Darien Vacation Packages
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- 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
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Your Darien Vacation
Lock in a Darien vacation package that has only the things you need and nothing you don't. Great for history, bars and pubs and dining, consider basing yourself in the neighborhood of Downtown Stamford. Love to explore your new surroundings? Chelsea Piers, The Glass House and Norwalk Maritime Aquarium are some of the most popular places to visit during a trip to Darien. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Darien today.
Top Darien Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown
Price was CA $811, price is now CA $634 per person
CA $634
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,446 reviews)
room is clean but rugs on hallway old and smells. staff were nice.
Reviewed on May 19, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was CA $3,149, price is now CA $2,270 per person
CA $2,270
per person
Jul 24 - Jul 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
5.6/10 (8 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on Mar 17, 2024
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Price was CA $3,516, price is now CA $2,838 per person
CA $2,838
per person
Jul 24 - Jul 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (3 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.
Reviewed on Feb 27, 2026
Darien Hotel Deals
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from May 31 to Jun 1
CA $175
CA $200 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (1,694 reviews)
"Breakfast was very limited"
Reviewed on May 19, 2026
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
Fully refundable
The price is CA $175 per night from May 25 to May 26
CA $175
CA $201 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,121 reviews)
"My first experience staying at EVEN waa amazing. Very nice staff and I loved the room. Will definitely stay again."
Reviewed on May 14, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
The price is CA $216 per night from May 25 to May 26
CA $216
CA $292 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,328 reviews)
"Clean room excellent Starbucks good location inside and front desk could be less serious and welcome passengers in a more friendly way"
Reviewed on May 19, 2026
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.
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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.
