1. Best Western Oswego Hotel

- Location: Oswego
- Guest rating: 8.6/10 (Excellent, 1000 reviews)
- Price: $79 nightly, $86 total, Nov 22 - Nov 23, Total with taxes and fees, for Recommended hotels in Montgomery
- Review: Good breakfast, by jim
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Check prices for these dates, December 13 – 14, 2026
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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.
Explore the scenic Fox River Trail where locals fish, bike, and picnic along Montgomery's peaceful waterfront. History buffs can visit the historic Lyon Farm and Village Museum in nearby Yorkville for a glimpse into 19th-century rural life.
















Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers.
Every B&B has a unique charm. Whether it’s a garden for guests to admire or a beautiful dining room, the small details are what make bed and breakfasts a fun place to get away.
Here is a B&B that guests like in the area: Spacious bed & breakfast in pleasant Naperville for a family getaway.: 10.2 mi (16.4 km) from the heart of Montgomery.
When you're planning your escape to Montgomery, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Montgomery are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
You can map out your trip in and around Montgomery ahead of time with these transportation options. Fly into Chicago, IL (DPA-Dupage), which is located 13 mi (21 km) away from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 28.4 mi (45.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.