Watertown Vacations from $867

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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
Save 100% on your flight
Price was $1,149, price is now $867 per person
$867
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (851 reviews)
Great hotel in the niddle of town. A block from the Museum of Art. Park around thr corner..no parking on site.

Reviewed on Aug 11, 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,671, price is now $1,222 per person
$1,222
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (51 reviews)
It was a great place. Highly recommend!

Reviewed on Jun 11, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $2,006, price is now $1,470 per person
$1,470
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (305 reviews)
The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again.

Reviewed on Aug 18, 2025

Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Save 100% on your flight
Price was $1,372, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.

Reviewed on Jun 27, 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
$104 nightly
The price is $120 total per night from Aug 31 to Sep 1
$120 total
Aug 31 - Sep 1
Total includes taxes and fees
8.6/10 Excellent! (1,067 reviews)
"It was walking distance to Thompson’s point where the music festival I went to see was being held. The staff from the front desk to cleaning staff, were all very friendly. More hooks and/or towel bars in the bathroom. Other than the shelf/rack that all the towels were stored on that is IN THE SHOWER ..."

Reviewed on Aug 15, 2025

Holiday Inn Express Southington by IHG
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Aug 26 to Aug 27
$107 total
Aug 26 - Aug 27
Total includes taxes and fees
8/10 Very Good! (1,009 reviews)
"Great location. Toilets flush slow and run too much. Otherwise very nice!"

Reviewed on Aug 17, 2025

Wyndham Southbury
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Sep 17 to Sep 18
$122 total
Sep 17 - Sep 18
Total includes taxes and fees
7.4/10 Good! (1,003 reviews)
"Very friendly staff. Helpful also!"

Reviewed on Aug 17, 2025

Clarion Inn
See all 787 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.

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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 $867 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.