Search Deals on
Watertown Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A mountainous landscape with autumn foliage, a valley, and distant buildings.

Watertown
Connecticut
United States of America
North America
Hotwire.com

Watertown Flight + Hotel Packages

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

Mayflower Motel Milford

2 out of 5

Price was $413, price is now $368 per person

$368

per person

Dec 17 - Dec 20

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!

5 out of 5

Price was $3,008, price is now $1,766 per person

$1,766

per person

Dec 26 - Dec 30

found 1 day 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 Svihra Park and Beardsley Zoo are located nearby.

Landing Apartments New Haven Near Dixwell

3 out of 5

Price was $828, price is now $708 per person

$708

per person

Dec 20 - Dec 23

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

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5

Price was $457, price is now $410 per person

$410

per person

Dec 17 - Dec 20

found 6 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Graduate by Hilton New Haven

4 out of 5

Price was $685, price is now $623 per person

$623

per person

Dec 20 - Dec 23

found 24 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 Art Plus Studio and Harkness Tower are located nearby.

Hyatus Luxury Residences City Crossing

4 out of 5

Price was $940, price is now $857 per person

$857

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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

The Surfside Hotel

2 out of 5

Price was $914, price is now $837 per person

$837

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip flight included

Chicago (ORD) to New Haven (HVN)

Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.

Springhill Suites Milford

3 out of 5

Price was $511, price is now $468 per person

$468

per person

Jan 15 - Jan 18

found 13 hours ago

Roundtrip non-stop 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 Walnut Beach and Silver Sands State Park are located nearby.