Cheap Hotels in Montgomery, NY from $77

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Top Montgomery Cheap Hotels

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
Montgomery
8.8 out of 10, Excellent, (795)
"Good stay"
United States
Fatima
$90 nightly
The price is $102
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 8 - Dec 9
Total with taxes and fees
Borland House Inn

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
Montgomery
6.4 out of 10, (1002)
"Nice place"
United States
Jason
$68 nightly
The price is $77
Dec 8 - Dec 9
Total with taxes and fees
Super 8 by Wyndham Montgomery Maybrook

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1007)
"Great breakfast, very nice staff, clean room."
United States
Lisa
$101 nightly
The price is $117
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1004)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$100 nightly
The price is $114
Dec 20 - Dec 21
Total with taxes and fees
Overlook Lodge at Bear Mountain

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1000)
"Clean room, staff is friendly especially at the cafe. "
United States
Cynthia
$84 nightly
The price is $95
Dec 22 - Dec 23
Total with taxes and fees
Courtyard by Marriott Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1006)
"The rooms are pretty nice and staff very welcoming and friendly."
United States
Hovendra
$119 nightly
The price is $138
Dec 14 - Dec 15
Total with taxes and fees
Homewood Suites by Hilton Poughkeepsie

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
Monroe
9.4 out of 10, Exceptional, (1002)
"Clean and easy check in. "
United States
chris
$86 nightly
The price is $97
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sleep Inn & Suites Monroe - Woodbury

Hampton Inn & Suites Poughkeepsie

2.5 star property
Crown Heights
8.8 out of 10, Excellent, (1004)
"Clean room, decent breakfast, friendly staff "
United States
Irina
$99 nightly
The price is $115
Dec 19 - Dec 20
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1004)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
$102 nightly
The price is $119
Dec 12 - Dec 13
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center
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.

Find out more about Montgomery

Discover cheap things to do in Montgomery

In Montgomery, New York, budget-conscious travelers can enjoy a variety of affordable and activities. Start your adventure at the historic Montgomery Village, where you can stroll through its charming streets and admire the beautifully preserved architecture, all while soaking up local history—this is a free activity that’s perfect for families. Next, head to the nearby Orange County Farmers Market, which offers fresh produce and homemade goods at friendly prices; sampling artisanal cheeses and baked goods makes for a delightful and budget-friendly outing. For nature lovers, the scenic views along the Wallkill Valley Rail Trail provide an excellent backdrop for a leisurely hike or bike ride, allowing you to enjoy the great outdoors without spending a dime. Don't miss a visit to the historic Montgomery Cemetery, where you can explore the resting place of popular local figures and enjoy the tranquil setting—ideal for a reflective afternoon. If you’re looking for a suitable area to stay, consider the hotels located near the village center, where you can find deals that offer both comfort and convenience. Many of these accommodations provide easy access to local dining options, including cozy diners and pizzerias where families can enjoy hearty meals without breaking the bank, ensuring a delightful experience in Montgomery.

Find the best cheap hotels in Montgomery

Travelers seeking affordable yet comfortable accommodations in Montgomery, New York, will find these top budget-friendly hotels ideal for a satisfying stay without breaking the bank.

Buck's Homestead B&B

  • Why it's great for a budget-friendly vacation: Buck's Homestead B&B is a delightful choice for budget travelers, an impressive review rating of 9.6. This charming bed and breakfast offers a complimentary continental breakfast and free Wi-Fi, ensuring guests start their day right while staying connected. With free self-parking available, guests can enjoy the convenience of exploring Montgomery without the worry of parking fees.
  • Other amenities: In addition to its budget amenities, Buck's Homestead features a lovely terrace for guests to relax outdoors. Air conditioning ensures comfort during warmer months, and the daily breakfast provides a range of delicious options to suit various tastes. The cozy atmosphere and attention to detail make this B&B a welcoming retreat for those seeking a budget-friendly yet enjoyable experience.
  • Nearby attractions: Orange County Farmers Museum - 2.77 miles, City Winery Hudson Valley - 1.61 miles, Thomas Bull Memorial Park - 4.52 miles

Borland House Inn

  • Why it's great for a budget-friendly vacation: Borland House Inn stands out for budget travelers seeking a charming and inviting atmosphere, earning a remarkable review rating of 9.2. Guests can enjoy a complimentary full breakfast daily, along with free Wi-Fi and self-parking, ensuring an easy experience. The inn's historical design and cozy ambiance make it a delightful place to unwind after a day of exploration.
  • Other amenities: Beyond budget-friendly amenities, this inn offers a terrace for relaxation and concierge services to assist with local attractions. Guests can also indulge in spa treatments and enjoy Egyptian cotton sheets for a touch of luxury. The inn's nearby winery tours adds an exciting option for exploration, while air conditioning keeps the environment comfortable throughout the stay.
  • Nearby attractions: Orange County Farmers Museum - 3.15 miles, City Winery Hudson Valley - 0.86 miles, Thomas Bull Memorial Park - 3.42 miles

