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.
Middlebury Inn

Middlebury Inn

3 out of 5
Price was $674, price is now $538 per person
$538
per person
Dec 16 - Dec 21
found 14 hours ago
Roundtrip flight included
Orlando (MCO) to Burlington (BTV)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.
Outbound Stowe

Outbound Stowe

3.5 out of 5
Save 100% on your flight
Price was $2,809, price is now $2,087 per person
$2,087
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Burlington (BTV)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a garden, and a lobby fireplace are also on offer.
The Waitsfield Inn

The Waitsfield Inn

2.5 out of 5
Price was $1,139, price is now $870 per person
$870
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Burlington (BTV)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, a picnic area, and luggage storage are also on offer.
Phineas Swann Inn & Spa

Phineas Swann Inn & Spa

4 out of 5
Price was $870, price is now $724 per person
$724
per person
Jan 7 - Jan 10
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Burlington (BTV)
A full-service spa and a hot tub are featured at this smoke-free bed & breakfast. Families will appreciate the arcade/game room and picnic area. Enjoy the sauna and free perks like full breakfast and free self parking.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $664, price is now $559 per person
$559
per person
Jan 7 - Jan 10
found 20 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Burlington (BTV)
A water park, 9 restaurants, and 6 outdoor tennis courts are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Bring the family and enjoy the children's club, mini golf, and waterslide.

Top Westport hotels deals

The Inn in Westport

The Inn in Westport

3 out of 5
1234 Stevenson Rd Westport NY
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Free self parking is available and the bed & breakfast's front desk is staffed around-the-clock. WiFi in public areas is free. A terrace, a lobby fireplace, and a library are also on offer.
Parking included
Free WiFi
Lake Champlain - Historic Adirondack Lakefront - Sleeps 14

Lake Champlain - Historic Adirondack Lakefront - Sleeps 14

Westport NY
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $131 total per night
$131 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free airport shuttle. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $126 total per night
$126 total
Nov 18 - Nov 19
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly
Delta Hotels by Marriott Burlington

Delta Hotels by Marriott Burlington

3.5 out of 5
1117 Williston Rd South Burlington VT
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $126 total per night
$126 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Pool
Hot Tub
Travelodge by Wyndham South Burlington

Travelodge by Wyndham South Burlington

2 out of 5
1016 Shelburne Rd South Burlington VT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $102 total per night
$102 total
Nov 1 - Nov 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are 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

Westport Library Association

After visiting Westport Library Association, make a plan to see the other sights and activities in Westport. While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much are vacation packages to Westport?
Packages, which include flights and hotels in Westport, start from as little as $538. Turn your travel dreams into reality and secure your vacation with Travelocity today.
How long should my Westport vacation be?
Many travelers spend about 2 nights in Westport. But that's not set in stone. Whether you decide to stay for a few days or a few weeks, you'll love exploring all the fantastic things that this place has to offer.
Where can I get the best vacation package deals for Westport?
Travelocity has everything you need to score a sensational Westport package deal. Choose from 400 partner airlines and 1,000,000 hotels worldwide and create a travel itinerary that fits your style. With so many options, you have inspiration galore for your next great escape.
Why should I purchase my Westport vacation bundle via Travelocity?
We've got 24/7 support, excellent service and a Price Match Guarantee. Life's a big journey — and we have enticing destinations for you to journey to all across the world. Wander with us and make your hip pocket happy.
Can I save on my Westport car rental if I book it with a hotel or flight?
Absolutely — bundle your flight, hotel and car into a Westport vacation package and you'll save loads. With so much to see and do in Westport, having your own set of wheels will make exploring easy. Once you've buckled up, hit the wide open road and head toward Notre Dame Basilica, a must-see sight roughly 90 mi from Westport.
Which airport is best for Westport?
Burlington Intl. Airport (BTV) is popular. You'll find it around 25 mi northeast of Westport. Other options worth considering are Adirondack Regional Airport (SLK) (40 mi away from central Westport) and Plattsburgh Intl. Airport (PBG) (35 mi away from central Westport).
What is there to do in Westport?
Depot Theatre is just one of the superb sights that make Westport such a great place to visit. But allow yourself enough time to roam the city's lesser-known attractions too. This is sometimes where the best vacation memories are created.
Where should I stay when visiting Westport?
If you're searching for someplace comfortable to spend your nights, take a look at the The Inn In Westport. It's the top pick for many visitors.

Photos of local treasures

Browse Westport vacation photos for more inspiration

A brick building with a sign reading "K&D Deli". There are two chairs outside, a flag, and a neon sign for Budweiser.
A calm lake with a sailboat, surrounded by lush green hills and a partly cloudy sky.
A historic building with a pointed roof and a bell tower, labeled "WESTPORT."
A historic building with green trim and a sign that reads "The Inn in Westport."