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Woodbury Vacation Packages

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Woodbury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mayflower Motel Milford

Mayflower Motel Milford

2 out of 5
Price was $359, price is now $306 per person
$306
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $2,295, price is now $1,110 per person
$1,110
per person
Dec 30 - Jan 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Beardsley Zoo and Lafayette Park are located nearby.

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Price was $1,139, price is now $918 per person
$918
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Peabody Museum of Natural History and Grove Street Cemetery are located nearby.
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $660, price is now $538 per person
$538
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Vicinanza Studios & Gallery and Hollow Park are located nearby.

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $1,021, price is now $846 per person
$846
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this business-friendly 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.
Bed had no mattress cover but was very comfortable. Only one working lamp. Vents could use a good cleaning. I would recommend it and would stay again.

Reviewed on Oct 25, 2026

Las Flores Villa

Las Flores Villa

5 out of 5
Price was $5,500, price is now $4,594 per person
$4,594
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this luxury vacation home in New Preston. Enjoy free WiFi, free parking, and private pools. Popular attractions Hopkins Vineyard and Lake Waramaug are located nearby.

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Price was $691, price is now $578 per person
$578
per person
Dec 17 - Dec 21
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Schubert Performing Arts Center and Shubert Theater are located nearby.
Amazing stay!! A little rough to park and no fresh brewed coffee but overall an amazing stay! Very helpful front desk!

Reviewed on Oct 23, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $618, price is now $517 per person
$517
per person
Dec 30 - Jan 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Harkness Tower and Schubert Performing Arts Center are located nearby.

Woodbury Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $660, price is now $538 per person
$538
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,295, price is now $1,110 per person
$1,110
per person
Dec 30 - Jan 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $1,139, price is now $918 per person
$918
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $1,021, price is now $846 per person
$846
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)

Woodbury Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $703, price is now $702 per person
$702
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $1,201, price is now $1,083 per person
$1,083
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $777, price is now $732 per person
$732
per person
Dec 17 - Dec 23
found 1 day 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.

Avelo Airlines
Fri, Dec 11 - Sun, Dec 13
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$149 Roundtrip, found 2 hours ago
$149
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Fri, Dec 11 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $149 found 2 hours ago
Avelo Airlines
Fri, Dec 11 - Sun, Dec 13
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 3 days ago
$158
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Dec 11 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $158 found 3 days ago
Avelo Airlines
Fri, Dec 18 - Sun, Dec 20
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Dec 18 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Dec 20, priced at $158 found 1 day ago
Breeze Airways
Fri, Nov 13 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Nov 15, priced at $186 found 1 hour ago