Search Deals onOld Saybrook Vacation Packages
Old Saybrook Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Heritage Hotel, Golf & Conference Center
Price was $448, price is now $401 per person
$401
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $2,296, price is now $1,259 per person
$1,259
per person
Dec 31 - Jan 3
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.
Omni New Haven Hotel at Yale
Price was $575, price is now $498 per person
$498
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Great
Reviewed on Nov 5, 2026
Landing Apartments New Haven Near Dixwell
Price was $667, price is now $583 per person
$583
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Peabody Museum of Natural History and Grove Street Cemetery are located nearby.
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Graduate by Hilton New Haven
Price was $576, price is now $509 per person
$509
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and Harkness Tower are located nearby.
Mayflower Motel Milford
Price was $669, price is now $593 per person
$593
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.
La Quinta Inn & Suites by Wyndham New Haven
Price was $501, price is now $455 per person
$455
per person
Dec 31 - Jan 3
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Long Wharf Theatre and Knights of Columbus Museum are located nearby.
Old Saybrook Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Old Saybrook 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.
Fri, Dec 11 - Sun, Dec 13
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 7 hours ago
$183
Roundtrip
found 7 hours ago
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$189 Roundtrip, found 7 hours ago
$189
Roundtrip
found 7 hours ago
Fri, Dec 4 - Sun, Dec 6
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
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