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27 Aug - 28 Aug
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28 Aug - 29 Aug
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29 Aug - 31 Aug
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Top 10 Montgomery hotels and places to stay

Our top choices for Montgomery hotels

Hampton Inn Harriman Woodbury
Lobby

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Great stay great staff great accommodations "
The price is ฿3,562
฿4,386 total
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Harriman Woodbury
Fairfield Inn & Suites by Marriott Goshen Middletown
View from property

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay when you’re in need of relaxation and some family time!"
The price is ฿3,279
฿4,037 total
includes taxes & fees
16 Sept - 17 Sept
Fairfield Inn & Suites by Marriott Goshen Middletown
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very good, (1006)
"Great staff and rooms "
The price is ฿3,476
฿4,106 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express & Suites Montgomery by IHG
Exterior

Holiday Inn Express & Suites Montgomery by IHG

2.5 star property
8.8 out of 10, Excellent, (758)
"Super clean and breakfast was amazing "
The price is ฿3,409
฿3,856 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook
In-room safe, desk, iron/ironing board, free cots/infant beds

Super 8 by Wyndham Montgomery Maybrook

2.5 star property
6.4 out of 10, (1004)
"Very nice clean and quit location. Staff was very accommodating and friendly."
The price is ฿2,568
฿2,905 total
includes taxes & fees
7 Sept - 8 Sept
Super 8 by Wyndham Montgomery Maybrook
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (125)
"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
Americas Best Value Inn New Paltz
Pillow-top beds, desk, blackout curtains, iron/ironing board

Americas Best Value Inn New Paltz

2.0 star property
8.8 out of 10, Excellent, (1005)
"Great place would stay again"
The price is ฿3,258
฿3,648 total
includes taxes & fees
28 Aug - 29 Aug
Americas Best Value Inn New Paltz
Sleep Inn & Suites Monroe - Woodbury
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

2.5 star property
9.4 out of 10, Exceptional, (1006)
"great place to stay"
The price is ฿3,652
฿4,132 total
includes taxes & fees
10 Sept - 11 Sept
Sleep Inn & Suites Monroe - Woodbury
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1011)
"3rd stay at this cottage and we love it. Will definitely be staying here in the future "
The price is ฿5,487
฿6,207 total
includes taxes & fees
28 Aug - 29 Aug
Overlook Lodge at Bear Mountain
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Reception

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (865)
"Could tell it was renovated but it was a good stay "
The price is ฿2,870
฿3,214 total
includes taxes & fees
21 Sept - 22 Sept
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Sleep Inn & Suites Middletown - Goshen
BBQ/picnic Area

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.4 out of 10, Very good, (1015)
"Great stay"
The price is ฿3,338
฿3,943 total
includes taxes & fees
23 Sept - 24 Sept
Sleep Inn & Suites Middletown - Goshen
Quality Inn & Suites Fishkill South near I-84
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1016)
"Good place to stay"
The price is ฿3,123
฿3,533 total
includes taxes & fees
7 Sept - 8 Sept
Quality Inn & Suites Fishkill South near I-84
The Hamlet Inn at Warwick
Deluxe Double Room | 1 bedroom, Select Comfort beds, desk, soundproofing

The Hamlet Inn at Warwick

2.5 star property
7.4 out of 10, Good, (123)
"Great price rooms clean"
The price is ฿3,084
฿3,489 total
includes taxes & fees
31 Aug - 1 Sept
The Hamlet Inn at Warwick
Holiday Inn Express West Point by IHG
Free daily full breakfast

Holiday Inn Express West Point by IHG

2.5 star property
9.2 out of 10, Wonderful, (154)
"Staff were very nice and quick check-in. The room was clean and the bed was super comfy!"
The price is ฿4,256
฿4,814 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express West Point by IHG
Hyatt Place Poughkeepsie / Hudson Valley
Exterior

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
8.8 out of 10, Excellent, (1005)
"Beautiful hotel with self parking and great breakfast."
The price is ฿3,604
฿4,185 total
includes taxes & fees
10 Sept - 11 Sept
Hyatt Place Poughkeepsie / Hudson Valley
Hampton Inn by Hilton Middletown
Exterior

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1003)
"Property was clean and staff was friendly. "
The price is ฿3,286
฿3,881 total
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn by Hilton Middletown
Countryside Motel
Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

2.0 star property
7.2 out of 10, Good, (245)
"Reasonably priced "
The price is ฿2,761
฿2,993 total
includes taxes & fees
28 Aug - 29 Aug
Countryside Motel
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very good, (1009)
"Excellent hotel!!"
The price is ฿3,733
฿4,223 total
includes taxes & fees
2 Sept - 3 Sept
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Beacon Hotel
Deluxe Double Room, Private Bathroom | Shared kitchen

Beacon Hotel

2.0 star property
6.8 out of 10, (55)
"This was such a unique stay! I had never been to Beacon before, but I loved it and would recommend this hotel to anyone looking to go! The hotel can be a little hard to find at first, but I felt safe staying!"
The price is ฿3,896
฿6,920 total
includes taxes & fees
2 Sept - 3 Sept
Beacon Hotel
Cadet Motel
Exterior

Cadet Motel

2.0 star property
6.4 out of 10, (292)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is ฿2,565
฿3,030 total
includes taxes & fees
31 Aug - 1 Sept
Cadet Motel
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.
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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.

See all hotels in Montgomery
Photo by ViajandoconAna Rustrian
Open Photo by ViajandoconAna Rustrian

Top Montgomery Hotel Reviews

More cheap stays in Montgomery

More cheap stays in Montgomery

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

536 Haight Ave, Building A, Poughkeepsie, NY
The price is ฿3,298 per night from 21 Sept to 22 Sept
฿3,298
฿3,830 total
21 Sept - 22 Sept
includes taxes & fees
7.6/10 Good! (403 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 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 water park. Resorts World Catskills Casino and Sleep Inn & Suites Middletown - Goshen 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 Orange County Arboretum and Thomas Bull Memorial Park 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.