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Old Saybrook Vacation Packages

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Old Saybrook Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $505, price is now $422 per person
$422
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Save 100% on your flight
Price was $1,177, price is now $875 per person
$875
per person
Sep 21 - Sep 26
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

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Save 100% on your flight
Price was $1,291, price is now $995 per person
$995
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!

Reviewed on Jul 24, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Price was $627, price is now $488 per person
$488
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Room was clean enough, but in dire need of updating. Poor lighting, heavy on wood details, the bathtub had a large crack right in the middle. Carpet felt like it needed a good professional cleaning. We weren't aware of any "amenities" the property offered, but we only stayed 1 night. Staff was pleasant.

Reviewed on Aug 4, 2026

La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
Price was $570, price is now $449 per person
$449
per person
Sep 21 - Sep 26
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 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.

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Price was $543, price is now $430 per person
$430
per person
Sep 4 - Sep 7
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 Schubert Performing Arts Center and Shubert Theater are located nearby.

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $578, price is now $461 per person
$461
per person
Sep 4 - Sep 7
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 Schubert Performing Arts Center and Shubert Theater are located nearby.

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $530, price is now $444 per person
$444
per person
Oct 15 - Oct 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.
Clean and nice hotel, breakfast was good.

Reviewed on Aug 3, 2026

Old Saybrook Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,037, price is now $790 per person
$790
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,049, price is now $811 per person
$811
per person
Oct 15 - Oct 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,084, price is now $846 per person
$846
per person
Oct 15 - Oct 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,376, price is now $1,078 per person
$1,078
per person
Oct 15 - Oct 18
found 1 hour ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)

Old Saybrook Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $627, price is now $488 per person
$488
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,177, price is now $875 per person
$875
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,301, price is now $994 per person
$994
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,291, price is now $995 per person
$995
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Avelo Airlines
Thu, Aug 20 - Thu, Sep 10
DTW
Detroit Metropolitan Wayne County
HVN
Tweed - New Haven Regional
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Thu, Aug 20 from Detroit Metropolitan Wayne County to Tweed - New Haven Regional, returning Thu, Sep 10, priced at $130 found 1 day ago
Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 8 hours ago
$138
Roundtrip
found 8 hours ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $138 found 8 hours ago
Avelo Airlines
Fri, Aug 14 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 14 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 23, priced at $154 found 6 days ago
Avelo Airlines
Sat, Aug 15 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sat, Aug 15 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 16, priced at $171 found 1 day ago