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An aerial view of a city with a river, historic buildings, and a prominent church spire.

Book Montgomery Bed & Breakfast

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    Check prices for these dates, December 13 – 14, 2026

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    Recommended hotels in Montgomery

    1. Best Western Oswego Hotel

    An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.

    2. Holiday Inn Express & Suites Aurora - Naperville by IHG

    A spa area with a pool, a chair, and a view of the outdoors.

    3. AmericInn by Wyndham Oswego

    A cozy cabin interior with a stone fireplace, wooden furniture, and a loft area.

    4. Red Roof Inn & Conference Center Chicago - