Connelly Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Connelly

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 2.892.120 ₫ per night from 19 Aug to 20 Aug
2.892.120 ₫
3.358.475 ₫ total
19 Aug - 20 Aug
includes taxes & fees
Hyatt Place Poughkeepsie / Hudson Valley
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 3.104.323 ₫ per night from 16 Aug to 17 Aug
3.104.323 ₫
3.635.938 ₫ total
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"no"

Reviewed on 20 Jul 2026

DoubleTree by Hilton Poughkeepsie Convention Center
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is 3.971.407 ₫ per night from 26 Jul to 27 Jul
3.971.407 ₫
4.492.514 ₫ total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (931 reviews)
"Clean room breakfast was ok"

Reviewed on 20 Jul 2026

Beekman Arms and Delamater Inn
See all 1,362 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.

Frequently asked questions

How much does a Connelly holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Connelly costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Connelly?
You can typically find lower rates and better availability in January, February and March. Take a look at our cheap Connelly holiday packages and you could land some great off-season deals.
How many days is enough for Connelly?
The ideal duration for your Connelly holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the major sights and discover some hidden treasures along the way.
How to find the best Connelly package deals?
Start your search for a Connelly package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Connelly package deal straight away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Connelly escape off to a flying start.
Is it cheaper to book a Connelly holiday as a package?
Expedia holiday 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 typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Connelly holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Connelly?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Connelly escape.
How to plan a trip to Connelly?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Connelly.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Connelly. Then, pick a property that suits your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Connelly. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Connelly holiday package that brings all your bookings together.