Jefferson Valley 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 Jefferson Valley Vacation

With every last detail planned before you go away, our Jefferson Valley vacation packages mean you can simply focus on having a great time. Whether you're staying in the neighborhood of Montrose, which is good for walking, or another area, this interesting city offers a world of discoveries. Ready to explore? Franklin D. Roosevelt State Park, Jefferson Valley Mall and Putnam County Golf Course are just a few of the best places to visit during a trip to Jefferson Valley. Whoever you're heading away with and whatever the size of your budget, your ultimate Jefferson Valley vacation is just a few clicks away with Expedia.

Top Jefferson Valley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $1,376, price is now CA $895 per person
CA $895
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,492 reviews)

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $6,044, price is now CA $3,372 per person
CA $3,372
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,007 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $2,556, price is now CA $1,545 per person
CA $1,545
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,822 reviews)
Location was awesome. Price was very competitive. Enjoyed the stay.

Reviewed on Jul 31, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,719, price is now CA $1,644 per person
CA $1,644
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was CA $3,201, price is now CA $1,937 per person
CA $1,937
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (719 reviews)

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Jefferson Valley Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Aug 30 to Aug 31
CA $177
CA $203 total
Aug 30 - Aug 31
includes taxes & fees
8.4/10 Very good! (1,771 reviews)
"Clean room. Great amenities."

Reviewed on Jul 30, 2026

Baymont by Wyndham White Plains - Elmsford
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 $145 per night from Aug 2 to Aug 3
CA $145
CA $166 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very good! (1,350 reviews)
"The room was not clean. I requested full service for my beds sheets to be changed multiple days and they were never changed. The first room that they had put me in was falling apart the shower faucet was coming off of the wall. The bed was peeling. The second room was a little bit better as it was ..."

Reviewed on Jul 30, 2026

Ethan Allen Hotel
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

3.5 out of 5
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Aug 2 to Aug 3
CA $211
CA $241 total
Aug 2 - Aug 3
includes taxes & fees
7/10 Good! (1,000 reviews)
"Facility needs a cleaning"

Reviewed on Jul 29, 2026

Sleepy Hollow Hotel, a Dolce by Wyndham
See all 641 properties in Jefferson Valley
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 Jefferson Valley vacation package cost?
Offering excellent value package deals from CA $895 on Expedia, you'll be surprised at how little a vacation to Jefferson Valley costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Jefferson Valley?
If you're hoping to snag a cheap Jefferson Valley vacation package, consider travelling in January, February and March. You're likely to find better prices on hotels and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Jefferson Valley?
With a well-organized travel plan, you can easily tick off the main Jefferson Valley sights in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Jefferson Valley vacation for longer.
How to find the best Jefferson Valley package deals?
Use Expedia's filter tool to find some unbeatable Jefferson Valley package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Jefferson Valley package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Jefferson Valley vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your Jefferson Valley getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Jefferson Valley?
Land incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Jefferson Valley break.
How to plan a trip to Jefferson Valley?

  1. Pick your dates: The things you'd like to do in Jefferson Valley and your preferred season can help you decide when to go.
  2. Set a budget: Factor in costs like transportation, flights and meals when calculating how much to save for your trip to Jefferson Valley. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a lavish retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering Jefferson Valley. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Jefferson Valley 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.