Fairfield Vacation Packages 2026 from $351

Fairfield flight + hotel vacation packages

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

Hotel Hi-Ho - Contactless Check-In

Greenfield Hill

$351

per person

May 1 - May 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to New York (LGA)

A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in and express check-out are also provided.

The Circle Hotel Fairfield

Grasmere

$383

per person

May 1 - May 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to New York (LGA)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Best Western Plus Fairfield Hotel

Grasmere

$443

per person

May 1 - May 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to New York (LGA)

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, laundry service, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and free newspapers.

Top Fairfield hotels deals

The Circle Hotel Fairfield

417 Post Road Fairfield CT

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$176 total

Apr 8 - Apr 9

Total with taxes and fees

Hotel Hi-Ho - Contactless Check-In

4180 Black Rock Turnpike Fairfield CT

Free Cancellation

Reserve now, pay when you stay

$126 nightly

$145 total

Mar 26 - Mar 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in and express check-out are also provided.

Best Western Plus Fairfield Hotel

100 Kings Highway Cutoff Fairfield CT

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$138 total

Mar 10 - Mar 11

Total with taxes and fees

Breakfast included

Parking included

DUNE Fairfield Beach

1160 Reef Rd Fairfield CT

$252 nightly

$290 total

Mar 23 - Mar 24

Total with taxes and fees

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and concierge services are also on offer.

Kitchen

Parking included

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$98 total

Mar 31 - Apr 1

Total with taxes and fees

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Hyatt Place Milford / New Haven

190 Old Gate Lane Milford CT

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

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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.

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 $351. 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 45 mi 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 45 mi southwest of Fairfield. Your other options are Liberty Intl. Airport (EWR) (55 mi away from central Fairfield) and LaGuardia Airport (LGA) (40 mi 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.