Westport Vacations

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Find the Best Westport Vacation Packages

Westport Hotel Deals

Inn at Longshore
Inn at Longshore
2.5 out of 5
260 Compo Rd S, Westport, CT
The price is AED 797 per night from Jun 1 to Jun 2
AED 797
AED 916 total
includes taxes & fees
1 Jun - 2 Jun
9/10 Wonderful! (142 reviews)
"The location was beautiful, the staff was great, and it almost felt like staying with a friend. Loved my stay... Also I'm craving the cinnamon scones from breakfast. Yum!"

Reviewed on 20 May 2025

Inn at Longshore
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is AED 400 per night from Jun 30 to Jul 1
AED 400
AED 460 total
includes taxes & fees
30 Jun - 1 Jul
8.2/10 Very Good! (1,002 reviews)
"Staff was efficient and pleasant during check-in. Room is well-designed. Location servd our needs well."

Reviewed on 28 May 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is AED 320 per night from Jun 8 to Jun 9
AED 320
AED 371 total
includes taxes & fees
8 Jun - 9 Jun
8.4/10 Very Good! (1,594 reviews)
"The rooms were large and comfortable. Close off highway 95 and food available within walking distance. Very convenient."

Reviewed on 27 May 2025

Amsterdam Hotel
See all 1,054 properties in Westport
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.

Frequently asked questions

How much does a Westport vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. However, how much your vacation to Westport costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Westport?
February, June and August are the best times to look for cheap Westport vacation packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How to find the best Westport package deals?
Start your search for a Westport package deal by entering your destination and travel dates under our “Packages” tab. Then add some filters, like “Guest rating” and “Property type,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the perfect Westport package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westport escape off to a flying start.
Is it cheaper to book a Westport vacation as a package?
You can enjoy significant savings on your next Westport escape by booking a customized vacation package. Check the “Package” heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Westport?
If you’re planning an impromptu Westport vacation, browse our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Westport?

  1. Choose your travel dates: The things you’d like to do in Westport and your favorite season can help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Westport. Then, pick a hotel that suits your budget, whether that’s an affordable stay or a lavish getaway.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Westport. Then, estimate how long you’ll need for each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Westport vacation package that brings all your bookings together.

Discover the most popular places to visit in Westport

Westport Compo Beach, CT

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