make the most of your adventure? Add some awesome tours and activities to your customised package. We offer flexible cancellation policies on almost all bookings, so there's no need to stress if your travel plans change. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Fairfield?
If you enjoy the buzz of peak season, travel to Fairfield in May, June and July. Travelling during the quieter months of November, December and January will help you avoid the crowds. With average daytime temperatures of 0ºC, January is the coolest month in Fairfield. The warmest time of year is July, when you can experience averages of 24ºC during the day. Whatever the temperature, you'll discover plenty to keep you occupied here.
What are the top hotels for my holiday in Fairfield?
The Circle Hotel Fairfield will make an excellent base for your Fairfield adventures. Situated in Greenfield Hill, it's one of the area's most popular hotels.
How do I get a cheap holiday to Fairfield?
Bundling your hotel and flight with Expedia won't just save precious time — it'll save you pounds too. A Fairfield holiday makes it simple to organise your dream adventure. With more than 400 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule will be no sweat. On top of that, we've got over 321,000 properties globally to choose from. Now that's choice! Whatever your budget, Expedia will help show you the world. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Fairfield holiday?
Make sure your holiday in Fairfield is a memorable one by exploring its well-known attractions. Fairfield University, Sacred Heart University, Total Mortgage Arena and Hartford HealthCare Amphitheatre are among the things you should see while you're in the area.
What is the best area to stay in when on holiday in Fairfield?
If you'll be visiting Fairfield University, maximise your time sightseeing and stay nearby. It's one of the top attractions in Fairfield.
Do I need a visa for my Fairfield holiday?
Research the latest information on official government websites. Your nationality and whether you're visiting for leisure, study or business will determine if you require a visa for Fairfield. Get familiar with the application process, including the required documentation, turnaround times and fees. Finalise your application well in advance to allow enough time for processing. Some visas can take weeks or even months to obtain, depending on the country.
What should I wear on my Fairfield holiday?
Though everyone's style varies, it can be useful to have a few guidelines for what to bring on your holiday in Fairfield. Think about looking up style blogs before you head off to get inspiration for local fashion trends. Pack appropriately by checking the weather conditions in Fairfield. July brings the warmest temperatures, with daytime averages of 24ºC, while January days average 0ºC, making it the coolest time of year.
What does an Expedia Fairfield holiday include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply choose your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of sightseeing tours and watch your savings grow. When it comes to planning your Fairfield getaway, you're in control! Private holiday homes and cottages are a couple of the most popular property types in Fairfield. Whatever your group size or holiday style, you can rely on Expedia for the flexibility and freedom to customise your next big adventure.
Does Expedia offer Book Now, Pay Later Fairfield holidays?
Expedia has joined forces with online lender Klarna to make your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Browse these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable instalment plans. If paying over multiple transactions works for you, choose this option during the checkout process.
  • No-deposit holidays: When you spot an amazing deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.
Can I choose my airline with a Fairfield Expedia holiday?
Most definitely. We have access to over 400 airlines globally, so you can design your Fairfield getaway according to your budget and style.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.