Heritage Hills Vacation Packages

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

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Top Heritage Hills Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Price was CA $1,833, price is now CA $1,106 per person
CA $1,106
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8/10 Very good! (1,000 reviews)
The best part of this hotel is the proximity and the size of the room. Hotel staff really hands-off, no amenities. Hotel very out dated and kind of dingy looking.

Reviewed on Nov 6, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,016, price is now CA $2,154 per person
CA $2,154
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $2,502, price is now CA $1,381 per person
CA $1,381
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Price was CA $2,028, price is now CA $1,199 per person
CA $1,199
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (555 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $2,413, price is now CA $1,539 per person
CA $1,539
per person
Jan 13 - Jan 20
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Clean and comfortable

Reviewed on Nov 2, 2026

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Heritage Hills Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 9 to Nov 10
CA $151
CA $179 total
Nov 9 - Nov 10
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"We were in line waiting for check in and a woman took about 30 minutes with the only gentleman at the desk. There was a line out the door. We got our first room and it smelled horribly like mildew and dampness. Went back to the check in area and we were given a new room. It was definitely not an ..."

Reviewed on Nov 6, 2026

Overlook Lodge at Bear Mountain
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Dec 6 to Dec 7
CA $136
CA $156 total
Dec 6 - Dec 7
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Staff was very polite and meeting our needs. Breakfast was ok. Bed was comfortable. Property needs upgrades. Was travelling for a family event, so overall the stay met our needs."

Reviewed on Nov 6, 2026

Best Western Danbury/Bethel
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Dec 6 to Dec 7
CA $141
CA $162 total
Dec 6 - Dec 7
includes taxes & fees
8/10 Very good! (1,550 reviews)
"Love staying here and would love for them to upgrade the WIFI. It’s very, very, slow."

Reviewed on Nov 7, 2026

Ethan Allen Hotel
See all 634 properties in Heritage Hills
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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Frequently asked questions

How much does a Heritage Hills vacation package cost?
Offering great value package deals from CA $1,106 on Expedia, you'll be surprised at how little a vacation to Heritage Hills costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Heritage Hills?
You can generally find reduced prices and greater availability in January, February and March. Explore our cheap Heritage Hills vacation packages and you could land some great off-season discounts.
How many days is enough for Heritage Hills?
With a well-planned schedule, you can easily hit the most popular Heritage Hills sights in a few days. But if you want to explore off the beaten track or go on day trips, consider booking your Heritage Hills vacation for longer.
How to find the best Heritage Hills package deals?
Use Expedia's filters to find some terrific Heritage Hills package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Heritage Hills package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Heritage Hills vacation as a package?
You can enjoy significant savings on your next Heritage Hills escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Heritage Hills?
Land incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Heritage Hills trip.
How to plan a trip to Heritage Hills?

  1. Choose when to travel: Check your diary and get packing. Your favourite season and the type of activities available will also help you decide when to escape to Heritage Hills.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will probably be the largest expense during your trip to Heritage Hills.
  3. Decide how long to go for: Now that you know more about Heritage Hills, you can figure out the right length of your break. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Heritage Hills vacation package that brings all your bookings together.

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