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Middlefield Vacation Packages

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Middlefield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Best Way Inn

The Best Way Inn

2 out of 5
Price was $297, price is now $234 per person
$234
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $1,660, price is now $812 per person
$812
per person
Mar 5 - Mar 8
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Glenwood Park and Beardsley Zoo are located nearby.
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Save 100% on your flight
Price was $439, price is now $334 per person
$334
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Naugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Whittemore Glen State Park and Beacon Falls Town Recreation Field are located nearby.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $485, price is now $380 per person
$380
per person
Feb 26 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) 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 White Space Gallery are located nearby.
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
Price was $301, price is now $240 per person
$240
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Branford Supply Pond and Polished are located nearby.
Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was $378, price is now $307 per person
$307
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Hamden. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mount Carmel and Sleeping Giant State Park are located nearby.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $313, price is now $257 per person
$257
per person
Feb 26 - Mar 1
found 14 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.
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
Price was $406, price is now $333 per person
$333
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maplecroft Plaza Shopping Center and Sleeping Giant State Park are located nearby.

Middlefield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $313, price is now $257 per person
$257
per person
Feb 26 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $1,660, price is now $812 per person
$812
per person
Mar 5 - Mar 8
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $562, price is now $432 per person
$432
per person
Feb 26 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $485, price is now $380 per person
$380
per person
Feb 26 - Mar 1
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Middlefield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Best Way Inn

The Best Way Inn

2 out of 5
West New Haven
Price was $297, price is now $234 per person
$234
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Save 100% on your flight
Price was $439, price is now $334 per person
$334
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
Price was $301, price is now $240 per person
$240
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was $378, price is now $307 per person
$307
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Top Flight Deals

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

Frontier Airlines
Wed, Mar 4 - Mon, Mar 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Bradley Intl., returning Mon, Mar 9, priced at $68 found 4 days ago
Frontier Airlines
Thu, Jan 29 - Thu, Feb 5
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Thu, Feb 5, priced at $108 found 1 day ago
JetBlue Airways
Thu, Mar 5 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 5 days ago
$139
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Mar 5 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Mar 9, priced at $139 found 5 days ago
Frontier Airlines
Thu, Feb 12 - Tue, Feb 17
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 5 days ago
$148
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Luis Munoz Marin Intl. to Bradley Intl., returning Tue, Feb 17, priced at $148 found 5 days ago