Watertown Vacations from $583
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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.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $760, price is now $583 per person
$583
per person
Jun 26 - Jun 29
found 19 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Parking was easy, A/C worked. WiFi was weak in the room. Bed, covers, pillows OK. Good value for the price.
Reviewed on May 17, 2026
Head of Pond House
Save 100% on your flight
Price was $3,428, price is now $2,309 per person
$2,309
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
10/10 Exceptional! (5 reviews)
Very special property. One of my favorites. Beautiful, exceptionally clean and in a gorgeous location. Host was exceptional and communication excellent.
Reviewed on May 9, 2026
Graduate by Hilton New Haven
Downtown New Haven
Price was $1,073, price is now $831 per person
$831
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (981 reviews)
Everything was excellent—we had a great stay and would absolutely return. The only minor issue was that the mattresses felt a bit worn and slightly saggy and could use an update. There’s no on-site parking, but the parking garage is less than a 3-minute walk from the hotel, which was still very convenient.
Reviewed on May 1, 2026
Watertown Hotel Deals
Cozy cottage with AC and lake access in charming Connecticut suburb.
Watertown CT
9.4/10 Exceptional! (10 reviews)
We had a wonderful stay at this cozy 2-bedroom cottage! We booked it while in town for my graduation, and it was the perfect amount of space for my small family. The cottage was very clean and well-maintained, which made us feel comfortable right away.The location is absolutely beautiful—tucked away ...
Reviewed on May 10, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $117 total per night from May 25 to May 26
$117 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,303 reviews)
Staff was attentive and professional. Will go back again
Reviewed on May 16, 2026
Best Western Danbury/Bethel
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from May 24 to May 25
$100 total
May 24 - May 25
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
The staff, Eric, was incredibly rude to both myself and any guest I saw him interact with. They were without hot water when I arrived in the afternoon and there was still no hot water the next morning. I requested that they cancel the rest of my days and refund me for those days as I did not want ...
Reviewed on May 17, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
