Montgomery Holidays from £722
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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.
Courtyard by Marriott Newburgh Stewart Airport
Price was £881, price is now £817 per person
£817
per person
2 May - 5 May
found 1 day ago
Return flight included
Manchester (MAN) to Newburgh (SWF)
8.2/10 Very Good! (712 reviews)
I did not like the fact that you advertised a shuttle from the airport, but there was none
Reviewed on 28 Mar 2026
The Gables of Rhinebeck Inn
Rhinebeck Village
Price was £1,076, price is now £1,016 per person
£1,016
per person
2 May - 5 May
found 1 day ago
Return flight included
Manchester (MAN) to Newburgh (SWF)
9.2/10 Wonderful! (115 reviews)
Bed was very comfortable, lovely huge tub, warm delicious homemade croissants every morning. Kind and helpful proprietors.
Reviewed on 29 Oct 2025
The Crossroads Hotel, Newburgh
Price was £800, price is now £763 per person
£763
per person
2 May - 5 May
found 1 day ago
Return flight included
Manchester (MAN) to Newburgh (SWF)
7/10 Good! (729 reviews)
Not too bad a place if you just need to crash & leave early. Comfy beds, a bit outdated though. Even though the rooms were non smoking you could still smell a bit from when you could smoke there in the room & throughout the building. Very spotty WiFi, so if you need to internet to work at all, not ideal.
Reviewed on 7 Mar 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 £81 per night from 13 Apr to 14 Apr
£81
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (837 reviews)
The bed was upside down. We realized it the next day it felt super hard.
Reviewed on 24 Mar 2026
Super 8 by Wyndham Montgomery Maybrook
207 Montgomery Rd Montgomery NY
Fully refundableReserve now, pay when you stay
The price is £65 per night from 8 Apr to 9 Apr
£65
8 Apr - 9 Apr
includes taxes & fees
6.4/10 (1,001 reviews)
Simple and easy quiet stay for overnight
Reviewed on 27 Mar 2026
Borland House Inn
130 Clinton Street Montgomery NY
The price is £90 per night from 2 Apr to 3 Apr
£90
2 Apr - 3 Apr
includes taxes & fees
9.2/10 Wonderful! (157 reviews)
What a wonderful experience staying at the Borland House is! With the quaint, homey feeling of the whole house, to the kindness of the staff. Your stay will absolutely be lovely. Ample towels are provided for the private, spacious bathroom. Very comfortable bedding and well appointed decorations ...
Reviewed on 22 Mar 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.
What to do in Montgomery
LEGOLAND New York Resort Admission Ticket
£37
per traveller
84% of travellers recommend
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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.
