Fairfield County Vacations & Trips from $800
Book a Hotel + Flight or Car together to unlock savings
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.
Seven Beach Lane
$1,238
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
This hotel is in a great location close to town and restaurants. The rooms are well appointed and clean. The rooms by the pool are larger than the rooms in the house. We have stayed in both and I prefer the pool rooms although louder than the others. Nice pool and restaurant/bar on site. There is also a hotel shuttle to the beach and they were nice enough to drive us to dinner also.
Reviewed on Aug 21, 2026
Find the Best Fairfield County Vacation Packages
Fairfield County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Jennings Beach, Norwalk Maritime Aquarium and Compo Beach |
Fairfield County Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$204 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,114 reviews)
"The food was excellent at the bar especially the turkey. My room was big and very clea. The staff was friendly and helpful. I was only supposed to stay for a night for an event and I booked an additional night. Im definitely coming back"
Reviewed on Aug 21, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$149 nightly
$171 total
Aug 30 - Aug 31
Total with taxes and fees
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
$136 nightly
$156 total
Sep 2 - Sep 3
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.
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
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
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Fairfield County
- Vacations and getaways similar to Fairfield County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.