Vails Gate Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
16.51 km from city center
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
26.22 km from city center
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
15.96 km from city center
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
24.26 km from city center
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
23.33 km from city center
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
25.61 km from city center
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 ...
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
28.22 km from city center
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery ...
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
95 Route 17K Newburgh NY
5.83 km from city center
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
21.86 km from city center
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 ...
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
15.48 km from city center
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3 out of 5
900 Thomas Watson Dr Poughkeepsie NY
25.19 km from city center
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3 out of 5
25 Westage Road Fishkill NY
15.94 km from city center
Book a stay at this business-friendly hotel in Fishkill. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
4.6 km from city center
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 ...
Hampton Inn Fishkill

Hampton Inn Fishkill

2.5 out of 5
544 Route 9 Fishkill NY
16.21 km from city center
Book a stay at this family-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Inn on the Hudson

Inn on the Hudson

2 out of 5
634 Main Street Peekskill NY
21.15 km from city center
Book a stay at this business-friendly hotel in Peekskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Don't see what you're looking for?
See all available properties in Vails Gate
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 16 from Orlando Intl. to Stewart Intl., returning Sun, Jan 18, priced at $216 found 3 days ago
Breeze Airways
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$221 Roundtrip, found 5 days ago
$221
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jun 5 from Orlando Intl. to Stewart Intl., returning Mon, Jun 8, priced at $221 found 5 days ago
Breeze Airways
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$226 Roundtrip, found 3 days ago
$226
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 16 from Orlando Intl. to Stewart Intl., returning Sun, Jan 18, priced at $226 found 3 days ago
Breeze Airways
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$451 Roundtrip, found 16 hours ago
$451
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Jan 16 from Orlando Intl. to Stewart Intl., returning Sun, Jan 18, priced at $451 found 16 hours ago