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Middlebury Vacation Packages

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Middlebury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $511, price is now $400 per person
$400
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Barnes Museum and Southington Public Library are located nearby.
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
Price was $572, price is now $487 per person
$487
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star 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 Wooster Square are located nearby.
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
Price was $2,301, price is now $1,966 per person
$1,966
per person
Nov 20 - Nov 24
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 Shubert Theater and White Space Gallery are located nearby.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $831, price is now $715 per person
$715
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3-star 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.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
Price was $1,563, price is now $1,350 per person
$1,350
per person
Nov 20 - Nov 24
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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $711, price is now $621 per person
$621
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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 Windsor Arts Center and Northwest Park are located nearby.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $554, price is now $484 per person
$484
per person
Nov 20 - Nov 24
found 1 day 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.
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $786, price is now $697 per person
$697
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in South Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Xfinity Theatre and Promenade Shops at Evergreen Walk are located nearby.

Middlebury Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $511, price is now $400 per person
$400
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $575, price is now $476 per person
$476
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
Long Wharf
Price was $572, price is now $487 per person
$487
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Price was $2,301, price is now $1,966 per person
$1,966
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Middlebury Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $824, price is now $656 per person
$656
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $845, price is now $658 per person
$658
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $1,021, price is now $887 per person
$887
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $899, price is now $839 per person
$839
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)

Top Flight Deals

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

Breeze Airways
Wed, Nov 19 - Sun, Dec 7
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$626 Roundtrip, found 11 hours ago
$626
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Nov 19 from San Francisco Intl. to Tweed - New Haven Regional, returning Sun, Dec 7, priced at $626 found 11 hours ago
Breeze Airways
Wed, Nov 19 - Thu, Dec 4
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$635 Roundtrip, found 11 hours ago
$635
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Nov 19 from San Francisco Intl. to Tweed - New Haven Regional, returning Thu, Dec 4, priced at $635 found 11 hours ago
Breeze Airways
Wed, Nov 19 - Fri, Dec 5
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$638 Roundtrip, found 11 hours ago
$638
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Wed, Nov 19 from San Francisco Intl. to Tweed - New Haven Regional, returning Fri, Dec 5, priced at $638 found 11 hours ago
Breeze Airways
Wed, Nov 19 - Sun, Nov 23
SFO
San Francisco Intl.
HVN
Tweed - New Haven Regional
$692 Roundtrip, found 1 day ago
$692
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Nov 19 from San Francisco Intl. to Tweed - New Haven Regional, returning Sun, Nov 23, priced at $692 found 1 day ago