Weston Holidays from AU$5,212
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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.
Sela V Hotel
AU$6,177
per person
7 Dec - 12 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to New York (JFK)
9.4/10 Exceptional! (284 reviews)
Great staff, great food, great atmosphere all around. Very cool hotel that has a musicians touch to it. Would definitely book again if I'm in town next time.
Reviewed on 22 Oct 2026
Luxury 1BR located in Prime Yonkers Area
Bryn Mawr
AU$5,596
per person
7 Dec - 12 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
4.8/10 (6 reviews)
C completely misrepresented did not stay there far from a luxury apartment advised to check into a different location no code or communication prior to check in time at 4 PM. Received emails and poor communication after 6:30 PM apartment smelled very musty and like a dead body was inside, extremely unprofessional and horrible experience.
Reviewed on 5 May 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
Fully refundableReserve now, pay when you stay
AU$291
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (1,190 reviews)
"Loved this hotel- it was clean, had lots of amenities, and our room was very modern and well-decorated. Staff was helpful, welcoming, and kind, and room service was also quick. The only critiques were that we could hear almost everything happening in the hallway (so if you're a light sleeper, this ..."
Reviewed on 21 Oct 2026
J House Greenwich
1114 E. Putnam Ave Riverside CT
AU$488
20 Nov - 21 Nov
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
AU$208
22 Nov - 23 Nov
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Rooms were clean and staff helpful"
Reviewed on 21 Oct 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$5,212 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.
