Watertown Vacations from $400

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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.
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
Price was $473, price is now $400 per person
$400
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
9.2/10 Wonderful! (2,553 reviews)
An affordable alternative to staying at the casino. The room was large, comfortable, and clean. There was a convenient shuttle bus running every 20 minutes to the casino. I would definitely stay here again.

Reviewed on Oct 4, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $842, price is now $637 per person
$637
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
8.8/10 Excellent! (1,005 reviews)
Yes it was very nice

Reviewed on Oct 3, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $620, price is now $489 per person
$489
per person
Dec 14 - Dec 16
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $771, price is now $642 per person
$642
per person
Nov 26 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
This hotel was convenient for us because it is located close to family. The room was clean, and the front desk staff were very helpful. During our stay, on a Friday night, tnere was a lot of loud noise from a nearby room. We called the front desk, and they handled the matter. The free breakfast was good.

Reviewed on Oct 2, 2025

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area

3 out of 5
Price was $486, price is now $418 per person
$418
per person
Dec 6 - Dec 8
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
9.2/10 Wonderful! (1,011 reviews)
Amazing customer service! Everything clean and spacious.

Reviewed on Sep 28, 2025

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Watertown Hotel Deals

Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St, Meriden, CT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Oct 5 to Oct 6
$114 total
Oct 5 - Oct 6
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
"Clean rooms"

Reviewed on Sep 28, 2025

Red Roof Inn Meriden
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

2 out of 5
80 Benedict Rd, Bethel, CT
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $94 total per night from Oct 29 to Oct 30
$94 total
Oct 29 - Oct 30
Total with taxes and fees
8/10 Very Good! (1,011 reviews)
"Having more towels available"

Reviewed on Sep 30, 2025

Microtel Inn & Suites by Wyndham Bethel/Danbury
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$115 nightly
The price is $132 total per night from Nov 2 to Nov 3
$132 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,109 reviews)
"excellent hotel,room clean and excellent service."

Reviewed on Sep 28, 2025

Holiday Inn Express Southington by IHG
See all 789 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.

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 $400 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.