Search Deals onMiddlefield Vacation Packages
Middlefield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Price was $672, price is now $525 per person
$525
per person
Oct 9 - Oct 12
found 9 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (PBI) 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.
Very dated and no elevator. Room was very hot when we got there.
Reviewed on Aug 9, 2026
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $2,962, price is now $1,581 per person
$1,581
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.
Hyatus Luxury Residences City Crossing
Save 100% on your flight
Price was $1,282, price is now $951 per person
$951
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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
Landing Apartments New Haven Near Dixwell
Save 100% on your flight
Price was $1,212, price is now $914 per person
$914
per person
Oct 15 - Oct 18
found 21 hours 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
Luxury Furnished Apartments by Hyatus Downtown at Yale
Save 100% on your flight
Price was $1,320, price is now $1,032 per person
$1,032
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.
I had an amazing stay at the Hyatus. The property was exceptionally clean and well maintained, which made me feel comfortable from the moment I arrived.
The location was perfect—convenient to everything I needed while still being quiet and peaceful, making it easy to relax after a busy week. Overall, it was a wonderful experience, and I would absolutely stay here again. Highly recommend!
Reviewed on Jul 6, 2026
New Haven Hotel
Save 100% on your flight
Price was $694, price is now $544 per person
$544
per person
Sep 18 - Sep 21
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 WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Everything was good
Reviewed on Aug 9, 2026
Graduate by Hilton New Haven
Price was $822, price is now $676 per person
$676
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 Shubert Theater and Sterling Memorial Library at Yale University are located nearby.
Hampton Inn & Suites New Haven - South - West Haven
Price was $787, price is now $647 per person
$647
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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.
Everything was perfect and clean.
Reviewed on Aug 7, 2026
Middlefield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middlefield 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, Oct 22 - Sun, Oct 25
MCO
Orlando Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 2 hours ago
$108
Roundtrip
found 2 hours ago
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$137 Roundtrip, found 14 hours ago
$137
Roundtrip
found 14 hours ago
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Wed, Sep 2 - Wed, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
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