Westfield Vacations from $572

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Your Westfield Vacation

Reserve a Westfield vacation package and focus on what matters — enjoying yourself. There's no more planning hassles, just more time to immerse yourself in what's special about this interesting city, such as its lively atmosphere and friendly locals. Jay Peak Ski Resort, Pump House Indoor Waterpark and Jay Peak Resort Golf Course are just a few of the sights worth checking out during your trip to Westfield. No matter your travel plans or budget, putting together a tailored Westfield vacation is a walk in the park with Expedia.

The Latest Westfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers�’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $747, price is now $572 per person
$572
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Burlington (BTV)
8.4/10 Very Good! (223 reviews)
Room was clean and large. The room was thoughtful equipped with things we need and kids friendly. The location was great! The checking process was sort of confusing because there are two sets of counters that we needed to go to check in and get the keys. Very odd.

Reviewed on Feb 23, 2026

Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was $1,061, price is now $804 per person
$804
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
New York (JFK) to Burlington (BTV)
7.8/10 Good! (137 reviews)
Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort.

Reviewed on Feb 6, 2026

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was $1,038, price is now $800 per person
$800
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Burlington (BTV)
9/10 Wonderful! (341 reviews)
Amazing place with amazing staff. Highly recommend

Reviewed on May 26, 2026

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was $761, price is now $594 per person
$594
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Burlington (BTV)
9/10 Wonderful! (1,000 reviews)
Wife and I stayed for the weekend. Hot was nice and room was clean, location is perfect for a short drive to downtown. Breakfast was good but not much protein. Overall a good stay!

Reviewed on May 24, 2026

The Wildflower Inn

The Wildflower Inn

3 out of 5
Save 100% on your flight
Price was $3,151, price is now $2,506 per person
$2,506
per person
Jul 9 - Jul 15
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Burlington (BTV)
9/10 Wonderful! (129 reviews)
Perfect in every way

Reviewed on Mar 21, 2026

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Westfield Hotel Deals

Jay Peak 3mi - ski home via Big Jay!

Jay Peak 3mi - ski home via Big Jay!

Westfield VT
$258 nightly
The price is $289 total per night from May 28 to May 29
$289 total
May 28 - May 29
Total with taxes and fees
9.8/10 Exceptional! (40 reviews)
"Nice cabin nestled in the woods. Spacious and warm. Last minute booking to be close to Jay Peak. A tree fell across the driveway the morning of departure and Danny, the host, moved it quickly with his tractor. Rosie the dog was a nice surprise visitor as well."

Reviewed on Mar 17, 2026

Jay Peak 3mi - ski home via Big Jay!
Jay Peak Resort

Jay Peak Resort

3 out of 5
830 Jay Peak Road North Troy VT
$136 nightly
The price is $148 total per night from Jun 11 to Jun 12
$148 total
Jun 11 - Jun 12
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Clean, friendly staff"

Reviewed on May 3, 2026

Jay Peak Resort
Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd Barton VT
$115 nightly
The price is $125 total per night from May 28 to May 29
$125 total
May 28 - May 29
Total with taxes and fees
9/10 Wonderful! (459 reviews)
"Nice location with stream flowing from waterfall. Property nice and has large inground.pool. It’s 89’s feel but well cared for and very clean units. Motel has 70’s look nut nice rooms and cabins look nice. Enjoyed our stay. Kids will love a stay here. Like the self check-in and owners our always ..."

Reviewed on May 24, 2026

Pine Crest Motel And Cabins
See all 456 properties in Westfield
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 Westfield Vacation Packages

Westfield Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Pump House Indoor Waterpark, Hazens Notch State Forest Park and Jay Peak Resort Golf Course

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Frequently asked questions

How much does a Westfield vacation package cost?
You'll find cheap prices from $572 on Expedia for your Westfield getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Westfield costs.
What are the cheapest months to go to Westfield?
If you'd like to score a cheap Westfield vacation package, consider planning a trip in February, March and May. You'll typically find better prices on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Westfield?
With a well-organized itinerary, you can easily tick off the most popular Westfield sights in a handful of days. But if you want to discover hidden spots or take day trips, consider booking your Westfield vacation for longer.
How to find the best Westfield package deals?
Landing a cheap Westfield package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Westfield package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Westfield vacation as a package?
You can enjoy significant savings on your next Westfield escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat 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 Westfield?
If you have your Westfield travel dates locked in, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Westfield vacation packages?
Your Westfield getaway is meant to be an escape from your busy life, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.