Deals on vacations and trips to Westport

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Westport flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $819, price is now $555 per person
$555
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Vero Beach (VRB) to White Plains (HPN)
This apartment features a virtual front desk. Take advantage of the free self parking.
Upscale Modern Luxury 3BR Home

Upscale Modern Luxury 3BR Home

2 out of 5
Save 100% on your flight
Price was $1,062, price is now $719 per person
$719
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Vero Beach (VRB) to White Plains (HPN)
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $1,168, price is now $799 per person
$799
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Vero Beach (VRB) to White Plains (HPN)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, dry cleaning, and laundry facilities are also on offer.
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Save 100% on your flight
Price was $982, price is now $687 per person
$687
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Vero Beach (VRB) to White Plains (HPN)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. A garden, laundry facilities, and a virtual front desk are also on offer.
Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area

2 out of 5
Bryn Mawr
Price was $835, price is now $599 per person
$599
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Vero Beach (VRB) to White Plains (HPN)

Top Westport hotels deals

Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
$298 nightly
The price is $343 total per night
$343 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like buffet breakfast and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.
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
$152 nightly
The price is $175 total per night
$175 total
Aug 2 - Aug 3
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
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
$95 nightly
The price is $110 total per night
$110 total
Aug 16 - Aug 17
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. 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.
Breakfast included
Pet friendly
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $117 total per night
$117 total
Aug 16 - Aug 17
Total with 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, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Free Cancellation
$95 nightly
The price is $109 total per night
$109 total
Aug 24 - Aug 25
Total with 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
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
$70 nightly
The price is $80 total per night
$80 total
Aug 3 - Aug 4
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
Don't see what you're looking for?
See all available properties in Westport
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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.

Stay near popular Westport attractions

Compo Beach

9.6/10 (20 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Westport?
Your travel daydreams can become a reality in Westport from as little as $555. 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

A calm river reflecting buildings and trees, with a clear sky above.
A cannon on a stone pedestal by the sea.
A cannon on a stone pedestal by the sea with a person standing in the background.
A beach at sunset with a wooden fence, picnic tables, and people walking.
A person standing on a rocky shoreline with green moss, overlooking a calm sea under a cloudy sky.

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