Fairfield County Vacations & Trips from ￥322,926
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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Top destinations in Fairfield County
Stamford
The Latest Fairfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
￥322,926
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Fukuoka (FUK) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
Clean, great breakfast, and just a walk to time square makes it just perfect kids. My family Enjoy our stay.
Reviewed on Aug 22, 2026
San Carlos Hotel
Manhattan
￥332,018
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (1,832 reviews)
Midtown, conveniently located and moderately priced hotel. Free water and WiFi was great. Staff couldn’t have been nicer and more accommodating
Reviewed on Aug 21, 2026
Library Hotel by Library Hotel Collection
Manhattan
￥349,699
per person
Oct 17 - Oct 22
found 19 hours ago
Roundtrip flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (1,004 reviews)
Hotel is a little worn. There was ongoing construction on my floor. Minor detail but the remote control for my tv didn’t work.
The complimentary breakfast is pretty slim, basically just coffee and croissants.
Reviewed on Aug 22, 2026
Fairfield County Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
￥30,201
￥34,731 total
Sep 4 - Sep 5
includes taxes & fees
8.8/10 Excellent! (1,116 reviews)
"Overall nice room and good location. I ate Breakfast at Townsend 5 times. Food was good but beware of poor junsupportive seating at tables for two. Gym was adequate but lacked ventilation.on 8i"
Reviewed on Aug 22, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
￥23,684
￥27,237 total
Aug 30 - Aug 31
includes taxes & fees
7.8/10 Good! (1,012 reviews)
"I would not recommend this hotel. Mildew smell in rooms. Not clean. Very outdated."
Reviewed on Aug 22, 2026
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
￥21,617
￥24,859 total
Sep 2 - Sep 3
includes taxes & fees
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.
Frequently asked questions
How much does a Fairfield County vacation package cost?
Explore the best of Fairfield County from just ￥322,926. Choose from a wonderful selection of flights, hotels and rental cars to suit your budget. Pick up even better deals when you add a couple of tours or activities to your package.
How do I get a cheap travel package to Fairfield County?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With over 550 partner airlines and 1,000,000 hotels across the globe, your Fairfield County vacation package can be tailored exactly to suit your budget. With all that extra money, why not add one or two interesting tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Fairfield County is closer than you thought!
What are the top hotels in Fairfield County?
Check out The Stamford Hotel and Amsterdam Hotel. They're the first choice for many travelers headed to Stamford. If Norwalk is on your itinerary, Norwalk Inn & Conference Center and La Quinta Inn & Suites by Wyndham Stamford / New York City are both welcoming options.
How far in advance should I book my Fairfield County vacation?
Savvy travelers always book early. Airlines typically release flight tickets nearly 12 months prior to departure, and this is a perfect opportunity to land some of the lowest prices. Just been told you need to take your vacation time next month? That's alright! Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Fairfield County travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to combine hotels and flights. Bringing the entire family to Fairfield County? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom and flexibility to customize your travel package.
What should I know before booking a Fairfield County travel package?
Our prices are already low. However, you'll score even more savings when you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Fairfield County Expedia vacation package?
Yes, so take your pick! We offer more than 550 airlines worldwide, so you can customize your Fairfield County vacation according to your budget and travel needs.
If I'm not able to travel, can I cancel my Fairfield County vacation package?
Don't worry if you're rethinking your Fairfield County vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We know life can throw the occasional spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
Stay near popular Fairfield County attractions
Photo by Jack L
Greenwich Avenue
9.4/10 (78 reviews)
During your visit to Greenwich, you can search for that perfect souvenir at Greenwich Avenue. Take in the art scene while you're in the area.
Stamford Town Center
8.6/10 (374 reviews)
You can find the perfect gifts to bring home at Stamford Town Center during your trip to Stamford. Check out the lively bars or top-notch restaurants in this family-friendly area.
Historic South Norwalk
8.6/10 (204 reviews)
Find out about the history of Norwalk with a stop at Historic South Norwalk. While you're here, you can savor the lively bars.
Compo Beach
9.6/10 (20 reviews)
Why not spend a carefree afternoon at Compo Beach during your travels in Westport? Stroll along the seaside or experience the area's art scene.
Hartford HealthCare Amphitheater
7.8/10 (7 reviews)
Catch an event at Hartford HealthCare Amphitheater during your trip to Bridgeport. Stroll along the beautiful beaches or attend a sporting event in the area.
Total Mortgage Arena
8.4/10 (77 reviews)
Catch an event at Total Mortgage Arena during your trip to Bridgeport. Amble around this family-friendly area's beautiful beaches or attend a sporting event.
Ridgefield Playhouse
7.6/10 (47 reviews)
Enjoy a show at Ridgefield Playhouse, a theater with a story to tell in Ridgefield. While you're here, you can savor the top-notch restaurants.
Beardsley Zoo
8.4/10 (7 reviews)
Why not meet the animals who live at Beardsley Zoo during your trip to Bridgeport? Wander the beautiful beaches in this family-friendly area.
What to do in Fairfield County
New Haven - It Zip It Adventure Indoor Ropes Course
￥4,469
per adult
100% of travellers recommend
1 Hour Guided Kayak Tour in Cold Spring Harbor NY
￥9,417
per adult
Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)
￥798
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
