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Prospect Vacation Packages

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Prospect Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Best Way Inn

The Best Way Inn

2 out of 5
Price was $297, price is now $234 per person
$234
per person
Mar 4 - Mar 9
found 3 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.
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Save 100% on your flight
Price was $439, price is now $334 per person
$334
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Naugatuck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Whittemore Glen State Park and Beacon Falls Town Recreation Field are located nearby.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $484, price is now $379 per person
$379
per person
Feb 26 - Mar 1
found 9 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.
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
Price was $301, price is now $240 per person
$240
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Branford Supply Pond and Polished are located nearby.
Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was $378, price is now $307 per person
$307
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in Hamden. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mount Carmel and Sleeping Giant State Park are located nearby.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $313, price is now $257 per person
$257
per person
Feb 26 - Mar 1
found 9 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.
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
Price was $406, price is now $333 per person
$333
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maplecroft Plaza Shopping Center and Sleeping Giant State Park are located nearby.
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
Price was $366, price is now $303 per person
$303
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions Laurel View Country Club and Putnam Place Shopping Center are located nearby.

Prospect Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $313, price is now $257 per person
$257
per person
Feb 26 - Mar 1
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,725, price is now $939 per person
$939
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $562, price is now $432 per person
$432
per person
Feb 26 - Mar 1
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $484, price is now $379 per person
$379
per person
Feb 26 - Mar 1
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Prospect Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Best Way Inn

The Best Way Inn

2 out of 5
West New Haven
Price was $297, price is now $234 per person
$234
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $3,701, price is now $1,719 per person
$1,719
per person
Mar 11 - Mar 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Save 100% on your flight
Price was $439, price is now $334 per person
$334
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
Price was $301, price is now $240 per person
$240
per person
Mar 4 - Mar 9
found 3 hours ago
Roundtrip flight included
Orlando (MCO) 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
Mon, Jan 19 - Thu, Jan 29
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$1,699 Roundtrip, found 2 days ago
$1,699
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Jan 19 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Jan 29, priced at $1,699 found 2 days ago
Breeze Airways
Mon, Jan 19 - Sun, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$1,729 Roundtrip, found 5 days ago
$1,729
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Jan 19 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Jan 25, priced at $1,729 found 5 days ago
Breeze Airways
Mon, Jan 19 - Thu, Jan 22
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$1,773 Roundtrip, found 5 days ago
$1,773
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Jan 19 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Jan 22, priced at $1,773 found 5 days ago
Breeze Airways
Mon, Jan 19 - Thu, Jan 22
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$1,782 Roundtrip, found 2 days ago
$1,782
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Jan 19 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Jan 22, priced at $1,782 found 2 days ago