Search Deals onMiddlefield Vacation Packages
Middlefield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
New Haven Hotel
Price was $556, price is now $453 per person
$453
per person
Nov 6 - Nov 8
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 Schubert Performing Arts Center are located nearby.
Everything was clean and beautiful! The staff was exceptional!
Reviewed on Sep 7, 2026
Beechmont - Perfect for Family Retreat!
Save 100% on your flight
Price was $1,542, price is now $835 per person
$835
per person
Nov 13 - Nov 15
found 24 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 Svihra Park and Beardsley Zoo are located nearby.
Head of Pond House
Save 100% on your flight
Price was $1,605, price is now $1,084 per person
$1,084
per person
Oct 22 - Oct 27
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and Cooper's Beach are located nearby.
Amazing hidden B&B gem in Watermill NY! Fantastic property. Beautiful home and property! Will definitely be back!
Reviewed on Aug 23, 2026
Pier Blue Inn Old Saybrook - Essex
Price was $707, price is now $529 per person
$529
per person
Oct 22 - Oct 27
found 2 hours ago
Roundtrip flight included
Dallas (DFW) 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.
For a motel that allows dogs it was exactly what we needed. Beds are small but they were clean, non smoking and allowed pets. Will stay again
Reviewed on Sep 7, 2026
Landing Apartments New Haven Near Dixwell
Save 100% on your flight
Price was $988, price is now $770 per person
$770
per person
Nov 13 - Nov 15
found 24 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 Payne Whitney Gymnasium and Peabody Museum of Natural History 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
Save 100% on your flight
Price was $1,116, price is now $883 per person
$883
per person
Oct 17 - Oct 20
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.
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Hyatt Place Milford / New Haven
Price was $990, price is now $785 per person
$785
per person
Nov 24 - Dec 1
found 5 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Water's Edge Resort & Spa
Price was $1,038, price is now $847 per person
$847
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.
Excellent staff and location. The food was mediocre
Reviewed on Sep 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, Dec 3 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 11 hours ago
$161
Roundtrip
found 11 hours ago
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 5 days ago
$168
Roundtrip
found 5 days ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 12 hours ago
$179
Roundtrip
found 12 hours ago
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