Fairfield County Vacations & Trips from $746
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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 destinations in Fairfield County
The Latest Fairfield County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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Fairfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Jennings Beach, Norwalk Maritime Aquarium and Compo Beach |
Fairfield County Hotel Deals
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
$105 nightly
$122 total
Nov 5 - Nov 6
Total with taxes and fees
8.4/10 Very Good! (1,802 reviews)
"My room was perfect, and the staff were very helpful and kind."
Reviewed on Oct 5, 2026
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$205 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (1,172 reviews)
"Large and conveniently located. Showing some age. Outlet in the room didnt work, shower curtain needs replacement. Promised a rollaway but then said no and shrugged it off. Breakfast service slow and overpriced"
Reviewed on Oct 4, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$152 nightly
$175 total
Oct 18 - Oct 19
Total with taxes and 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.
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
Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)
$5
per adult
Private Historic Yale Smart Phone Self Guided Walking Tour
$10
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
