Deals on vacations and trips to Westport

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Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
Crown Heights
Price was $299, price is now $229 per person
$229
per person
Nov 15 - Nov 17
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Save 100% on your flight
Price was $540, price is now $352 per person
$352
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,126, price is now $2,274 per person
$2,274
per person
Dec 25 - Dec 29
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service.
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $745, price is now $544 per person
$544
per person
Nov 14 - Nov 17
just found
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $346, price is now $258 per person
$258
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 express check-in and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Top Westport hotels deals

Inn at Longshore

Inn at Longshore

2.5 out of 5
260 Compo Rd S, Westport, CT
$169 nightly
The price is $194 total per night
$194 total
Oct 8 - Oct 9
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 laundry service. A garden, a snack bar/deli, and a picnic area are also on offer.
Breakfast included
Pet friendly
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $127 total per night
$127 total
Nov 2 - Nov 3
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
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
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
Pool
Parking included
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
$83 nightly
The price is $95 total per night
$95 total
Oct 26 - Oct 27
Total with 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
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $160 total per night
$160 total
Oct 26 - Oct 27
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 self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
$190 nightly
The price is $219 total per night
$219 total
Oct 19 - Oct 20
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. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pool
Pet friendly
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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

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

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

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?
Your travel daydreams can become a reality in Westport from as little as $229. 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.

Photos of local treasures

Browse Westport vacation photos for more inspiration

Photo by Marina Timo
Photo by Marina Timo
Photo by Marina Daneva
Photo by Marina Daneva
Photo by Marina Timo
Photo by Marina Timo
Photo by Gillian Morris
Photo by Gillian Morris

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