Connelly Vacation Packages

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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.
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,272, price is now CA $1,338 per person
CA $1,338
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (244 reviews)
The property was absolutely beautiful- so well decorated! The staff was not only helpful and knowledgeable, but also very kind. If you’re looking for a beautiful luxury property, definitely don’t sleep on this one!

Reviewed on Jul 2, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $2,820, price is now CA $1,359 per person
CA $1,359
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
I love this place. I always choose to go here, but I have been disappointed the last few times that I’ve gone here. I’ve been given rooms where the AC unit is louder than the street. Preventing you from getting a good nights rest then last night I had to go to New York for an emergency and the AC unit in my room was not working and they said they provided a portable little did. I know it was a portable little fan that was blowing hot air I had to take two showers to stay cool and not hyperventilate now wasn’t terribly hot, but I am a person that runs really hot so I need cold AC air and I paid close to $500 on top of that I didn’t even get keys to my room. The maintenance man had to let me in my room. I guess their computer system was on now. The host was nice and kind but very disappointed very disappointed lately.

Reviewed on Jul 13, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $3,141, price is now CA $1,868 per person
CA $1,868
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
6/10 (2 reviews)
Wrong address no instructions

Reviewed on Jun 18, 2026

Faena New York

Faena New York

5 out of 5
Manhattan
Price was CA $3,518, price is now CA $2,163 per person
CA $2,163
per person
Aug 31 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
9.6/10 Exceptional! (63 reviews)
Amazing service

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,792, price is now CA $2,982 per person
CA $2,982
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)
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

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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 $167 per night from Jul 27 to Jul 28
CA $167
CA $194 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,020 reviews)
"Room is clean, breakfast was good. Excellent for the value"

Reviewed on Jul 12, 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! (1,010 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

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Best Western Plus Kingston Hotel And Conference Center
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jul 19 to Jul 20
CA $130
CA $146 total
Jul 19 - Jul 20
includes taxes & fees
8/10 Very good! (1,013 reviews)
"Great for a lower cost place to stay without sacrificing everything. There is no gym, no pool, no elevator, and poor sound proofing. BUT, guests were respectful during quiet hours, the breakfast was decent, and the staff was helpful and pleasant."

Reviewed on Jul 13, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
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 $1,338 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.