Deals on vacations and trips to Weston

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Weston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $964, price is now $575 per person
$575
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
Free WiFi in public areas, a library, and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,730, price is now $947 per person
$947
per person
Jun 9 - Jun 12
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the gym and perks like free self parking and a free area shuttle.
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,337, price is now $1,858 per person
$1,858
per person
May 14 - May 18
found 15 hours ago
Roundtrip flight included
Minneapolis (MSP) to White Plains (HPN)
This vacation home features free WiFi in public areas, a picnic area, and laundry facilities. Barbecue grills are provided for your convenience.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,801, price is now $1,640 per person
$1,640
per person
Jun 19 - Jun 22
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $5,360, price is now $3,152 per person
$3,152
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Chicago (ORD) to White Plains (HPN)
A rooftop terrace, free self parking, and laundry facilities are featured at this vacation home. Dry cleaning is also provided.

Top Weston hotels deals

Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $75 total per night
$75 total
Apr 26 - Apr 27
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, express check-out, and laundry facilities are also on offer.
Pet friendly
Parking included
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Pet friendly
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $175 total per night
$175 total
Apr 12 - Apr 13
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $160 total per night
$160 total
May 3 - May 4
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and train station pick-up service. Free self parking, limo/town car service, and a garden are also offered.
Parking included
Free WiFi
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
May 7 - May 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Parking included
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $86 total per night
$86 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, along with the business center. Multilingual staff can provide around-the-clock assistance and free newspapers are on offer.
Breakfast included
Parking included
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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.

Popular places to visit

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

Frequently asked questions

How much are vacation packages to Weston?
Vacation packages, which provide both flights and hotels in Weston, start from just $575. Make your daydreams a reality and secure your vacation with Travelocity today.
Where can I get the best vacation package deals for Weston?
Travelocity has everything you need to score an amazing Weston package deal. Select from as many as 400 partner airlines and 1,000,000 properties all over the globe and create a vacation package that's perfect for you. With so many options at hand, it's time to start booking your next exciting getaway.
Why should I book my Weston vacation package with Travelocity?
Travel is all about making cherished new memories and leaving all your troubles behind — which is why we have a team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of vacation packages. So what are you waiting for? There's no time like the present to lock in the vacation of a lifetime.
Will I save money on my Weston car rental if I book it with my hotel or flight?
Certainly — bundle your flight, car and hotel into a Weston vacation package and you'll save a ton. With so much to uncover in and around Weston, having your own set of wheels will make it easy to explore. Once you've buckled yourself in, put the stereo on and make your way to Times Square, a top sight about 45 mi from Weston.
Which airport is best for Weston?
Many people choose to fly into John F. Kennedy Intl. Airport (JFK), 45 mi southwest of downtown Weston. Others prefer Liberty Intl. Airport (EWR) (55 mi away from central Weston) or LaGuardia Airport (LGA) (40 mi away from central Weston).
What is there to do in Weston?
Lucius Pond Ordway / Devil's Den Preserve is just one of the amazing sights that make Weston such a tourist hot spot. But leave some extra time to roam its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Weston?
If you're after someplace comfortable to base yourself, check out the Enjoy Fall in New England and relax in the quiet of this private country home. It's the top pick for many visitors.

Photos of local treasures

Browse Weston vacation photos for more inspiration

Clouds reflected in the Aspetuck Resevoir, Fairfield County, Connecticut.