Search Deals onMiddlebury Vacation Packages
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Middlebury Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale
per person
Jul 5 - Jul 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Trinity Church on the Green and Shubert Theater are located nearby.
The Surfside Hotel
Save 100% on your flight
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip flight included
Fort Myers (RSW) to New Haven (HVN)
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.
Luxury Apartments by Hyatus at Pierpont
Save 100% on your flight
per person
Jul 5 - Jul 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star 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.
Graduate by Hilton New Haven
per person
Jul 5 - Jul 7
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star 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 Yale University Art Gallery and Yale Repertory Theater are located nearby.
Super 8 by Wyndham Old Saybrook
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
per person
Jul 10 - Jul 13
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vintage Radio and Communications Museum of Connecticut and Windsor Historical Society are located nearby.
Saybrook Point Resort & Marina
Save 100% on your flight
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions General William Hart House and Katharine Hepburn Cultural Arts Center are located nearby.
Middlebury Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middlebury 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.
Fri, May 30 - Sun, Jun 1
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$156 Roundtrip, found 5 days ago
$156
Roundtrip
found 5 days ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$218 Roundtrip, found 19 hours ago
$218
Roundtrip
found 19 hours ago
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