Search Deals onMiddlebury Vacation Packages
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Middlebury Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Milford
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 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 Milford Green and Port Milford are located nearby.
Luxury Furnished Apartments by Hyatus Downtown at Yale
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Madison Beach Hotel
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 4-star beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Deacon John Grave House and Anna Mia's are located nearby.
Luxury Apartments by Hyatus at Pierpont
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours 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 Shubert Theater and Trinity Church on the Green are located nearby.
Graduate by Hilton New Haven
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours 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.
Omni New Haven Hotel at Yale
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours 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.
Cambria Hotel New Haven University Area
Save 100% on your flight
per person
Oct 9 - Oct 14
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Plus Studio and Yale University Art Gallery 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.
Sat, Aug 23 - Fri, Aug 29
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$703 Roundtrip, found 3 days ago
$703
Roundtrip
found 3 days ago
Sat, Aug 23 - Fri, Aug 29
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$713 Roundtrip, found 3 days ago
$713
Roundtrip
found 3 days ago
Sat, Aug 23 - Mon, Aug 25
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$724 Roundtrip, found 3 days ago
$724
Roundtrip
found 3 days ago
Wed, Aug 20 - Fri, Aug 29
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$747 Roundtrip, found 3 days ago
$747
Roundtrip
found 3 days ago
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