Fairfield County Vacation Packages
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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.
Night Hotel Broadway
Manhattan
CA $1,366
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,693 reviews)
It was a pleasant experience staying at the hotel. The people at the front were helpful and polite. The outside and inside was clean.
Reviewed on Sep 30, 2026
Fairfield County Hotel Deals
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
CA $149
CA $171 total
Oct 8 - Oct 9
includes taxes & fees
8.4/10 Very good! (1,788 reviews)
"Love this place. Big rooms. Great staff."
Reviewed on Sep 30, 2026
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
CA $137
CA $158 total
Oct 25 - Oct 26
includes taxes & fees
6.6/10 (1,763 reviews)
"The hotel was under construction when we arrived so there were building materials piled up in the parking lot and there wasn’t much of a lobby. The front desk person was surrounded by drywall and their moral/energy seemed low. But they got us checked in and out just fine. The room was clean but well ..."
Reviewed on Sep 29, 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
CA $252
CA $290 total
Oct 25 - Oct 26
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 $1,319. 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.
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.
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 top-notch restaurants or lively bars in this family-friendly area.
Photo by Mark Ferg
Bridgeport Downtown South Historic District
8.0/10 (5 reviews)
You can learn about the history of Bridgeport with a stop at Bridgeport Downtown South Historic District. Experience the live music and theater scene in this walkable area.
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.
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
