Montgomery Vacations

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Top Hotel Deals

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
2.63 km from city center
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 ...
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
2.92 km from city center
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. ...
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
0.13 km from city center
Book a stay at this business-friendly B&B in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Popular attractions City Winery Hudson Valley and ...
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
37.06 km from city center
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
25.26 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 ...
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
37.32 km from city center
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
29.99 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 ...
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
29.02 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 ...
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
20.02 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 breakfast and the helpful ...
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
29.03 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 ...
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
30.87 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 by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing Middletown NY
13.96 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 ...
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
27.56 km from city center
Book a stay at this business-friendly hotel in New Paltz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
18.69 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
13.84 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. ...
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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 14 hours ago
$451
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Jan 16 from Orlando Intl. to Stewart Intl., returning Sun, Jan 18, priced at $451 found 14 hours ago