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Hotels in Montgomery

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Choose from 1242 Montgomery Hotel Deals

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

2.5 out of 5
2105 Route 208 Montgomery NY
  • 10 min drive from Orange County Arboretum
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 ...
8.6/10 Excellent! (804 reviews)
The breakfast pancake machine has yet to be operating at any of our stays here. Similarly both ice machines have been inoperable or removed. Nice indoor pool but warmer temperature would be preferred (especially in winter months)

Reviewed on Jan 3, 2026

Holiday Inn Express & Suites Montgomery by IHG
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

2.5 out of 5
207 Montgomery Rd Montgomery NY
  • 9 min drive from Orange County Arboretum
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. ...
6.2/10 (1,002 reviews)
Nice place

Reviewed on Nov 18, 2025

Super 8 by Wyndham Montgomery Maybrook
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
  • 9 min drive from Orange County Arboretum
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 ...
9.2/10 Wonderful! (146 reviews)
Clean room. Lots of charm. Our only complaint has more to do with Google maps that sent us to the back of the property up a dead end road.

Reviewed on Jan 3, 2026

Borland House Inn
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
  • 55 min drive from Orange County Arboretum
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 ...
8/10 Very Good! (1,894 reviews)
Resort Review: A Mixed Experience I recently visited Kartrite Resort for a family celebration, and while I have always loved this establishment, this trip was marred by some significant challenges. The Good: The resort's rooms and amenities continue to impress. The accommodations are comfortable, ...

Reviewed on Jan 1, 2026

The Kartrite Resort & Indoor Waterpark
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
  • 34 min drive from Orange County Arboretum
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 ...
9.2/10 Wonderful! (1,019 reviews)
Courteous staff, clean room.

Reviewed on Dec 31, 2025

Hampton Inn Harriman Woodbury
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
  • 56 min drive from Orange County Arboretum
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 ...
8.6/10 Excellent! (1,112 reviews)
Love the staff!!! So nice!!!!

Reviewed on Jan 1, 2026

Resorts World Catskills Casino
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
  • 24 min drive from Orange County Arboretum
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,001 reviews)
clean super safe lady at front desk was very helpful

Reviewed on Jan 2, 2026

Sleep Inn & Suites Middletown - Goshen
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
  • 21 min drive from Orange County Arboretum
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,005 reviews)
Yankee the hotel manager was great. Elevator was out of order but it was still amazing. She was so lovely and accommodating. The place was under construction but rooms were clean and spacious and pool and gym were nice

Reviewed on Jan 1, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
  • 51 min drive from Orange County Arboretum
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 ...
8.8/10 Excellent! (1,002 reviews)
All good. Thanks.

Reviewed on Dec 29, 2025

Hampton Inn & Suites Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
  • 52 min drive from Orange County Arboretum
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 ...
8.8/10 Excellent! (1,014 reviews)
I was unable to attend breakfast this time as I had to run off in the morning but I enjoyed a nice hot shower.

Reviewed on Dec 28, 2025

Hyatt Place Poughkeepsie / Hudson Valley
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
  • 48 min drive from Orange County Arboretum
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 ...
8.4/10 Very Good! (1,008 reviews)
My reservation was not what I was expecting, the ladies at reception were very kind to accommodate me. There was a lot of construction around the property, so I didn’t get to appreciate the true beauty

Reviewed on Jan 1, 2026

Overlook Lodge at Bear Mountain
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
  • 53 min drive from Orange County Arboretum
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,025 reviews)
Room was great, and it’s nice to still rent a hotel room that has carpet in it. The staff was fantastic, I couldn’t say more positive things about this hotel.

Reviewed on Jan 4, 2026

Courtyard by Marriott Poughkeepsie
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 cheap hotels in Montgomery

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $86. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Montgomery hotel deals at the last minute.

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Frequently Asked Questions About Montgomery hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Montgomery?

With over 1,242 hotels in Montgomery, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $86.

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