Deals on vacations and trips to Watertown

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Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was $437, price is now $343 per person
$343
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip flight included
Chicago (MDW) to New Haven (HVN)
Free WiFi in public areas is available at this hotel. Business travelers can take advantage of the business center. Take advantage of the free self parking.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $532, price is now $396 per person
$396
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip flight included
Chicago (MDW) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.
Head of Pond House

Head of Pond House

3 out of 5
Price was $892, price is now $732 per person
$732
per person
Oct 2 - Oct 5
found 19 hours ago
Roundtrip flight included
Chicago (MDW) to New Haven (HVN)
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a communal living room are also on offer.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $779, price is now $666 per person
$666
per person
Sep 27 - Oct 2
found 1 hour ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $743, price is now $641 per person
$641
per person
Aug 26 - Aug 31
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to New Haven (HVN)
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.

Top Watertown hotels 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
Get rates
This cottage features barbecue grills.
Kitchen
Pet friendly
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$78 nightly
The price is $89 total per night
$89 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $100 total per night
$100 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.
Breakfast included
Parking included
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $235 total per night
$235 total
Jul 14 - Jul 15
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $111 total per night
$111 total
Jul 23 - Jul 24
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
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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.

Stay near popular Watertown attractions

Lake Winnemaug

Commune with nature and explore the great outdoors at Lake Winnemaug during your travels in Watertown. While you're in the area, wander around the parks.
See properties

Frequently asked questions

How much are vacation packages to Watertown?
$343 is all you'll need for an exciting vacation in Watertown. Bundle your hotel and flights into a Travelocity vacation package and see your savings grow. With such good prices, there's never been a better time to travel.
Where can I get the best vacation package deals for Watertown?
Travelocity can help you snag a terrific Watertown package deal. With more than 400 air carriers and 1,000,000 properties worldwide, you're bound to be able to put together the perfect itinerary.
Why should I purchase my Watertown vacation package with Travelocity?
Because we believe in creating special vacation experiences. From flights and hotels to car rentals and activities, everything is at your fingertips. Our customer support team is on hand 24/7 to make sure you're being well taken care of. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal possible. How? If you find a lower price, we'll match it!
Will I save money on my Watertown car rental if I combine it with hotels and flights?
With a Watertown vacation package, you can combine your hotel, flight and car bookings and save tons. If you can't wait to see the best of this impressive city, why not start with Times Square? This renowned sight is 75 mi from Watertown. With your own wheels, you'll be there in the blink of an eye.
Which airport is best for Watertown?
Bradley Intl. Airport (BDL) is 30 mi from downtown and is the starting point for many memorable experiences. Alternatively, MacArthur Airport (ISP) is 55 mi away from central Watertown and Tweed - New Haven Regional Airport (HVN) is 25 mi away from central Watertown.
Where should I stay when visiting Watertown?
If you're searching for somewhere to base yourself, check out the Gather your family at this country estate. It's the top choice for many visitors.

Photos of local treasures

Browse Watertown vacation photos for more inspiration

A mountainous landscape with autumn foliage, a valley, and distant buildings.
A small, weathered brick structure in a forested area.
A series of arches with graffiti and overgrown vegetation.