Search Deals onRidgefield Vacation Packages
Ridgefield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Surfside Hotel
Price was $558, price is now $510 per person
$510
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.
Beautiful ocean front location. Private Sandy Beach. Clean and well maintained. Great onsite pub and restaurant. We enjoyed our stay so much!
Reviewed on Sep 16, 2026
Beechmont - Perfect for Family Retreat!
Price was $2,866, price is now $1,411 per person
$1,411
per person
Nov 17 - Nov 21
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.
Clarion Inn North Haven - New Haven North
Price was $725, price is now $600 per person
$600
per person
Nov 7 - Nov 14
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quinnipiac River State Park and Sleeping Giant State Park are located nearby.
Heritage Hotel, Golf & Conference Center
Price was $717, price is now $618 per person
$618
per person
Nov 25 - Nov 30
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Vicinanza Studios & Gallery and Hollow Park are located nearby.
Whitney Inn & Suites
Price was $613, price is now $544 per person
$544
per person
Nov 7 - Nov 14
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this hotel in Hamden. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mount Carmel and People's United Center are located nearby.
Pretty good
Reviewed on Sep 22, 2026
Cambria Hotel New Haven University Area
Price was $685, price is now $617 per person
$617
per person
Oct 28 - Nov 1
found 19 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Hyatt Place Milford / New Haven
Price was $746, price is now $677 per person
$677
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
I stayed at this location after a concert at the Hartford Healthcare Amphitheater in Bridgeport. I didn’t check in until the concert. Parking was challenging but the staff seemed aware and asked if I was able to find a spot. I think I got the last space. I suspect they had a plan for the guests checking in behind me. The hotel is very close to the highway, convenient for sure but I heard highway traffic all night. I was only looking for a place to lay my head overnight, it served that purpose.
Reviewed on Sep 24, 2026
Cheshire Welcome Inn
Price was $614, price is now $560 per person
$560
per person
Nov 7 - Nov 14
found 3 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lock 12 Historical Park and Roaring Brook Park are located nearby.
Room needs tlc. Bed was broken and shower had no hot water.
Reviewed on Sep 20, 2026
Ridgefield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Ridgefield Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, found 5 hours ago
$86
Roundtrip
found 5 hours ago
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Sat, Oct 3 - Wed, Oct 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$213 Roundtrip, found 6 days ago
$213
Roundtrip
found 6 days ago
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