Westfield Vacations from $345

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Your Westfield Vacation

When you choose a Westfield vacation package, you can really enjoy your escape to the fullest. Delve into the best things about this vibrant city knowing that all your travel arrangements have been taken care of in advance. If sightseeing is on the agenda during your trip to Westfield, head over to famous attractions such as Hampton Ponds State Park. A few clicks is all it takes to build the perfect Westfield vacation on Expedia.

The Latest Westfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell

2.5 out of 5
Price was $441, price is now $345 per person
$345
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
17.2/10 Exceptional! (641 reviews)
The front desk lady was professional and very pleasant and you could tell she likes her job and is a people-person

Reviewed on Nov 13, 2025

The Litchfield Inn

The Litchfield Inn

4 out of 5
Save 100% on your flight
Price was $945, price is now $659 per person
$659
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
9/10 Wonderful! (947 reviews)
Feel warm and comfy. But dont have restaurant in the house.

Reviewed on Nov 9, 2025

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $633, price is now $489 per person
$489
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
17.2/10 Exceptional! (1,000 reviews)
Nice pool. Plenty of parking. Some restaurants and bars within walking distance.

Reviewed on Nov 17, 2025

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,818, price is now $1,410 per person
$1,410
per person
Dec 28 - Jan 2
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
19.6/10 Exceptional! (1,000 reviews)
Everything was excellent as usual.

Reviewed on Nov 2, 2025

Homewood Suites by Hilton-Hartford South-Glastonbury, CT

Homewood Suites by Hilton-Hartford South-Glastonbury, CT

3 out of 5
Price was $540, price is now $429 per person
$429
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Hartford (BDL)
8.8/10 Excellent! (1,005 reviews)
This is our "go to" spot when we visit in Glastonbury. It is well run, with courteous staff, clean, comfy rooms, and a very nice breakfast.

Reviewed on Nov 11, 2025

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Westfield Hotel Deals

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
2 Southampton Rd Westfield MA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Dec 1 to Dec 2
$109 total
Dec 1 - Dec 2
Total with taxes and fees
7.2/10 Good! (890 reviews)
Nice staff clean room, felt safe for two women in our twenties. Safety and cleanliness are our top priorities. The location is ideal for travel into Springfield, no creeps and weird people, safely lit parking lot for returning from evening activities.

Reviewed on Nov 14, 2025

Quality Inn Westfield - Springfield
Hampton Inn Westfield

Hampton Inn Westfield

2.5 out of 5
39 Southampton Rd Westfield MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Dec 3 to Dec 4
$120 total
Dec 3 - Dec 4
Total with taxes and fees
8.2/10 Very Good! (809 reviews)
Kind assistance

Reviewed on Nov 14, 2025

Hampton Inn Westfield
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Fully refundable
$83 nightly
The price is $95 total per night from Nov 30 to Dec 1
$95 total
Nov 30 - Dec 1
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
Very clean and the staff was kind and professional!

Reviewed on Nov 14, 2025

Candlewood Suites Windsor Locks Bradley Arpt by IHG
See all 555 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
Closest Airport
Bradley Intl. Airport (BDL)
Population
41,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Six Flags New England, Volleyball Hall of Fame and Chicopee Memorial State Park

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Frequently asked questions

How much does a Westfield vacation package cost?
You can pick up a vacation package to this popular destination from $345 on Expedia. However, how much your vacation to Westfield costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Westfield?
If you're hoping to score a cheap Westfield vacation package, consider traveling in October, November and December. You'll generally find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Westfield?
The ideal duration for your Westfield vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Westfield package deals?
Begin your search for a Westfield package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Westfield package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westfield getaway off to a flying start.
Is it cheaper to book a Westfield vacation as a package?
You can enjoy significant savings on your Westfield getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land 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 often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Westfield vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Westfield trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot 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.