Fairfield Vacations 2026 from CA $800

Fairfield flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

The Circle Hotel Fairfield

Grasmere

CA $800

per person

May 3 - May 6

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to New York (LGA)

Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions South Benson Marina and Fairfield Museum and History Center are located nearby.

The Sagaponack

CA $2,296

per person

Jun 11 - Jun 16

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to New York (LGA)

Stay at this B&B in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Wolffer Estates Vineyard are located nearby.

Top Fairfield hotels deals

The Circle Hotel Fairfield

417 Post Road Fairfield CT

Free cancellation

Get rates

Pool

Breakfast included

Hotel Hi-Ho - Contactless Check-In

4180 Black Rock Turnpike Fairfield CT

Free cancellation

Reserve now, pay when you stay

CA $146

CA $182 total

Mar 29 - Mar 30

includes taxes & fees

Stay at this motel in Fairfield. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the clean rooms in our reviews. Popular attractions Lake Mohegan and Lake Mohegan Beach are located nearby.

Best Western Plus Fairfield Hotel

100 Kings Highway Cutoff Fairfield CT

Free cancellation

Reserve now, pay when you stay

CA $206

CA $237 total

Mar 22 - Mar 23

includes taxes & fees

Book a stay at this business-friendly hotel in Fairfield. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regina A. Quick Center for the Arts and Longfellow Park are located nearby.

Breakfast included

Parking included

DUNE Fairfield Beach

1160 Reef Rd Fairfield CT

Get rates

Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield Beach are located nearby.

Kitchen

Parking included

New Haven Hotel

229 George Street New Haven CT

Free cancellation

CA $159

CA $183 total

Mar 22 - Mar 23

includes taxes & fees

Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.

Hyatt Place Milford / New Haven

190 Old Gate Lane Milford CT

Free cancellation

Reserve now, pay when you stay

CA $139

CA $160 total

Apr 5 - Apr 6

includes taxes & fees

Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.

Breakfast included

Pet-friendly

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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.

Popular places to visit

Fairfield Beach

Why not spend a lazy afternoon at Fairfield Beach during your trip to Fairfield?

Lake Mohegan

Commune with nature and explore the great outdoors at Lake Mohegan during your travels in Fairfield. Stroll along the beaches or visit the shops in this family-friendly area.

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.

Fairfield Vacations

Discovering the real essence of Fairfield starts with researching the little details. Are you ready to learn exactly where this unique place is and what exciting things you can do there?

About 20 miles (32 kilometers) to the southwest of downtown New Haven, Fairfield is just one of the neighborhoods that make this city so appealing.

Ready to meet the locals? 130,000 people call New Haven home.

Places to visit in Fairfield

The intimacy and accomplishment of theater is hard to deny. Book your ticket for a play at Regina A. Quick Center for the Arts and experience the magic for yourself! Need more? Our planet is full of many surprising plants, creatures and discoveries. A tour of Connecticut Audubon Birdcraft Museum will shine a light on the science of the natural world. But there's more. Nothing compares to viewing top-level art when your soul needs lifting. As you stare at the wondrous works at Bellarmine Museum of Art, see if you can pinpoint the deeper meaning.

Where do you fly into for Fairfield?

Grab your luggage and passport and get set for a spectacular adventure. When you land at LaGuardia Airport (LGA), you'll be just 40 miles (64 kilometers) to the southwest of Fairfield.

Frequently asked questions

How much are vacation packages to Fairfield?

Travelocity has great package deals to Fairfield, as well as flights and hotels, starting from as low as CA $800. With all the money you save, you could book some interesting tours or possibly even add on a few extra nights to your getaway.

How long should my Fairfield vacation be?

Your Fairfield getaway can be as long or as short as you want it to be, but the majority of people stay roughly 2 nights. Like to head off the beaten path and discover some lesser-known spots? Stay a couple more nights and see a different side of this destination.

Where can I get the best vacation package deals for Fairfield?

Travelocity will be able to help you snap up an unbeatable Fairfield package deal. With more than 400 airlines and 1,000,000 properties worldwide, there's no doubt you'll be able to put together the perfect itinerary.

Why should I book my Fairfield vacation package via Travelocity?

Fantastic savings, an abundance of breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.

Can I save on my Fairfield car rental if I bundle it with hotels and flights?

Combining your car, flight and hotel into a Fairfield vacation package is an excellent way to land the best prices. Plus, having your own wheels gives you the freedom to make your way to all those big sights you're hoping to check out. Located 72 kilometers from Fairfield, Times Square is one place that should be on your must-do list. Buckle up and make a day trip of it.

Which airport is best for Fairfield?

John F. Kennedy Intl. Airport (JFK) is popular. It's located approximately 72 kilometers southwest of Fairfield. Your other options are Liberty Intl. Airport (EWR) (88 kilometers away from central Fairfield) and LaGuardia Airport (LGA) (64 kilometers away from central Fairfield).

What is there to do in Fairfield?

Fairfield has plenty of sights to discover, including Sacred Heart University and Fairfield University. These two impressive attractions top most tourists' must-see lists.

Where should I stay when visiting Fairfield?

If you're searching for someplace comfortable to lay your head, consider the The Circle Hotel Fairfield. It's the top choice for many visitors.