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Milford Vacation Packages

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Milford Flight + Hotel Packages

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

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $492, price is now $442 per person
$442
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Xfinity Theatre and Windsor Arts Center are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,260, price is now $1,540 per person
$1,540
per person
Dec 17 - Dec 21
found 11 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Stay at this 5-star luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood Park 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 $646, price is now $499 per person
$499
per person
Dec 26 - Dec 31
found 18 hours 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.
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $704, price is now $572 per person
$572
per person
Dec 26 - Dec 31
found 18 hours 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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $962, price is now $794 per person
$794
per person
Dec 7 - Dec 14
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 Harkness Tower and White Space Gallery are located nearby.
Simsbury Inn

Simsbury Inn

3.5 out of 5
Price was $1,194, price is now $1,007 per person
$1,007
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Stay at this 3.5-star business-friendly hotel in Weatogue. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosedale Farms & Vineyards and Stratton Brook State Park are located nearby.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Price was $831, price is now $740 per person
$740
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $608, price is now $550 per person
$550
per person
Jan 23 - Jan 27
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windsor Arts Center and Loomis Chaffee School are located nearby.

Milford Vacation Packages 3-4 Night Stays

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

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $416, price is now $375 per person
$375
per person
Jan 23 - Jan 27
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,260, price is now $1,540 per person
$1,540
per person
Dec 17 - Dec 21
found 11 hours ago
Roundtrip flight included
San Juan (SJU) 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 $502, price is now $395 per person
$395
per person
Jan 23 - Jan 27
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $652, price is now $589 per person
$589
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)

Milford Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $646, price is now $499 per person
$499
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Cambria Hotel Manchester South Windsor

Cambria Hotel Manchester South Windsor

3 out of 5
Price was $704, price is now $572 per person
$572
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $962, price is now $794 per person
$794
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
Price was $1,194, price is now $1,007 per person
$1,007
per person
Dec 26 - Dec 31
found 18 hours ago
Roundtrip flight included
San Juan (SJU) 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, Dec 24 - Fri, Jan 2
MCO
Orlando Intl.
ISP
MacArthur
$62 Roundtrip, found 6 days ago
$62
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Dec 24 from Orlando Intl. to MacArthur, returning Fri, Jan 2, priced at $62 found 6 days ago
Frontier Airlines
Thu, Dec 4 - Sat, Dec 13
TPA
Tampa Intl.
ISP
MacArthur
$68 Roundtrip, found 8 hours ago
$68
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Tampa Intl. to MacArthur, returning Sat, Dec 13, priced at $68 found 8 hours ago
Frontier Airlines
Tue, Dec 2 - Sat, Dec 6
PBI
Palm Beach Intl.
ISP
MacArthur
$69 Roundtrip, found 5 days ago
$69
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Dec 2 from Palm Beach Intl. to MacArthur, returning Sat, Dec 6, priced at $69 found 5 days ago
Breeze Airways
Thu, Dec 11 - Sun, Dec 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 11 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Dec 14, priced at $119 found 1 day ago