Weston Holidays from AU$2,617
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Your Weston Holiday
Build a custom holiday package to Weston and get ready to experience this incredible city your way. Think about spending time in the neighbourhood of Cranbury, which is good for nature and more. A trip to Weston is a wonderful opportunity to take in the sights. Check out popular attractions like Westport Country Playhouse, Levitt Pavilion and Silvermine Arts Centre. Whoever you're taking time off with and whatever your bank balance, your dream Weston holiday is just clicks away with Expedia.
The Latest Weston Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
AU$2,870
per person
9 Nov - 16 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (3,334 reviews)
Clean, staff was attentive, breakfast is a bit chaotic, but food choices sufficient
Reviewed on 5 Sept 2026
Margaritaville Resort Times Square
Manhattan
AU$2,928
per person
9 Nov - 16 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (4,314 reviews)
Good breakfast, responsive front desk, right near time square, although the pool is tiny everything else was fine
Reviewed on 6 Sept 2026
Weston Holiday
Weston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Westchester County Airport (HPN) |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Compo Beach, Norwalk Maritime Aquarium and Jennings Beach |
Our pick of the best Weston Hotel Deals
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
AU$297
27 Sept - 28 Sept
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
AU$238
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,005 reviews)
"I had a very peaceful stay... If I needed anything the staff made sure I had it right away. The hotel was clean and up to par..."
Reviewed on 6 Sept 2026
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
AU$142
27 Sept - 28 Sept
includes taxes & fees
6.6/10 (1,699 reviews)
"Staff at front desk was great"
Reviewed on 6 Sept 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.
Stay near popular Weston attractions
Lucius Pond Ordway / Devil's Den Preserve
Connecticut's largest preserve offers 20 miles of trails through diverse woodlands, wetlands, and rocky ridges. Explore Devil's Den's tranquil landscape where birds and wildlife like bobcats and red foxes thrive.
Frequently asked questions
How much does a Weston holiday package cost?
Offering excellent value package deals from AU$2,617 on Expedia, you'll be thrilled with how little a holiday to Weston costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Weston?
To pick up cheap Weston holiday packages, plan your getaway outside of peak periods such as public holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Weston?
The ideal duration of your Weston holiday depends on what you'd like to do. Typically, a few days to a week will give you time to go to all the leading attractions and explore some hidden spots along the way.
How to find the best Weston package deals?
Start your search for a Weston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Weston package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Weston escape underway.
Is it cheaper to book a Weston holiday as a package?
You can enjoy significant savings on your next Weston getaway by booking a personalised holiday package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Weston?
Enjoy amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Weston trip.
How to plan a trip to Weston?
- Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Weston.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Weston.
- Decide how long to go for: Now that you know more about Weston, you can figure out the ideal length of your holiday. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Combine your airfare and accommodation: Once you've nailed down your dates and duration, lock in the ideal Weston holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
