Westport Vacations from $688

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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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Westport Hotel Deals

Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
$151 nightly
The price is $166 total per night from May 28 to May 29
$166 total
May 28 - May 29
Total with taxes and fees
9.4/10 Exceptional! (1,899 reviews)
Beautiful room and property. Very approachable and excellent staff. Thank you for a great stay.

Reviewed on May 7, 2026

Green Mountain Suites Hotel
DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
$140 nightly
The price is $154 total per night from May 25 to May 26
$154 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (1,977 reviews)
Staff was very friendly and accommodating. Room could have been a wee bit cleaner but was alright overall.

Reviewed on May 2, 2026

DoubleTree by Hilton Burlington Vermont
Anchorage Inn

Anchorage Inn

3 out of 5
108 Dorset St South Burlington VT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $109 total per night from May 11 to May 12
$109 total
May 11 - May 12
Total with taxes and fees
6.6/10 (1,435 reviews)
Ac worked fine. Very small bathroom and continental breakfast was only donuts and breakfast bars

Reviewed on May 4, 2026

Anchorage Inn
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 perfect for outdoor and romantic getaways, offering a variety of activities. Enjoy skiing in the winter, relax on the beach during warmer months, and explore scenic tours. Whether you're looking for top trips, educational experiences, or entertainment options, Westport has something for everyone. Embrace the outdoor fun and make lasting memories in this charming destination.

Shopping

In Westport, you can find unique gifts at local shops. If you're up for a drive, visit Vermont Teddy Bears and Danforth Pewter, both 16 miles away, or The Birch Store, located 17 miles away, for charming souvenirs.

Recreation

Vergennes Falls Park, located 9 miles from Westport, offers a tranquil setting for relaxation and rejuvenation amidst nature. The Depot Theatre provides a cultural experience with captivating performances that evoke romance and entertainment. Just 4 miles away, The Golf Club invites you to enjoy sports and outdoor leisure in a beautiful landscape.

Adventure

Experience thrilling skiing at the Cloudsplitter Gondola Ski Lift, located 24 miles from Westport, where you can enjoy breathtaking views and adventure vibes. The Carpet Cruiser Ski Lift and Face Ski Lift, both 24 miles away, also offer exciting ski experiences amidst the beautiful landscape.

Nightlife

Westport's nightlife features cozy bars and charming eateries. Visit the Westport Brewing Company for local craft beers and enjoy live music at the Westport Playhouse. For a relaxed evening, head to the quaint restaurants along the waterfront, perfect for dinner with stunning views.

*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, is a perfect destination for outdoor enthusiasts and couples seeking a romantic getaway. Explore captivating attractions like the nearby national parks, scenic beaches, and historic government buildings. Don't miss the popular Westport House, which offers a blend of culture and history. Whether you're looking for adventure or relaxation, Westport provides a variety of experiences to make your visit memorable.

  • Button Bay State Park: Located 4 miles from Westport, Button Bay State Park offers stunning views of Lake Champlain and a variety of outdoor activities. Explore scenic trails, enjoy picnicking by the water, and indulge in adventure with kayaking and fishing opportunities amidst beautiful natural surroundings.
  • Lake Champlain Maritime Museum: Also 4 miles away, this museum immerses you in the rich maritime history of Lake Champlain. Experience engaging exhibits that highlight local culture and history, including shipwrecks, artifacts, and the region's unique nautical heritage.
  • Greystone: Situated 10 miles from Westport, Greystone is a historic site that showcases the architectural beauty and cultural significance of the area. Wander through its elegant grounds and learn about its storied past, making it a perfect spot for history enthusiasts.

Best time to go to Westport

The best time to visit Westport can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Westport falls in July, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Westport falls in January, visitor numbers are moderately low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.7°F (-7.4°C)Light RainMostly CloudyModerately LowSlightly Low
February20.7°F (-6.3°C)Light RainMostly CloudyAverageAverage
March28.9°F (-1.7°C)Light RainMostly CloudyAverageSlightly Low
April41.4°F (5.2°C)Light RainMostly CloudyModerately 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 RainMostly CloudyModerately LowSlightly Low

Tips to save on your trip to Westport

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Westport.
  • Consider traveling to Westport during the low season (March and December to January) for more affordable options.
  • 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 $688 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.