Tillson Vacation Packages

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Your Tillson Vacation

When a city break is calling, answer it with a Tillson vacation package. The neighborhood of Kingston Stockade District, which is good for families, festivals and markets, makes an excellent base for your adventures. You'll want to sightsee during your trip to Tillson. Carve out some time for famous attractions like State University of New York-New Paltz, Mohonk Golf Course and Huguenot Street Historic District. Expedia will help you escape your daily routine. Tailor your vacation to Tillson to match your travel style, whatever that may be!

Top Tillson Vacation Deals

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

2.5 out of 5
Price was CA $1,288, price is now CA $850 per person
CA $850
per person
Sep 13 - Sep 20
just found
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,847 reviews)
This was truly a wonderful experience! Comfortable beds, charming staff, spacious rooms. Only flaw was no elevator, but otherwise perfect.

Reviewed on Jul 12, 2026

5th & 55th Residence Club

5th & 55th Residence Club

5 out of 5
Manhattan
Price was CA $7,559, price is now CA $4,508 per person
CA $4,508
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very good! (5 reviews)

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was CA $1,528, price is now CA $955 per person
CA $955
per person
Sep 11 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,710 reviews)
They don't have enough air-conditioning. The room was HOT and not in a good way.

Reviewed on Jul 12, 2026

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 20 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
Hope you like the heat. A/C is trash. The lowest your room will get is 74 F. You will sweat at night. You can switch rooms, it won’t help. Never again.

Reviewed on Jul 12, 2026

Smyth Tribeca

Smyth Tribeca

4.5 out of 5
Manhattan
Price was CA $1,565, price is now CA $988 per person
CA $988
per person
Oct 2 - Oct 5
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
The room was good but it was unclear whether the snacks and water in the room was included or not. The menu kept on the table didn't have those items in it. We were disappointed by the dirty carpets in the lift lobby on 6th floor. After checking-in past midnight, arriving on the 6th floor, the first thing we saw was the dirty, looked like coffee stained, carpet. We thought may be somebody dropped it late in the evening and it didn't get cleaned. It was there when we checked out 3 days later. While deciding on the hotel to stay we had looked at Frederick (significantly cheaper), which is just across the street, and dropped it because the reviews said "mushy smell in the rooms". Wise decision, not sure!

Reviewed on Jul 10, 2026

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Tillson 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 Aug 11 to Aug 12
CA $167
CA $194 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,017 reviews)
"Nice hotel for family"

Reviewed on Jul 11, 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! (1,009 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
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 $166 per night from Jul 28 to Jul 29
CA $166
CA $194 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very good! (1,016 reviews)
"The staff were so friendly & helpful! We had a great evening at the restaurant, and the food & cocktails were delicious!"

Reviewed on Jul 12, 2026

DoubleTree by Hilton Poughkeepsie Convention Center
See all 1,391 properties in Tillson
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 Tillson vacation package cost?
You'll find cheap prices from CA $850 on Expedia for your Tillson break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Tillson costs.
What are the cheapest months to go to Tillson?
To score cheap Tillson vacation packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll typically find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Tillson?
Generally, a few days is enough for a Tillson vacation. With a carefully crafted itinerary, you can visit all the leading attractions such as Labyrinth Trailhead, as well as discover some hidden gems along the way.
How to find the best Tillson package deals?
Bagging a cheap Tillson package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Tillson package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Tillson vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Tillson vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Tillson?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Tillson vacation.
How to plan a trip to Tillson?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Tillson.
  2. Budget wisely: As well as the price of your accommodations, you should consider other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Tillson.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Tillson. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Tillson vacation package that brings all your bookings together.

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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.