Watertown Vacations from $503

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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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $649, price is now $503 per person
$503
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.2/10 Wonderful! (995 reviews)
Beautiful, old building. Every thing was great from the room to the staff to breakfast. Cofee was awesome.

Reviewed on Jun 26, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,033, price is now $793 per person
$793
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
2/10 (1 review)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,369, price is now $1,093 per person
$1,093
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
No reviews
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $806, price is now $645 per person
$645
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!

Reviewed on Apr 3, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $918, price is now $736 per person
$736
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
9.6/10 Exceptional! (84 reviews)
Apartment was clean, great view. Loved the separated bedrooms with their own bathrooms. Fully stocked kitchen and private garage parking easy to access, close to everything.

Reviewed on Jun 20, 2026

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Watertown Hotel Deals

Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown CT
9.6/10 Exceptional! (11 reviews)
"Great little cozy place!"

Reviewed on Jun 12, 2026

Get rates
Cozy cottage with AC and lake access in charming Connecticut suburb.
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Jul 5 to Jul 6
$100 total
Jul 5 - Jul 6
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
"it offered a convenient location and plenty of parking"

Reviewed on Jun 27, 2026

Best Western Danbury/Bethel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $105 total per night from Jul 8 to Jul 9
$105 total
Jul 8 - Jul 9
Total with taxes and fees
8.2/10 Very Good! (1,246 reviews)
"I was pleasantly surprised with this property. I arrived and first thing I noticed was a huge parking lot. Even more pleasing are the parking spaces, which had ample room to park my mid size car. It is an actual pet peeve when a property provides very little space to park, to where cars are parked ..."

Reviewed on Jun 27, 2026

Wyndham Southbury
See all 849 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 $503 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.