New Preston Vacation Packages

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Your New Preston Vacation

A great way to experience this city is with a custom-made New Preston vacation package. Stay in the neighborhood of Washington, which is good for nature, history and views or choose someplace else — our package deals are all about you. Any trip to New Preston needs a well-thought-out itinerary. Fill yours with leading attractions like Lake Waramaug, Lake Waramaug State Park and Steep Rock Preserve. Whoever you're heading away with and whatever you plan to spend, your ultimate New Preston vacation is just clicks away with Expedia.

Top New Preston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Price was CA $668, price is now CA $629 per person
CA $629
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (139 reviews)
Many rooms view only the parking lot

Reviewed on Aug. 21, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was CA $5,106, price is now CA $3,061 per person
CA $3,061
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
No reviews
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was CA $1,180, price is now CA $1,106 per person
CA $1,106
per person
Oct 9 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,737 reviews)
Very comfortable bed. Great continental breakfast

Reviewed on Aug. 21, 2025

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New Preston Hotel Deals

Fabulous year round waterfront retreat on Lake Waramaug

Fabulous year round waterfront retreat on Lake Waramaug

New Preston
10/10 Exceptional! (6 reviews)
"I loved this house! It’s a great location. The house was super clean. I am an interior designer so I’m pretty picky. It was just a really pleasant cozy lake house. It has really pretty views of the lake from a lot of the windows. The manager was super nice and came over Quickly if I needed anything. ..."

Reviewed on May 22, 2025

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Fabulous year round waterfront retreat on Lake Waramaug
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Sep 7 to Sep 8
CA $129
CA $148 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"I already gave a review. It was clean and safe and staff was polite and helpful. I would definitely stay here again"

Reviewed on Aug. 20, 2025

Wyndham Southbury
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 CA $123 per night from Sep 2 to Sep 3
CA $123
CA $142 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"The location is convenient."

Reviewed on Aug. 21, 2025

Courtyard by Marriott Waterbury Downtown
See all 644 properties in New Preston
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.
All Inclusive Vacations
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Frequently asked questions

How much does a New Preston vacation package cost?
You can grab a vacation package to this top destination from CA $629 on Expedia. However, how much your vacation to New Preston costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to New Preston?
Plan your getaway for the low or shoulder season and you're likely to find cheap New Preston vacation packages. Remember that public holidays and local events and festivals can have an impact on prices, so do a little research before booking.
How many days is enough for New Preston?
With around 3 days, you'll have plenty of time to experience popular neighbourhoods like Washington and Warren during your New Preston vacation. Be sure to also add Hopkins Vineyard and Mount Bushnell State Park to your must-do list. Searching for more adventures? Consider venturing outside of New Preston on day trips and tours.
Is it worth booking a vacation package to New Preston?
From attractions such as Lake Waramaug and Mount Bushnell State Park to its terrific nature, a New Preston vacation guarantees an unforgettable adventure. With so much to do and see, it's time to find out for yourself why New Preston is such a good vacation destination.
How to find the best New Preston package deals?
Use Expedia's handy filters to find some terrific New Preston package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for New Preston package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a New Preston vacation as a package?
You can enjoy significant savings on your New Preston escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to New Preston?
If you're considering a spur-of-the-moment New Preston adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to New Preston?

  1. Pick your travel dates: The things you plan to do in New Preston and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to New Preston. Then, select a hotel that works with your budget, whether that's an economical option or a swankier getaway.
  3. Decide how long to go for: Now that you're up to speed on New Preston, you can work out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a New Preston vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.