Connelly Vacation Packages

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

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Your Connelly Vacation

Say goodbye to the stress of planning and hello to a Connelly vacation package. With the finer details organized before you leave, you can focus on discovering the best of this city, starting with Kingston Stockade District, which is good for families, festivals and markets. If your trip to Connelly includes some sightseeing, take in major attractions such as Ulster Performing Arts Center, Esopus Creek and Hudson Valley Mall. A couple of clicks is all it takes to build your ideal Connelly vacation on Expedia.

Top Connelly Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $1,784, price is now CA $1,123 per person
CA $1,123
per person
Aug 19 - Aug 25
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
Nice hotel

Reviewed on Jul 11, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,087, price is now CA $2,411 per person
CA $2,411
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,038, price is now CA $1,807 per person
CA $1,807
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,827, price is now CA $2,309 per person
CA $2,309
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,296, price is now CA $2,016 per person
CA $2,016
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

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Connelly Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Aug 4 to Aug 5
CA $156
CA $181 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"The staff was very friendly. The rooms were very clean and the breakfast was awesome overall, a very pleasant stay"

Reviewed on Jul 9, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
7.4/10 Good! (1,007 reviews)
"This is an aging property, poorly designed and in need of replacement, not a touch up, not a redecorating or renovation, replacement. The facility surrounds a pool that adds an uncomfortable level of humidity to the entire building. The room AC's can't keep up, particularly on hot days. The cleaning ..."

Reviewed on Jul 8, 2026

Get rates
Best Western Plus Kingston Hotel And Conference Center
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Aug 10 to Aug 11
CA $171
CA $200 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very good! (1,015 reviews)
"I was caught in a major storm and unable to physically get to the hotel and they would not refund the charge."

Reviewed on Jul 10, 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 1,359 properties in Connelly
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 Connelly vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,123 on Expedia. However, how much your vacation to Connelly costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Connelly?
If you're hoping to book a cheap Connelly vacation package, consider visiting in January, February and March. You'll typically find better prices on accommodations and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Connelly?
We suggest planning a Connelly vacation for a minimum of 2 days. This gives you time to tick off top sights such as Kingston Rondout Visitor Centre and Hudson Valley Mall, as well as explore neighbourhoods like Town of Ulster and Kingston Stockade District. You could even fit in a day trip (or two) from Connelly.
How to find the best Connelly package deals?
Start your search for a Connelly package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Connelly package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Connelly escape underway.
Is it cheaper to book a Connelly vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Connelly vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Connelly?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Connelly vacation.
How to plan a trip to Connelly?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to escape to Connelly.
  2. Plan your budget wisely: Besides the cost of your accommodations, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Connelly.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Connelly. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Connelly vacation package for you.

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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.