Westport Vacation Packages 2025/2026 from $262

Westport flight + hotel vacation packages

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

Hampton Inn White Plains/Tarrytown

per person

Sep 5 - Sep 7

found 1 day ago

Roundtrip flight included

Detroit (DTW) to White Plains (HPN)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

The Abbey Inn & Spa

Save 100% on your flight

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.

Residence Inn Stamford Downtown

Downtown Stamford

Save 100% on your flight

per person

Aug 29 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free perks like full breakfast and a beach shuttle.

Baymont by Wyndham White Plains - Elmsford

per person

Aug 29 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to White Plains (HPN)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.

The Stamford Hotel

Downtown Stamford

per person

Aug 29 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to White Plains (HPN)

This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Top Westport hotels deals

Inn at Longshore

260 Compo Rd S, Westport, CT

$179 nightly

$206 total

Jul 24 - Jul 25

Total includes 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 laundry service. A garden, a snack bar/deli, and a picnic area are also on offer.

Breakfast included

Pet friendly

EVEN Hotel Norwalk by IHG

426 Main Ave, Route 7, Norwalk, CT

Free Cancellation

$134 nightly

$154 total

Jul 27 - Jul 28

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

Pet friendly

Parking included

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

135 Harvard Avenue, Stamford, CT

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$94 total

Aug 4 - Aug 5

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich, CT

Free Cancellation

Reserve now, pay when you stay

$187 nightly

$215 total

Aug 3 - Aug 4

Total includes 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. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pool

Pet friendly

Amsterdam Hotel

19 Clarks Hill Ave, Stamford, CT

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$102 total

Aug 14 - Aug 15

Total includes 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

Norwalk Inn & Conference Center

99 East Avenue, Norwalk, CT

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$133 total

Jul 28 - Jul 29

Total includes taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, limo/town car service, and a garden are also on offer.

Parking included

Free WiFi

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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

Compo Beach

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.

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.

Westport Country Playhouse

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.

Frequently asked questions

How much are vacation packages to Westport?

Your travel daydreams can become a reality in Westport from as little as $262. Packages include flights and hotels, so organizing everything should be a cinch. All you'll have to concentrate on is having a good time.

How long should my Westport vacation be?

Typically, 2 nights is how long most travelers spend exploring the attractions of Westport. Wondering if you'll have sufficient time to cross everything off your travel itinerary? Stay a couple more nights and experience everything this place has to offer.

Where can I get the best vacation package deals for Westport?

It's simple — look no further than Travelocity. With no less than 400 air carriers and 1,000,000 properties across the globe, it's a piece of cake to find a Westport package deal that ticks all your boxes.

Why should I book my Westport vacation package via Travelocity?

We make traveling the world easy. Whether you're after an amazing new place to uncover or want to ensure you get the best deal around, we're here to assist. Our 24/7 customer support, excellent service and Price Match Guarantee mean you can book with confidence.

Can I save on my Westport car rental if I bundle it with a hotel or flight?

Sure can — bundle your car, flight and hotel into a Westport vacation package and you'll save a tidy sum. With so much to discover in the Westport area, having your own set of wheels will make exploring a joy. Once you're in the driver's seat, crank up the tunes and head toward Times Square, a famous sight roughly 40 mi from Westport.

Which airport is best for Westport?

It's highly likely you'll be landing at John F. Kennedy Intl. Airport (JFK), which is 40 mi southwest of downtown Westport. Liberty Intl. Airport (EWR) (55 mi away from central Westport) and LaGuardia Airport (LGA) (35 mi away from central Westport) are other options.

What is there to do in Westport?

There is a certain magic as you wander the streets of Westport. Compo Beach and Levitt Pavilion are just a couple of highlights that entice visitors to this wonderful city, so add them to your travel itinerary.

Where should I stay when visiting Westport?

If you're after somewhere to base yourself, check out the The Westport Inn, an Ascend Collection Hotel. It's the top pick for many travelers.