Connelly Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,719
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)
The hotel is very well situated, and we got great service (shoutout to Manuel at reception!). The public areas and the room were all very clean and well maintained. The room doors slam very loudly, and so when other guests leave or arrive early morning or late at night we hear doors slamming. It would be accommodating if complimentary water bottles were replenished daily and not just upon arrival. We would stay there again!
Reviewed on Aug 30, 2026
33 Hotel, New York City, Seaport
Manhattan
CA $1,197
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
What a wonderful NYC experience!
Felt like we were the only ones there , the way everyone treated us! Awesome service.. great food and the use of space made the room more useful than most hotels I’ve been to (and I’ve traveled extensively!)
I will be happy to return!
Reviewed on Aug 29, 2026
Hotel Riu Plaza New York Times Square
Manhattan
CA $1,305
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
I came back from my holiday, it was a great stay. Everything was walking distance from the hotel to time square. Staff was friendly, breakfast was great and organized. Check in & out was very smooth as well. I plan to come back.
Reviewed on Aug 29, 2026
Ready to book your vacation to Connelly?
Connelly Hotel Deals
Houseboat River Queen a Peaceful Retreat on The Rondout Creek
Connelly NY
10/10 Exceptional! (5 reviews)
"The stay on the houseboat was so great! We stayed here for a weekend when attending an event at Hutton Brickyards. Steve was a great host and was available and responsive for any questions. We loved coffees on the seating area in the morning and evenings enjoying the view of the water. Definitely ..."
Reviewed on Aug 29, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
CA $136
CA $158 total
Sep 28 - Sep 29
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when ..."
Reviewed on Aug 29, 2026
Beekman Arms and Delamater Inn
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
CA $224
CA $253 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very good! (991 reviews)
"Dated and dingy."
Reviewed on Aug 30, 2026
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.
Frequently asked questions
How much does a Connelly vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,017 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?
- 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.
- 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.
- 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.
- Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the right Connelly vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
