Montgomery Holidays from £687
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Your Montgomery Holiday
The vibrant city of Montgomery is calling. Discover its highlights and hidden gems with a Montgomery holiday package that's customised to you. A trip to Montgomery is a terrific opportunity to sightsee. Be sure to visit big-name attractions such as Angry Orchard, Thomas Bull Memorial Park and Orange County Arboretum. Whoever you're going away with and whether your budget is big or small, your dream Montgomery holiday is just a few clicks away with Expedia.
Top Montgomery Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Monroe - Woodbury
Price was £694, price is now £687 per person
£687
per person
14 Apr - 18 Apr
found 22 hours ago
Return direct flight included
London (LHR) to Newburgh (SWF)
9.4/10 Exceptional! (1,004 reviews)
The assistant manager was amazing. She was so easy to talk to and really accommodated me and my family.
Reviewed on 9 Feb 2026
Montgomery Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 4,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Brotherhood Winery, Angry Orchard and Castle Fun Centre |
Top hotels in Montgomery
Holiday Inn Express & Suites Montgomery by IHG
2105 Route 208 Montgomery NY
Fully refundable
The price is £71 per night from 12 Feb to 13 Feb
£71
12 Feb - 13 Feb
includes taxes & fees
8.6/10 Excellent! (820 reviews)
Very clean and generously sized room. Staff was very courteous and helpful
Reviewed on 21 Jan 2026
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
Fully refundableReserve now, pay when you stay
The price is £58 per night from 23 Feb to 24 Feb
£58
23 Feb - 24 Feb
includes taxes & fees
6.2/10 (1,000 reviews)
Nice place
Reviewed on 18 Nov 2025
Borland House Inn
130 Clinton Street Montgomery NY
9.2/10 Wonderful! (149 reviews)
Lovely antique home beautifully cared for. We felt comfy and safe. Fun little pub down the street. Breakfast was delicious!
Reviewed on 28 Jan 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
