Watertown Holidays

Photo by Joe Vickiana

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Top hotels in Watertown

Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 23 Jul to 24 Jul
S$149
23 Jul - 24 Jul
includes taxes & fees
7.4/10 Good! (1,007 reviews)
"A great stay for our family weekend event. Carpet in the rooms need to be steamed cleaned."

Reviewed on 23 Jun, 2025

Clarion Inn
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 29 Jun to 30 Jun
S$131
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"This is a place I have used occasionally for about five years. I love it although they do not provide free breakfast. I do not think I always paid for parking until this time."

Reviewed on 23 Jun, 2025

Courtyard by Marriott Waterbury Downtown
Wyndham Southbury
Wyndham Southbury
3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 6 Jul to 7 Jul
S$136
6 Jul - 7 Jul
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Stop over for visit with family"

Reviewed on 25 Jun, 2025

Wyndham Southbury
See all 773 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.

Frequently asked questions

How much does a Watertown holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Watertown costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Watertown?
Plan your trip for the shoulder or low season and you're likely to score cheap Watertown holiday packages. Keep in mind that public holidays and local festivals and events can impact prices, so do a little research before booking.
How many days is enough for Watertown?
The ideal length of your Watertown holiday depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the leading attractions and discover some hidden gems along the way.
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 holiday package well in advance.
Is it cheaper to book a Watertown holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalise 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 holiday package to Watertown?
If you've got your Watertown holiday 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.
How to plan a trip to Watertown?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Watertown.
  2. Plan your budget wisely: As well as the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Watertown.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you want to get to in Watertown. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Watertown holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.