Hewitt Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • 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 Hewitt Vacation

When you book a Hewitt vacation package, it's all about letting go and enjoying your adventure to the fullest. Delve into the best things about this unique city knowing that all your travel needs have been taken care of in advance. When the time comes to get out and explore, be sure to put Upper Greenwood Lake and Long Pond Ironworks State Park on the itinerary for your trip to Hewitt. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and finally put your Hewitt vacation plans in motion!

Top Hewitt Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,412, price is now CA $906 per person
CA $906
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Our second floor room was very spacious. We even had a refrigerator and a microwave. The bed was a bit hard. Loved the tables and chairs. Bathroom had been remodeled.

Reviewed on Jul 15, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,602, price is now CA $2,923 per person
CA $2,923
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Love all the plants that were included in the decor. Top notch quality.

Reviewed on Jul 14, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $15,000, price is now CA $9,530 per person
CA $9,530
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,816, price is now CA $1,906 per person
CA $1,906
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
El desayuno estuvo exquisito y diverso. Also, la localización estuvo buena, like, queda todo cerca. 100% recomendado.

Reviewed on Jul 14, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,682, price is now CA $2,493 per person
CA $2,493
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Ready to book your vacation to Hewitt?

 

Choose your dates

Hewitt Hotel Deals

Greenwood Lake Lakefront Luxury

Greenwood Lake Lakefront Luxury

Hewitt NJ
10/10 Exceptional! (154 reviews)
"A beautifully maintained property in an excellent location. Everything a family needs from cooking utensils to kayaks!A truly perfect vacation. Andy & Kathy"

Reviewed on Jul 1, 2026

Get rates
Greenwood Lake Lakefront Luxury
Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

2.5 out of 5
1850 State Route 23 North Wayne NJ
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 26 to Jul 27
CA $125
CA $144 total
Jul 26 - Jul 27
includes taxes & fees
7.6/10 Good! (1,856 reviews)
"every thing was as expected. This my second time with you the last 2 years."

Reviewed on Jul 7, 2026

Days Inn by Wyndham Wayne
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is CA $172 per night from Aug 2 to Aug 3
CA $172
CA $204 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,074 reviews)
"The breakfast was excellent and the rooms were lovely. The pool is disappointing because it is super tiny and there was a private group swim lesson while we were there which took up half the space."

Reviewed on Jul 13, 2026

Sleep Inn & Suites Middletown - Goshen
See all 641 properties in Hewitt
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Hewitt attractions

Storms Island

Commune with nature and explore the great outdoors at Storms Island during your travels in Hewitt.
See properties

Frequently asked questions

How much does a Hewitt vacation package cost?
You can grab a vacation package to this top destination from CA $906 on Expedia. However, how much your vacation to Hewitt costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Hewitt?
Plan your trip for the shoulder or low season and you're likely to find cheap Hewitt vacation packages. Remember that public holidays and major festivals and events can impact prices, so do a little research before you go.
How many days is enough for Hewitt?
Generally, a handful of days is enough to explore the major attractions during your Hewitt vacation. But if you'd like to have some time to unwind or take day trips, consider extending your trip.
How to find the best Hewitt package deals?
Use Expedia's handy filters to help you find some great Hewitt package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Hewitt package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Hewitt vacation as a package?
You can enjoy significant savings on your next Hewitt escape by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hewitt?
If you're planning an impromptu Hewitt getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Hewitt?

  1. Pick your travel dates: The things you want to do in Hewitt and your preferred season will help you decide when to travel.
  2. Budget wisely: As well as the price of your hotel, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Hewitt.
  3. Decide your trip length: Think about how long you want to spend discovering Hewitt. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Hewitt vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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