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Top 10 Montgomery hotels and places to stay

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Very clean and breakfast was worthy."
The price is ฿3,865
฿4,565 total
includes taxes & fees
7 Aug - 8 Aug
Holiday Inn Express Hotel & Suites Chester by IHG

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great stay great staff great accommodations "
The price is ฿3,915
฿4,821 total
includes taxes & fees
7 Aug - 8 Aug
Hampton Inn Harriman Woodbury

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1001)
"Would like to stay here again."
The price is ฿4,553
฿5,150 total
includes taxes & fees
25 Aug - 26 Aug
Overlook Lodge at Bear Mountain

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (744)
"Super clean and breakfast was amazing "
The price is ฿3,796
฿4,294 total
includes taxes & fees
7 Aug - 8 Aug
Holiday Inn Express & Suites Montgomery by IHG

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"We loved our stay here! It was cozy, quiet, and the breakfast was amazing. The staff was wonderful at getting accomodations ready for our child before we arrived. Highly recommend for anyone who wants to enjoy a quiet and relaxing getaway within walking distance to shops and restaurants."
Borland House Inn

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1000)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is ฿2,673
฿3,024 total
includes taxes & fees
3 Aug - 4 Aug
Super 8 by Wyndham Montgomery Maybrook

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1011)
"Nice staff, short driving distance to eateries, quiet environment, clean and nice room for a short stay."
The price is ฿3,338
฿3,776 total
includes taxes & fees
7 Aug - 8 Aug
Quality Inn & Suites Fishkill South near I-84

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1004)
"Staff was friendly, room was very nice and clean, beds were very comfortable "
The price is ฿3,682
฿4,165 total
includes taxes & fees
10 Aug - 11 Aug
Sleep Inn & Suites Monroe - Woodbury

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (976)
"Great breakfast, great room. "
The price is ฿3,603
฿4,436 total
includes taxes & fees
7 Aug - 8 Aug
Fairfield Inn & Suites by Marriott Goshen Middletown

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1000)
"Great place would stay again"
The price is ฿3,101
฿3,474 total
includes taxes & fees
7 Aug - 8 Aug
Americas Best Value Inn New Paltz

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1012)
"Staff was very kind and breakfast was good "
The price is ฿3,171
฿3,746 total
includes taxes & fees
24 Aug - 25 Aug
Sleep Inn & Suites Middletown - Goshen

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great clean hotel "
The price is ฿3,600
฿4,180 total
includes taxes & fees
14 Aug - 15 Aug
Hyatt Place Poughkeepsie / Hudson Valley

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1003)
"The location was perfect for my stay. "
The price is ฿3,731
฿4,332 total
includes taxes & fees
19 Aug - 20 Aug
Hampton Inn & Suites Poughkeepsie

Holiday Inn Express West Point by IHG

2.5 star property
9.2 out of 10, Wonderful, (138)
"Front desk was efficient and polite Room very clean and breakfast was terrific!"
The price is ฿4,422
฿5,002 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express West Point by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
8.8 out of 10, Excellent, (1003)
"I would stay here again. It's a good hotel, easy in and out access to highway, close to attractions, clean. "
The price is ฿3,570
฿4,146 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Poughkeepsie by IHG

Courtyard by Marriott Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1001)
"It a nice relaxing place to stay"
The price is ฿3,734
฿4,224 total
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (849)
"The staff were helpful with suggestions in the area and accommodations were nice. I’d stay here again in the future. "
The price is ฿3,171
฿3,552 total
includes taxes & fees
14 Aug - 15 Aug
SureStay Plus Hotel by Best Western Highland Poughkeepsie

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
9.2 out of 10, Wonderful, (771)
"Place was great have stayed here many times."
The price is ฿3,891
฿4,597 total
includes taxes & fees
3 Aug - 4 Aug
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Comfort Suites Fishkill near Interstate 84

2.5 star property
9.0 out of 10, Wonderful, (1002)
"A relaxing experience there with the staff and easy navigating "
The price is ฿3,874
฿4,383 total
includes taxes & fees
17 Aug - 18 Aug
Comfort Suites Fishkill near Interstate 84

Countryside Motel

2.0 star property
7.2 out of 10, Good, (243)
"My husband Randy stayed at the hotel for pleasure. The hotel was clean, staff were friendly. It was quiet during the evening hours and it was convenient to restaurants and shops. The price was very good compared to all the other hotels."
The price is ฿3,112
฿3,372 total
includes taxes & fees
3 Aug - 4 Aug
Countryside Motel
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Learn more about Montgomery

Stroll through charming streets lined with historic buildings, soaking in the small-town atmosphere of this Hudson Valley gem. Explore nearby wineries and parks, or catch a show at the City Winery for a perfect blend of culture and nature.

Photo by ViajandoconAna Rustrian
Open Photo by ViajandoconAna Rustrian

Top Montgomery Hotel Reviews

Frequently asked questions

What's the best place for a stay in Montgomery?

Buck's Homestead B&B is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Reviews from our site also recommend Holiday Inn Express & Suites Montgomery by IHG and Borland House Inn as top choices for your visit. See all available top hotels, or vacation rentals in Montgomery.

If I need to cancel my hotel reservation in Montgomery, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montgomery.

What's the best budget-friendly hotel in Montgomery?

Based on reviews, Super 8 by Wyndham Montgomery Maybrook is a popular 2.5-star property for our travellers looking for an economical choice, and features free buffet breakfast and free WiFi. Another top option for your stay on the cheap is Holiday Inn Express & Suites Montgomery, an IHG Hotel. View all budget hotels in Montgomery.

What's the best hotel for a family holiday to Montgomery?

Holiday Inn Express & Suites Montgomery, an IHG Hotel is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other choices to stay with the children include Super 8 by Wyndham Montgomery Maybrook and Borland House Inn. Also, attractions such as LEGOLAND® New York and SplashDown Beach are fun for children of all ages. Find more child-friendly accommodations in Montgomery.

What's the best LGBTQ-friendly place to stay in Montgomery?

Holiday Inn Express & Suites Montgomery by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Montgomery.

What's the best dog-friendly accommodation option in Montgomery?

Borland House Inn is a top dog-friendly B&B, and offers a restaurant and concierge services for its human guests. See more pet-friendly hotel accommodations in Montgomery.

What are some accommodation options with pools in Montgomery?

The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Provides a children's pool, an indoor pool and a lazy river. La Quinta Inn & Suites by Wyndham Middletown-Goshen and Resorts World Catskills Casino are a couple of other choices with an on-site pool. View all hotels with pools in Montgomery.

What is the best spa hotel in Montgomery?

Borland House Inn is a highly recommended spa hotel with a restaurant. Spend an afternoon at the spa where you’ll find facials. See all spa hotels in Montgomery.

What is staying in Montgomery like?

Budget-minded travellers will find good deals in Montgomery, and many visitors will definitely appreciate the restaurants. Tourists can also enjoy the city's gardens, shopping and coffee shops. Top sights around the area include LEGOLAND® New York and Woodbury Common Premium Outlets. In Montgomery, there are 22 hotels and other accommodation options to choose from. Find out more about Montgomery.

What should I see while I'm in Montgomery?

The picturesque setting of Thomas Bull Memorial Park and Orange County Arboretum exemplify the area's natural beauty. You'll also find LEGOLAND® New York and Woodbury Common Premium Outlets in the area. Take a look at what more there is to see and do in Expedia's Montgomery guide.

What's the weather like in Montgomery?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.