Book Cheap Hotels in Montgomery

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Most frequently booked Montgomery hotels

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
Free cancellation
2.63 km from city centre
The price is CA $131 per night
CA $131
CA $149 total
Jan 27 - Jan 28, 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.
Breakfast included
Parking included
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
Free cancellation
Reserve now, pay when you stay
2.92 km from city centre
The price is CA $105 per night
CA $105
CA $118 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.
Breakfast included
Parking included
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
0.13 km from city centre
Get rates
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 Orange County Farmers Museum are located nearby.
Breakfast included
Spa
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
37.06 km from city centre
The price is CA $218 per night
CA $218
CA $334 total
Jan 8 - Jan 9, 2026
includes taxes & fees
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 staff and the clean rooms in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free cancellation
Reserve now, pay when you stay
30.87 km from city centre
The price is CA $148 per night
CA $148
CA $168 total
Jan 14 - Jan 15, 2026
includes taxes & fees
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 attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Pool
Spa
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Free cancellation
Reserve now, pay when you stay
25.26 km from city centre
The price is CA $134 per night
CA $134
CA $165 total
Jan 11 - Jan 12, 2026
includes taxes & fees
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 in our reviews. Popular attractions Woodbury Common Premium Outlets and Old Glory Mall Shopping Center are located nearby.
Pool
Breakfast included
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Free cancellation
Reserve now, pay when you stay
37.32 km from city centre
Get rates
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 in our reviews. Popular attractions Resorts World Catskills and Concord Monster Golf Course are located nearby.
Pool
Spa
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
29.02 km from city centre
The price is CA $139 per night
CA $139
CA $162 total
Jan 9 - Jan 10, 2026
includes taxes & fees
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 reviews. Popular attractions Casperkill Golf Club and Bananas Comedy Club are located nearby.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
29.03 km from city centre
The price is CA $138 per night
CA $138
CA $161 total
Jan 12 - Jan 13, 2026
includes taxes & fees
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 helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Pool
Pet-friendly
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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 family friendly Montgomery hotel deals

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2105 Route 208 Montgomery NY
The price is CA $131 per night from Jan 27 to Jan 28
CA $131
CA $149 total
Jan 27 - Jan 28, 2026
includes taxes & fees
8.6/10 Excellent! (801 reviews)

Top cheap Montgomery hotel deals

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

207 Montgomery Rd Montgomery NY
The price is CA $105 per night from Jan 1 to Jan 2
CA $105
CA $118 total
Jan 1 - Jan 2, 2026
includes taxes & fees
6.2/10 (1,000 reviews)

Top hotels in Montgomery for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY
The price is CA $215 per night from Jan 4 to Jan 5
CA $215
CA $396 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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.

Montgomery hotels essential information

Accommodation
1,241 hotels
Lowest Price
CA $118
Highest Price
CA $396
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, Hyatt Place Poughkeepsie / Hudson Valley

Frequently asked questions

What are the top kid-friendly hotels in Montgomery?
From cool amenities to extra room to move, kid-friendly hotels come with features that can help turn a good family vacation into an incredible one. These Montgomery options make vacationing with young ones a snap: Put your bags down at Borland House Inn. It comes with complimentary breakfast, a picnic area and a flair for making families feel at home. Alternatively, spend your Montgomery break at Bucks Homestead B&B. Take advantage of complimentary breakfast, a swimming pool and more here.
Where can I find cheap hotels in Montgomery?
At Travelocity you'll find really nice hotels in Montgomery at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montgomery rather than in Montgomery. We may find you even better rates, too.
How do I find the best Montgomery hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montgomery then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montgomery?
The cheapest hotel in Montgomery is CA $118 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montgomery?
There are 1,241 hotels in Montgomery on Travelocity.
What are the best hotels in Montgomery?
Montgomery has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montgomery for you!
When is the best time to visit Montgomery?
If you want the joy of a fun-filled trip in peak season, visit Montgomery during July, October and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, August and December.
When is the cheapest time to stay in Montgomery?
Based on historic data is usually the cheapest month to visit Montgomery. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montgomery?
There are multiple hotels in Montgomery that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montgomery. We have plenty of kid-friendly hotels in Montgomery to choose from on Travelocity!
Why book a hotel in Montgomery through Travelocity?
Because we have the top hotels in Montgomery! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montgomery on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montgomery hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Very clean room - great stay would stay again! "
A verified traveller stayed at Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG

Hotels near…

Areas of Montgomery