Fairfield County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Fairfield County Vacation
With a Fairfield County vacation package, you can forget about planning stresses and simply focus on experiencing all this exciting destination has to offer. With so much to do and see on a trip to Fairfield County, it can be tricky to know where to start. Kick off your travels in Stamford at Rye Playland and Norwalk Maritime Aquarium — two popular attractions here. Another top city to add to your itinerary is Shelton. Be sure not to miss Silver Sands State Park and Walnut Beach. Find some travel buddies and start packing, because your Fairfield County vacation is only a few clicks away with Expedia.
Top vacation destinations in Fairfield County
Top Fairfield County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
CA $1,283
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
Fairfield County Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
CA $246
CA $283 total
Sep 6 - Sep 7
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $207
CA $238 total
Aug 30 - Aug 31
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Zack (Restaurant) was amazing. My stay didn’t start off too well, but Zack changed that. He was personable yet professional. Great personality!! Wish our paths crossed at the end, I would have loved to say goodbye."
Reviewed on Aug 13, 2026
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
CA $182
CA $209 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 CA $868. 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.
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.
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.
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.
Danbury Fair Mall
8.8/10 (452 reviews)
During your trip to Danbury, you can find the perfect gifts to bring home at Danbury Fair Mall. While you're here, you can savor the top-notch restaurants.
What to do in Fairfield County
1 Hour Guided Kayak Tour in Cold Spring Harbor NY
CA $83
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
