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Madison Vacation Packages

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Madison Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
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 $567, price is now $502 per person
$502
per person
Jan 5 - Jan 9
found 18 hours ago
Roundtrip flight included
Tampa (TPA) 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 Oak Street Beach are located nearby.
Excellent breakfast and we found the pool open.

Reviewed on Nov 1, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $3,034, price is now $1,778 per person
$1,778
per person
Jan 5 - Jan 9
found 18 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Price was $712, price is now $570 per person
$570
per person
Jan 5 - Jan 9
found 1 day 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 Shubert Theater and New Haven Green are located nearby.
Comfortable hotel, right in the heart of New Haven. Easy access to city and University. Rooms were clean and comfortable. I would stay there again.

Reviewed on Nov 1, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $721, price is now $601 per person
$601
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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 Harkness Tower are located nearby.

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Price was $939, price is now $786 per person
$786
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Price was $777, price is now $672 per person
$672
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Shubert Theater and White Space Gallery are located nearby.

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $1,095, price is now $950 per person
$950
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
Price was $1,017, price is now $892 per person
$892
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
We stayed for a week and had a great trip, apartment was clean and cozy and the bathroom was very big. When we come back we will consider staying here again

Reviewed on Oct 26, 2026

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $712, price is now $570 per person
$570
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $3,034, price is now $1,778 per person
$1,778
per person
Jan 5 - Jan 9
found 18 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $721, price is now $601 per person
$601
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $939, price is now $786 per person
$786
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Madison Vacation Packages 5-7 Night Stays

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

Mayflower Motel Milford

2 out of 5
Price was $725, price is now $614 per person
$614
per person
Dec 17 - Dec 23
found 4 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 $1,015, price is now $898 per person
$898
per person
Dec 22 - Dec 28
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 $868, price is now $816 per person
$816
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
Price was $831, price is now $806 per person
$806
per person
Dec 22 - Dec 28
found 23 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.

Avelo Airlines
Fri, Dec 11 - Sun, Dec 13
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$112 Roundtrip, found 17 hours ago
$112
Roundtrip
found 17 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 $112 found 17 hours ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$186 Roundtrip, found 10 hours ago
$186
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $186 found 10 hours ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$187 Roundtrip, found 11 hours ago
$187
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $187 found 11 hours ago
Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $222 found 3 days ago