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Watertown Vacation Packages

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Watertown 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 $432, price is now $375 per person
$375
per person
Dec 11 - Dec 14
found 2 hours 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
Save 100% on your flight
Price was $2,000, price is now $1,227 per person
$1,227
per person
Dec 11 - Dec 14
just found
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.

Las Flores Villa

Las Flores Villa

5 out of 5
Save 100% on your flight
Price was $5,569, price is now $4,122 per person
$4,122
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.

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $817, price is now $687 per person
$687
per person
Dec 11 - Dec 14
just found
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.
Fast and effective check-in, great amenities in the building. Kitchen well furnished. Overall great experience.

Reviewed on Oct 11, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Price was $547, price is now $462 per person
$462
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Very comfortable beds. Great food and views from the restaurant.

Reviewed on Oct 16, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Price was $654, price is now $558 per person
$558
per person
Dec 11 - Dec 14
found 8 hours 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

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $605, price is now $526 per person
$526
per person
Dec 11 - Dec 14
found 1 day 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.

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Price was $458, price is now $398 per person
$398
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.
Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above.

Reviewed on Oct 17, 2026

Watertown 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 $547, price is now $462 per person
$462
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $2,000, price is now $1,227 per person
$1,227
per person
Dec 11 - Dec 14
just found
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Las Flores Villa

Las Flores Villa

5 out of 5
Save 100% on your flight
Price was $5,569, price is now $4,122 per person
$4,122
per person
Nov 24 - Nov 27
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 $817, price is now $687 per person
$687
per person
Dec 11 - Dec 14
just found
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Watertown Vacation Packages 5-7 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 $821, price is now $773 per person
$773
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Price was $1,643, price is now $1,496 per person
$1,496
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $847, price is now $826 per person
$826
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $1,073, price is now $1,064 per person
$1,064
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Fri, Nov 13 - Wed, Dec 2
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$115 Roundtrip, found 17 hours ago
$115
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Luis Munoz Marin Intl. to Bradley Intl., returning Wed, Dec 2, priced at $115 found 17 hours ago
Breeze Airways
Thu, Dec 24 - Thu, Jan 7
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$169 Roundtrip, found 20 hours ago
$169
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Dec 24 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Jan 7, priced at $169 found 20 hours ago
Breeze Airways
Fri, Nov 13 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours 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 $177 found 6 hours ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $178 found 2 hours ago