Watertown Vacations from $450

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Your Watertown Vacation

Lock in a Watertown vacation package and get set to experience the best of this city. Consider staying in the neighborhood of Washington, which is great for nature, history and views. Every good trip to Watertown should include a bit of sightseeing. What to do first? Black Rock State Park and Flanders Nature Center are main attractions. Stop dreaming and start doing. Check out the wide range of options on Expedia today and put your Watertown vacation plans into action!

The Latest Watertown vacation packages

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 $536, price is now $450 per person
$450
per person
Feb 13 - Feb 16
found 21 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
Great nice neat, great customer service i enjoyed my say

Reviewed on Dec 22, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,945, price is now $1,213 per person
$1,213
per person
Feb 13 - Feb 16
found 21 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to New Haven (HVN)
No reviews
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $686, price is now $555 per person
$555
per person
Feb 13 - Feb 16
found 21 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Everything was amazing

Reviewed on Dec 14, 2025

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $790, price is now $647 per person
$647
per person
Feb 13 - Feb 16
found 21 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to New Haven (HVN)
No reviews
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $666, price is now $547 per person
$547
per person
Feb 13 - Feb 16
found 21 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to New Haven (HVN)
8.4/10 Very Good! (1,002 reviews)
Breakfast was huge, but expensive

Reviewed on Dec 15, 2025

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Watertown Hotel Deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$82 nightly
The price is $94 total per night from Jan 2 to Jan 3
$94 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8.6/10 Excellent! (1,178 reviews)
Front desk

Reviewed on Dec 22, 2025

Holiday Inn Express Southington by IHG
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Fully refundable
$103 nightly
The price is $118 total per night from Jan 1 to Jan 2
$118 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
It was very well maintained, staff was nice.

Reviewed on Dec 19, 2025

Holiday Inn Cheshire - Southington by IHG
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Dec 28 to Dec 29
$102 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (1,073 reviews)
Place was very clean and well put together just in a bad area

Reviewed on Dec 21, 2025

Courtyard by Marriott Waterbury Downtown
See all 813 properties in Watertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Watertown Vacation Packages

Watertown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
3,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Woodbury Ski Area, Pilgrim Mall Shopping Center and Glebe House Museum and The Gertrude Jekyll Garden

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Frequently asked questions

How much does a Watertown vacation package cost?
You can pick up a vacation package to this destination from $450 on Expedia. But how much your vacation to Watertown costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Watertown?
If you're hoping to score a cheap Watertown vacation package, consider planning a trip in November, December and January. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Watertown?
With a well-organized travel plan, you can easily visit the top Watertown sights in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your Watertown vacation for longer.
How to find the best Watertown package deals?
Use Expedia's filter tool to find some fabulous Watertown package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Watertown package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Watertown vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Watertown getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Watertown?
If you've got your Watertown vacation dates confirmed, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Watertown vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Watertown trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.