Weston Holidays from £920
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Your Weston Holiday
When you organise a holiday package to Weston, you can relax and enjoy your escape knowing that all your travel plans have been made in advance. Discover the charms of this amazing city while based in a neighbourhood like Cranbury, which is great for nature. A trip to Weston is a great opportunity to do some sightseeing. Be sure to look around renowned attractions like Westport Country Playhouse, Westport Farmers Market and Silvermine Arts Centre. Check out Expedia's extensive range of travel options and book your ultimate holiday to Weston now.
Top Weston Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
Manhattan
£920
per person
14 Jan - 17 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
We had an incredible stay at the Essex House last week with our two kids (one is 7 and the other turned 4 on our trip). We booked the king suite, thinking that even though it's NYC and the room will likely be small, it would be the best option for a family of 4. We were SHOCKED at the size of the suite! Not only was it enough room for all of us, it was downright roomy! We had plenty of space for our stay. The amenities and cleanliness of the hotel are superior, room service was delicious (if expensive), and best of all...the guest relations team sent a special surprise gift to our room for our 4 year olds birthday. They sent him balloons, two pieces of cake, and a bag full of stuffies and goodies. He was THRILLED and we were so touched by the thoughtfulness. Both of our kids have already asked if - not only can we go back to New York - but can we stay at the Essex House again! The location was incredible and overall the Essex House played a big part in how wonderful and effortless our trip was. Already looking at dates in the Spring to visit again! Thank you Essex House and your wonderful staff!
Reviewed on 19 Oct 2026
Cambria Hotel New York - Chelsea
Manhattan
£1,436
per person
12 Jan - 16 Jan
found 18 hours ago
Return flight included
London (LON) to New York (JFK)
8.6/10 Excellent! (1,008 reviews)
Amazing stay at Cambria hotel! When we first entered, staff eagerly greeted us and easily took our luggage as we were early for our check in time. Hotel was extremely clean and well maintained. We had issues with our tv and the tv engineer staff was very helpful and put in a lot of work to fix the issue for us! Front desk always kindly greeted us every time we left and came back into hotel. Location of hotel was perfect as it was close by to subway.
Reviewed on 16 Oct 2026
Hotel Riu Plaza New York Times Square
Manhattan
£1,314
per person
24 Dec - 28 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
The location was excellent, in a safe, vibrant area that made it easy to explore nearby attractions. The property was consistently clean, with well-kept common areas and a tidy exterior. The staff provided exceptional assistance and were always ready to address questions or concerns. Our room was meticulously maintained, with comfortable furnishings and all the amenities needed for a pleasant stay. Overall, it was a very satisfying experience, though there are areas for improvement, such as enhancing recreational facilities.
Reviewed on 20 Oct 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
£1,213
per person
24 Dec - 28 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Excellent stay in NYC! Super close to Times Square. Very convenient to subway. Super busy.
Reviewed on 21 Oct 2026
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 | Norwalk Maritime Aquarium, Compo Beach and Jennings Beach |
Top hotels in Weston
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
£154
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (1,186 reviews)
"Property has everything you could want including a movie theater! Beautiful hotel!"
Reviewed on 20 Oct 2026
J House Greenwich
1114 E. Putnam Ave Riverside CT
£253
21 Nov - 22 Nov
includes taxes & fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
£127
16 Nov - 17 Nov
includes taxes & fees
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 travel package cost?
We make it simple to travel the world, with Weston travel packages starting from as little as £920. You'll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a few tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Weston travel package?
If your travel plans in Weston have changed, it's comforting to know that it's possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a fee. To learn more, check our Customer Service Portal.
How do I get a cheap travel package to Weston?
Imagine all the awesome things you could do in Weston with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your travel bookings into a Weston travel package. You have loads of choice when you book with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 hotels globally. Whether you're taking off with the whole family or going it alone, organising a getaway to Weston is better with a package.
Does Expedia offer Book Now, Pay Later Weston holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Take a look at these flexible payment options:
- Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip across multiple transactions.
- Low deposit holidays: When you want to jump on an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Weston?
There's loads to explore in Weston, so spend your nights close to its top attractions and allow yourself more time sightseeing. Wilton Historical Society is one spot to add to your to-do list.
What are the top hotels in Weston?
Hilton Stamford Hotel & Executive Meeting Centre and Howard Johnson by Wyndham Mystic are two of the most popular hotels in Weston. Why not have a look at the amenities and facilities at each and then decide?
How far in advance should I book my Weston holiday?
While prices change frequently, we generally recommend booking your seats as soon as possible. Most international airfares are found on Expedia up to a year in advance. If you're booking late, you may still get lucky. Cheaper tickets to Weston sometimes occur just weeks before departure.
What does an Expedia Weston travel package include?
Expedia has everything you need to plan your Weston escape, but how you structure your package is your call. Choose from a combination of rental cars, flights and hotels. After some activities or tours to fill in your time? Once you've made your booking, you can add them too. No matter your style, there's a package to meet your needs.
What should I know before booking a Weston travel package?
You can save a tidy sum by combining your airfares, hotels and rental cars. Once you've made your booking, you can add on activities or tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Weston Expedia travel package?
With a travel package, the choice is in your hands. Whether you're hoping to fly to Weston in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines around the world.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
