Weston Vacation Packages

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Your Weston Vacation

When you organize a vacation 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 neighborhood 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 Center. Check out Expedia's extensive range of travel options and book your ultimate vacation to Weston now.

Top Weston Vacation Deals

Prices and availability subject to change. Additional terms may apply.
The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 7 - Jun. 9
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (2,314 reviews)
For Our purpose this hotel suited our needs

Reviewed on Apr. 24, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 27 - Jul. 3
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.2/10 Wonderful! (532 reviews)
Beautiful hotel with incredible service, spacious rooms, excellent fitness center, and in a great location! I highly recommend this hotel in NYC!

Reviewed on Apr. 22, 2024

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Jun. 20 - Jun. 23
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,874 reviews)
Great view of NYC and quiet room

Reviewed on Apr. 21, 2024

The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Jun. 21 - Jun. 23
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
Great rooms gotham balcony amazing view

Reviewed on Apr. 13, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul. 4 - Jul. 7
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (3,722 reviews)
The included breakfast is amazing! Checking in and out was easy, the staff was wonderful, the room was clean and a good size, overall we loved this hotel and will be staying there again this summer.

Reviewed on Apr. 25, 2024

Weston Hotel Deals

Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Apr. 28 to Apr. 29
CA $137
CA $158 total
includes taxes & fees
Apr 28 - Apr 29
8.4/10 Very Good! (1,492 reviews)
"Well, worth the price."

Reviewed on Apr. 25, 2024

Amsterdam Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from May 23 to May 24
CA $150
CA $172 total
includes taxes & fees
May 23 - May 24
7.6/10 Good! (1,000 reviews)
"Everything was great"

Reviewed on Apr. 23, 2024

Hilton Garden Inn Shelton
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundable
The price is CA $257 per night from Apr. 28 to Apr. 29
CA $257
CA $295 total
includes taxes & fees
Apr 28 - Apr 29
7.8/10 Good! (1,001 reviews)
Wonderful hotel
"We have stayed at the Hyatt Regency for several year while visiting family. While we only sleep and shower at the hotel, we have never been disappointed by the condition of our rooms or the customer service."

Reviewed on Apr. 16, 2024

Hyatt Regency Greenwich
See all 1,002 properties in Weston
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Weston vacation package cost?
Perhaps less than you imagined — from a low CA $675, as a matter of fact! By combining hotels, flights and car rentals into your own custom-made travel package, your trip to Weston is only clicks away.
How do I get a cheap travel package to Weston?
Find flights that fit in with your schedule, add a hotel to your booking and watch the savings pile up with a Weston vacation package. It’s as simple as that! From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with more than 550 partner airlines and 1,000,000 hotels across the globe to select from, you won’t be short of choice.
Where should I stay in Weston?
An escape to Weston isn’t complete without paying a visit to Wilton Historical Society. Why not choose a hotel close to this interesting attraction?
What are the top hotels in Weston?
Whether you’re staying for one night or a week in Weston, you’ll get a good night’s rest at A Private Room For Any Traveler. This place is a favorite with many travelers.
How far in advance should I book my Weston vacation?
To score discount prices, book early. Airlines usually advertise flights, along with some of the lowest fares, around a year in advance. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you’re in need of a last-minute getaway in Weston, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Weston travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Weston package that’s right for you. Vacationing for a week or two? Give some thought to a rental car, flight and hotel bundle. If you can only manage a quick getaway, a hotel and airfare deal may be more your style. Experiences can also be added once you’ve made your booking. Our packages make it easy to plan and save.
What should I know before booking a Weston travel package?
Bundling your bookings into a Weston vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Weston Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just choose the carrier that suits you and craft your ideal Weston getaway.
If I'm not able to travel, can I cancel my Weston vacation package?
Whether it’s your flight or hotel, yes, you can cancel or amend it. Booked your Weston vacation package in the last 24 hours? You may be able to make any changes for free. If it’s been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more information, head to our Customer Service Portal. We’re here to help you every step of the way.

Discover the most popular places to visit in Weston

Image for Lucius Pond Ordway / Devil's Den Preserve

Lucius Pond Ordway / Devil's Den Preserve

Explore the great outdoors at Lucius Pond Ordway / Devil's Den Preserve, a lovely green space in Weston. While you're here, you can savor the top-notch restaurants.

Lucius Pond Ordway / Devil's Den Preserve
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.