Westfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Westfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Essex Resort & Spa

The Essex Resort & Spa

4 out of 5
Price was CA $1,352, price is now CA $1,141 per person
CA $1,141
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (1,011 reviews)

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was CA $1,872, price is now CA $1,578 per person
CA $1,578
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (1,009 reviews)
Great overall experience.

Reviewed on Oct 29, 2026

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $1,665, price is now CA $1,403 per person
CA $1,403
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.6/10 Excellent! (235 reviews)
This place was perfect for me and my family the kids had a blast at the pool and the fun zone

Reviewed on Oct 19, 2026

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was CA $1,745, price is now CA $1,477 per person
CA $1,477
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9.2/10 Wonderful! (451 reviews)
We really enjoyed our time. We had a couple of issues with refills of things in our cabin by the housekeeping staff, but other than that, it was pretty perfect. The hot tub was delightful and the food and service at the restaurant was top-notch.

Reviewed on Oct 29, 2026

Tälta Lodge, A Bluebird by Lark

Tälta Lodge, A Bluebird by Lark

3 out of 5
Price was CA $1,813, price is now CA $1,573 per person
CA $1,573
per person
Jan 20 - Jan 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (1,011 reviews)

Ready to book your vacation to Westfield?

 

Choose your dates

Westfield Hotel Deals

Jay Peak Resort

Jay Peak Resort

3 out of 5
830 Jay Peak Road North Troy VT
The price is CA $150 per night from Nov 5 to Nov 6
CA $150
CA $207 total
Nov 5 - Nov 6
includes taxes & fees
Jay Peak Resort
The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242 North Troy VT
The price is CA $160 per night from Nov 1 to Nov 2
CA $160
CA $175 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (493 reviews)
"Great stay! Comfortable beds"

Reviewed on Oct 29, 2026

The Jay Village Inn
Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd Barton VT
9/10 Wonderful! (504 reviews)
"Clean room. Very cozy. Staff was great. Unique setting with creek flowing in the front"

Reviewed on Oct 25, 2026

Get rates
Pine Crest Motel And Cabins
See all 486 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.
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All Inclusive Vacations
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Stay near popular Westfield attractions

Long Trail State Forest

Commune with nature and explore the great outdoors at Long Trail State Forest during your travels in Westfield.
See properties

Frequently asked questions

How much does a Westfield vacation package cost?
You'll find cheap prices from CA $1,141 on Expedia for your Westfield getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Westfield costs.
What are the cheapest months to go to Westfield?
The off-season is the best time to visit Westfield if you're hoping to keep costs down. Another tip for finding cheap Westfield vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Westfield?
The ideal duration for your Westfield vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to visit all the major attractions and discover some hidden treasures along the way.
How to find the best Westfield package deals?
Finding a cheap Westfield package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Westfield package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Westfield vacation as a package?
You can enjoy significant savings on your Westfield escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Westfield?
If you have your Westfield vacation dates confirmed, book early to score some outstanding deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Westfield?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Westfield.
  2. Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Westfield.
  3. Decide how long to go away for: Now that you're more familiar with Westfield, you can figure out the ideal length of your break. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the right Westfield vacation package for you.

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