Westport Vacation Packages

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Flight and hotel packages to Westport

Prices and availability subject to change. Additional terms may apply.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New Orleans (MSY) to White Plains (HPN)
A rooftop terrace is available at this vacation home. Take advantage of the free self parking.
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New Orleans (MSY) to White Plains (HPN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New Orleans (MSY) to White Plains (HPN)
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New Orleans (MSY) to White Plains (HPN)
A seasonal outdoor pool is featured at this apartment, along with free WiFi in public areas and a picnic area. Business travelers can take advantage of the 24-hour business center. Express check-out, laundry facilities, and barbecue grills are also on offer.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
Jun 20 - Jun 24
Roundtrip non-stop flight included
New Orleans (MSY) to White Plains (HPN)
A nightclub and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Westport hotel deals

Inn at Longshore

Inn at Longshore

3 out of 5
260 Compo Rd S, Westport, CT
The price is $149 per night
$149
per night
Apr 28 - Apr 29
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 laundry service. A garden, a snack bar/deli, and a picnic area are also on offer.
Pet friendly
Breakfast included
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $90 per night
$90
per night
May 7 - May 8
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.
Pet friendly
Breakfast included
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
May 6 - May 7
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pet friendly
Breakfast available
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Free Cancellation
The price is $188 per night
$188
per night
Apr 28 - Apr 29
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pet friendly
Breakfast available
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Free Cancellation
Reserve now, pay when you stay
The price is $109 per night
$109
per night
May 14 - May 15
A restaurant and an outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pet friendly
Breakfast included
La Quinta Inn & Suites by Wyndham Stamford / New York City

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

2.5 out of 5
135 Harvard Avenue, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
$79
per night
May 8 - May 9
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pet friendly
Breakfast 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 in Westport

Image for Compo Beach

Compo Beach

5/5(1 review)

Why not spend a carefree afternoon at Compo Beach during your travels in Westport? Stroll along the seaside or experience the area's art scene.

Compo Beach
Image for Levitt Pavilion

Levitt Pavilion

You can make plans for a show at Levitt Pavilion during your stay in Westport. While you're in the area, stroll along the beautiful beaches.

Levitt Pavilion
Image for Westport Country Playhouse

Westport Country Playhouse

5/5(3 reviews)

You can get tickets for a performance at Westport Country Playhouse during your stay in Westport. While you're in the area, stroll along the beautiful beaches.

Westport Country Playhouse

Frequently asked questions

How much are vacation packages to Westport?
Enjoy an unforgettable experience in Westport with a vacation package starting at $682. Booking hotels, flights and tours through Travelocity has never been so easy. And even better, our deals will leave you with more savings for fun times.
How long should my Westport vacation be?
Many travelers like to stay roughly 2 nights in Westport. But that’s not set in stone. Whether you prefer to stay for a couple of days or a couple of weeks, you’ll enjoy exploring everything that this destination has to offer.
Where can I get the best vacation package deals for Westport?
Picking up the best package deal to Westport is a cinch with Travelocity. With access to 400 partner airlines and 1,000,000 properties worldwide, you’ll have loads of choice when selecting your flights and hotels.
Why should I book my Westport vacation bundle via Travelocity?
Because we believe in creating stress-free vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer support team is available 24/7 to make sure you’re never alone. We also have an amazing Price Match Guarantee, so you can book your trip knowing you’ve scored the best deal around. If you find a lower price, we’ll match it!
Can I save money on my Westport car rental if I book it with my hotel or flight?
With a Westport vacation package, you can bundle your car, hotel and flight bookings and save a ton. When you’re ready to see the best of this impressive area, why not head to Times Square? This renowned attraction is 40 mi from Westport. With your own wheels, you’ll be there before you know it.
What is the best time of year to go to Westport?
You can swerve the crowds and save money in April, May and November, which are the quietest times for tourist visits. High season months of June, August and October are livelier (and more expensive), but there’ll be more going on around Westport. Reserve a hotel in and enjoy more bang for your buck. Room rates are generally highest in .
Which airport is best for Westport?
John F. Kennedy Intl. Airport (JFK) is 40 mi from the downtown area and is the beginning point for many exciting adventures. Alternatively, Liberty Intl. Airport (EWR) is 55 mi away from central Westport and LaGuardia Airport (LGA) is 35 mi away from central Westport.
What is there to do in Westport?
While getting off the beaten track is no doubt rewarding, you really shouldn’t miss the well-known sights that make a place famous. Compo Beach and Levitt Pavilion are just two of them in Westport.
Where should I stay when visiting Westport?
If you’re after someplace comfortable to base yourself, take a look at the The Westport Inn. It’s the top pick for many travelers.