Search Deals onCheshire Vacation Packages
Cheshire Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Best Way Inn
Price was $390, price is now $324 per person
$324
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this motel in New Haven. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions West Rock Ridge State Park and Yale Golf Course are located nearby.
Poor quality
Reviewed on Jul 24, 2026
Landing Apartments New Haven Near Dixwell
Save 100% on your flight
Price was $1,039, price is now $791 per person
$791
per person
Sep 4 - Sep 7
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
Pier Blue Inn Old Saybrook - Essex
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
Price was $577, price is now $454 per person
$454
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
Price was $537, price is now $426 per person
$426
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
Price was $576, price is now $460 per person
$460
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.
Hyatus Luxury Residences City Crossing
Save 100% on your flight
Price was $1,572, price is now $1,278 per person
$1,278
per person
Oct 15 - Oct 22
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
Best Western Executive Hotel Of New Haven - West Haven
Price was $503, price is now $410 per person
$410
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.
Cheshire Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cheshire 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.
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$115 Roundtrip, found 12 hours ago
$115
Roundtrip
found 12 hours ago
Sun, Oct 18 - Sun, Oct 25
MCO
Orlando Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Fri, Aug 14 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Sun, Aug 30 - Sun, Sep 6
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
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