Search Deals onMiddlebury Vacation Packages
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Middlebury Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Best Way Inn
Price was $229, price is now $208 per person
$208
per person
Feb 26 - Mar 1
found 10 hours 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.
Graduate by Hilton New Haven
Price was $455, price is now $362 per person
$362
per person
Feb 26 - Mar 1
found 10 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.
La Quinta Inn & Suites by Wyndham New Haven
Price was $335, price is now $278 per person
$278
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Best Western Executive Hotel Of New Haven - West Haven
Price was $294, price is now $249 per person
$249
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Hyatt Place Milford / New Haven
Price was $320, price is now $273 per person
$273
per person
Feb 26 - Mar 1
found 10 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.
Mayflower Motel Milford
Price was $241, price is now $214 per person
$214
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.
Home2 Suites by Hilton East Haven New Haven
Price was $411, price is now $374 per person
$374
per person
Feb 26 - Mar 1
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and Fort Hale Park are located nearby.
Middlebury Vacation Packages 3-4 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.
Sat, Jan 17 - Sun, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$737 Roundtrip, found 3 days ago
$737
Roundtrip
found 3 days ago
Sat, Jan 17 - Thu, Jan 22
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$765 Roundtrip, found 3 days ago
$765
Roundtrip
found 3 days ago
Sat, Jan 17 - Sun, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$834 Roundtrip, found 1 day ago
$834
Roundtrip
found 1 day ago
Fri, Jan 16 - Thu, Jan 22
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$839 Roundtrip, found 3 days ago
$839
Roundtrip
found 3 days ago
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