Deals on vacations and trips to Weston

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Weston flight + hotel vacation packages

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The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $825, price is now $482 per person
$482
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $6,893, price is now $3,600 per person
$3,600
per person
Jun 22 - Jun 26
just found
Roundtrip flight included
Atlanta (ATL) 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.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was $928, price is now $535 per person
$535
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,490, price is now $1,472 per person
$1,472
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,677, price is now $994 per person
$994
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features a restaurant, WiFi in public areas, and express check-out. Dry cleaning, luggage storage, and laundry facilities are also on offer.

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 23 - Apr 24
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.
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
$110 nightly
The price is $126 total per night
$126 total
Apr 5 - Apr 6
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.
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
$120 nightly
The price is $138 total per night
$138 total
Apr 5 - Apr 6
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.
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, express check-in, and express check-out are also offered.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $214 total per night
$214 total
Apr 5 - Apr 6
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.
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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 $482. 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.