Exclusive City Winery Hudson Valley Vacation Deals
City Winery Hudson Valley vacation package deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Montgomery by IHG
Price was CA $767, price is now CA $701 per person
CA $701
per person
Jan 21 - Jan 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Courtyard by Marriott Newburgh Stewart Airport
Price was CA $967, price is now CA $755 per person
CA $755
per person
Jan 21 - Jan 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
Courtyard by Marriott Middletown Goshen
Price was CA $840, price is now CA $736 per person
CA $736
per person
Jan 21 - Jan 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Holiday Inn Express & Suites Middletown - Goshen by IHG
Price was CA $1,096, price is now CA $979 per person
CA $979
per person
Jan 21 - Jan 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
Holiday Inn Express Hotel & Suites Chester by IHG
Price was CA $1,060, price is now CA $948 per person
CA $948
per person
Jan 21 - Jan 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was CA $729, price is now CA $729 per person
CA $729
per person
Jan 21 - Jan 27
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Newburgh (SWF)
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Top City Winery Hudson Valley hotel deals
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208 Montgomery NY
Free cancellation
The price is CA $118 per night
CA $118
CA $134 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
Free cancellation
Reserve now, pay when you stay
The price is CA $110 per night
CA $110
CA $124 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions City Winery Hudson Valley and Orange County Farmers Museum are located nearby.
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
The price is CA $135 per night
CA $135
CA $160 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.
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View all propertiesLowest 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.