Holiday Inn Express & Suites Montgomery by IHG

  • Why it's great for a budget-friendly vacation: Holiday Inn Express & Suites Montgomery by IHG is a superb choice for budget-conscious travelers, an impressive review rating of 8.8. Guests can start their day with a complimentary breakfast and enjoy free Wi-Fi throughout the hotel, ensuring a comfortable and convenient stay. The hotel also offers free self-parking, making it even easier for guests to explore the area without added expenses.
  • Other amenities: In addition to its budget amenities, guests will appreciate the 24-hour fitness facilities available for those looking to stay active. The hotel features microwaves in rooms, ideal for quick meals and snacks, and offers daily housekeeping services for added convenience. With a free to-go breakfast option and nearby winery tours, guests have a variety of enjoyable experiences to enhance their stay.
  • Nearby attractions: Orange County Farmers Museum - 2.12 miles, City Winery Hudson Valley - 2.55 miles, Thomas Bull Memorial Park - 4.72 miles

Super 8 by Wyndham Montgomery Maybrook

  • Why it's great for a budget-friendly vacation: Super 8 by Wyndham Montgomery Maybrook is an excellent budget option for travelers, with a review rating of 6.4. This hotel provides essentials like free Wi-Fi and a complimentary breakfast, allowing guests to enjoy a satisfying start to their day without additional costs. The free self-parking and RV/truck parking options ensure easy access for those traveling by car.
  • Other amenities: In addition to its budget-friendly offerings, the hotel features daily housekeeping to maintain guests' rooms and a child-friendly window design for families. The buffet breakfast provides a variety of choices, ensuring everyone finds something they enjoy. Guests can also benefit from the comfortable amenities provided, making it a practical choice for affordable lodging.
  • Nearby attractions: Orange County Farmers Museum - 2.89 miles, City Winery Hudson Valley - 3.32 miles, Thomas Bull Memorial Park - 3.78 miles

How can I get cheap hotels in Montgomery?

Best tips to find a cheap hotel in Montgomery

  1. If you're looking to travel to Montgomery on a budget, you'll be happy to know that you can find hotels for as low as $77. Of course, that price is affected by amenities, star rating, and even the time of year you visit. At most, hotel prices can be as high as $138. Staying a short amount of time in Montgomery is an effective way to reduce hotel costs.

  2. When you cut your vacation down to just a few days, you don't have to worry as much about hotel prices since you don't have that many nights to stay. For budget hotels in Montgomery, 3 to 4 days should be all the nights you need. That's generally enough to enjoy the city's top attractions, though there's certainly enough to do to warrant a week-long trip.

  3. When booking cheap hotel rooms in Montgomery, it's typically best to book about 3 weeks in advance. Book further in advance than that and you could be paying too much for your room, as hotels will often overestimate future demand. However, if you wait too long, you might find that the hotel has been completely booked.

  4. When you utilize search filters on Expedia, you'll be able to narrow down your results in a flash. These search filters cover a wide variety of factors you may be interested in when it comes to finding a cheap hotel in Montgomery, including amenities such as Free Breakfast, 2-star rating, or proximity to local attractions. You can even set filters for price limits to ensure that all the displayed results are within your budget.

Top Montgomery Hotel Reviews

Frequently asked questions

What is Montgomery like for travelers on a budget?
Montgomery has a variety of cheap accommodations and places to visit, making it a great choice for a budget-friendly getaway. You can find ways to save money while getting to know this destination, which is home to attractions like City Winery Hudson Valley, Orange County Arboretum, and Highland Lakes State Park.
When is the best time for a budget trip to Montgomery?
Weather is probably a major factor when you plan your trip to Montgomery, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Montgomery are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What is there to see and do in Montgomery?
Montgomery is known for its dining options and offers things to see and do without spending a fortune. You can budget for the local attractions that interest you most, and then fill your itinerary with activities that cost very little. Head to Galleria at Crystal Run and Monroe Federal Plaza Shopping Center for some bargain shopping, or hunt for deals at Soons Orchards.
How can I get to Montgomery and get around on a budget?
Scoping out the transportation options in Montgomery is a smart way to keep your trip affordable. The closest airport is Stewart Intl. Airport (SWF), situated 8 mi (12.9 km) away. Montgomery might not have very many public transportation choices so a car rental could be an economical alternative to explore more of the area.

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