Fairfield Vacation Packages 2025/2026 from $738

Fairfield flight + hotel vacation packages

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

Hotel Hi-Ho - Contactless Check-In

$738

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Billings (BIL) 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.

Wainscott Woods Retreat

Save 100% on your flight

$2,280

per person

Nov 20 - Nov 23

found 7 hours ago

Roundtrip non-stop flight included

Houston (IAH) to New York (LGA)

A seasonal outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

DUNE Fairfield Beach

$991

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Billings (BIL) to New York (LGA)

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.

Best Western Plus Fairfield Hotel

$918

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Billings (BIL) 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

$129 nightly

$148 total

Sep 17 - Sep 18

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Hotel Hi-Ho - Contactless Check-In

4180 Black Rock Turnpike, Fairfield, CT

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$166 total

Oct 6 - Oct 7

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.

Parking included

Free WiFi

Best Western Plus Fairfield Hotel

100 Kings Highway Cutoff, Fairfield, CT

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$172 total

Sep 9 - Sep 10

Total with taxes and fees

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.

Breakfast included

Parking included

DUNE Fairfield Beach

1160 Reef Rd, Fairfield, CT

$217 nightly

$249 total

Sep 30 - Oct 1

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

$144 nightly

$165 total

Sep 14 - Sep 15

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.

Amsterdam Hotel

19 Clarks Hill Ave, Stamford, CT

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$100 total

Sep 24 - Sep 25

Total with taxes and fees

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 business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

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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

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.

Sacred Heart University

Explore the campus of Sacred Heart University as part of your travels around Fairfield. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

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 $738. 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.