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Cheap Montgomery Hotels
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208 Montgomery NY
$90 nightly
The price is $102 total per night
$102 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
1.63 mi from city center
Located in Montgomery, Holiday Inn Express & Suites Montgomery by IHG is within a 15-minute drive of Ice Time Sports Complex and Angry Orchard.
Breakfast included
Parking included
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
$80 nightly
The price is $90 total per night
$90 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.81 mi from city center
Located in Montgomery, Super 8 by Wyndham Montgomery Maybrook is within a 15-minute drive of Orange County Arboretum and Algonquin Park.
Breakfast included
Parking included
Borland House Inn
130 Clinton Street Montgomery NY
$114 nightly
The price is $129 total per night
$129 total
Dec 22 - Dec 23
Total with taxes and fees
0.08 mi from city center
Located in Montgomery, Borland House Inn is in the historical district, within a 5-minute drive of City Winery Hudson Valley and Orange County Farmers Museum.
Breakfast included
Spa
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
$216 nightly
The price is $244 total per night
$244 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.01 mi from city center
When you stay at The Kartrite Resort & Indoor Waterpark in Monticello, you'll be near ski lifts, within a 10-minute walk of Resorts World Catskills and Concord Monster Golf Course.
Pool
Restaurant
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
$119 nightly
The price is $135 total per night
$135 total
Dec 19 - Dec 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
19.17 mi from city center
With a stay at Overlook Lodge at Bear Mountain in Bear Mountain, you'll be in a state park, within a 15-minute drive of Woodbury Common Premium Outlets and Bear Mountain State Park.
Pool
Spa
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
$98 nightly
The price is $120 total per night
$120 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.68 mi from city center
When you stay at Hampton Inn Harriman Woodbury in Central Valley, you'll be in a shopping district, within a 15-minute drive of Woodbury Common Premium Outlets and LEGOLAND® New York.
Pool
Breakfast included
Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
$194 nightly
The price is $216 total per night
$216 total
Dec 22 - Dec 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.18 mi from city center
Located in Monticello, Resorts World Catskills Casino is a 1-minute drive from Resorts World Catskills and 10 minutes from Holiday Mountain Ski and Fun Park.
Pool
Spa
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
$93 nightly
The price is $109 total per night
$109 total
Dec 27 - Dec 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.02 mi from city center
With a stay at Hampton Inn & Suites Poughkeepsie in Poughkeepsie (Crown Heights), you'll be within a 10-minute drive of Vassar College and Casperkill Golf Club.
Pool
Breakfast included
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
$93 nightly
The price is $108 total per night
$108 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
20.98 mi from city center
With a stay at Quality Inn Poughkeepsie in Poughkeepsie (Arlington), you'll be within a 15-minute walk of Vassar College and Frances Lehman Loeb Art Center.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
$101 nightly
The price is $114 total per night
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
8.7 mi from city center
Located in New Windsor, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is within a 5-minute drive of Hamilton Fish Bridge and National Purple Heart Hall of Honor.
Pool
Pet friendly
Wildflower Farms, Auberge Collection
2702 Main St Gardiner NY
$1,338 nightly
The price is $1,498 total per night
$1,498 total
Dec 23 - Dec 24
Total with taxes and fees
11.61 mi from city center
Located in Gardiner, Wildflower Farms, Auberge Collection is in the mountains, within a 5-minute drive of Tuthilltown Spirits and DM Weil Gallery.
Pool
Spa
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$101 nightly
The price is $117 total per night
$117 total
Dec 28 - Dec 29
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.03 mi from city center
A stay at Hyatt Place Poughkeepsie / Hudson Valley places you in the heart of Poughkeepsie, within a 10-minute drive of Marist College and Poughkeepsie Bridge.
Pool
Pet friendly
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Montgomery hotels essential information
Accommodation | 1,240 hotels |
|---|---|
Lowest Price | $90 |
Highest Price | $1,498 |
Popular hotels | Holiday Inn Express & Suites Montgomery by IHG, Super 8 by Wyndham Montgomery Maybrook, Borland House Inn, The Kartrite Resort & Indoor Waterpark, Overlook Lodge at Bear Mountain, Hampton Inn Harriman Woodbury, Resorts World Catskills Casino, Hampton Inn & Suites Poughkeepsie, Quality Inn Poughkeepsie, Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, Wildflower Farms, Auberge Collection, Hyatt Place Poughkeepsie / Hudson Valley |
Most Recent Montgomery Hotel Reviews
Hampton Inn Harriman Woodbury
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
" Nice large room. Friendly staff. Great breakfast selection. Great location. "
A verified traveler stayed at Hampton Inn Harriman Woodbury
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