Westport Vacations from $500

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Your Westport Vacation

With a Westport vacation package, say goodbye to travel planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this fantastic city. Depot Theatre is just one of the top attractions to check off your itinerary during a trip to Westport. No matter your travel plans or the size of your budget, putting together the ultimate tailored Westport vacation is a walk in the park with Expedia.

The Latest Westport vacation packages

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

Limited-time deals: Save up to 50% on select hotels.

Westport Hotel Deals

Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Dec 3 to Dec 4
$131 total
Dec 3 - Dec 4
Total with taxes and fees
9.4/10 Exceptional! (1,656 reviews)
Yes

Reviewed on Nov 24, 2025

Green Mountain Suites Hotel
DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Dec 9 to Dec 10
$119 total
Dec 9 - Dec 10
Total with taxes and fees
8.8/10 Excellent! (1,918 reviews)
Clean large room and amenities

Reviewed on Nov 15, 2025

DoubleTree by Hilton Burlington Vermont
Holiday Inn Express South Burlington Downtown by IHG

Holiday Inn Express South Burlington Downtown by IHG

3.5 out of 5
1285 Williston Rd South Burlington VT
Fully refundable
$91 nightly
The price is $100 total per night from Nov 30 to Dec 1
$100 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (939 reviews)
Great, rooms were clean and staff was friendly

Reviewed on Nov 20, 2025

Holiday Inn Express South Burlington Downtown by IHG
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.

Find the Best Westport Vacation Packages

Things to do in and around Westport

Westport, New York, is the perfect destination for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy a variety of activities such as skiing at local resorts, relaxing beach vacations, and exploring scenic tours. With numerous outdoor adventures and entertainment options available, Westport offers a memorable experience for all visitors looking to embrace its natural beauty and charm.

Shopping

In Westport, you can shop for unique gifts at local favorites like Vermont Teddy Bears, located 16 miles away. If you're up for a drive, The Birch Store and Danforth Pewter, both 17 miles away, offer charming selections of handcrafted items and souvenirs.

Recreation

The Depot Theatre offers a cultural experience with captivating performances that foster romance and family connections. For relaxation, visit Vergennes Falls Park, a tranquil spot perfect for unwinding amidst nature. Additionally, the Oldham Theater provides a cozy atmosphere for family entertainment and memorable movie nights.

Adventure

Experience thrilling winter fun at the Cloudsplitter Gondola Ski Lift, located 24 miles from Westport, offering breathtaking views and exhilarating skiing. The Carpet Cruiser Ski Lift, also 24 miles away, provides a family-friendly atmosphere perfect for beginners. Don't miss the Face Ski Lift, 24 miles from Westport, for more adventurous slopes.

Nightlife

Westport's nightlife is charming and relaxed, featuring cozy pubs and scenic lakeside views. Enjoy local brews at the Westport Brewing Company or savor cocktails at the quaint Pizzeria. For live music, check out the Westport Inn, where you can unwind with friends and enjoy some local talent.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Westport

Westport, New York, offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Visitors can explore attractions such as the local beaches, the historic Civic Government Building, and the nearby state parks. For a cultural experience, the popular Westport House is a must-visit. Whether you seek relaxation or adventure, Westport has something to satisfy every traveler's desire.

  • Button Bay State Park: Just 4 miles from Westport, Button Bay State Park offers breathtaking scenery and a chance for outdoor adventures. Enjoy hiking trails, picnicking, and stunning views of Lake Champlain, making it an ideal spot for nature lovers.
  • Lake Champlain Maritime Museum: Located 4 miles away, this museum immerses you in the rich maritime history and culture of the Lake Champlain region. Discover fascinating exhibits and artifacts that bring the area's nautical past to life.
  • Thompsons Point: A scenic cape 9 miles from Westport, Thompsons Point features beautiful beaches and picturesque views. It’s perfect for a relaxing day by the water, swimming, or enjoying a peaceful sunset.

Best time to go to Westport

The best time to visit Westport is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.7°F (-7.4°C)Light RainMostlyModerately LowSlightly Low
February20.7°F (-6.3°C)Light RainMostlyAverageAverage
March28.9°F (-1.7°C)Light RainMostlyAverageSlightly Low
April41.4°F (5.2°C)Light RainMostlyModerately HighAverage
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)Light RainMostly SunnyModerately HighAverage
July68.5°F (20.3°C)Light RainMostly SunnyModerately HighAverage
August66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
September59.7°F (15.4°C)Light RainMostly SunnyAverageSlightly High
October48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly High
November35.4°F (1.9°C)Light RainMostly SunnyModerately LowAverage
December26.6°F (-3.0°C)Light RainMostlyModerately LowSlightly Low

Tips to save on your trip to Westport

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Westport.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Westport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Burlington Intl. Airport (BTV)
Population
520
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Depot Theatre and Crown Point State Historic Site

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Frequently asked questions

How much does a Westport vacation package cost?
You'll find cheap prices from $500 on Expedia for your Westport break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Westport costs.
What are the cheapest months to go to Westport?
March, October and December are great times to search for cheap Westport vacation packages. Traveling in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for Westport?
The ideal duration for your Westport vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to visit all the main attractions and discover some hidden treasures along the way.
How to find the best Westport package deals?
Start your search for a Westport package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Westport package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westport getaway off to a flying start.
Is it cheaper to book a Westport vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customize your Westport trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westport?
Land fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Westport trip.
Does Expedia offer Book Now, Pay Later Westport vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Westport vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.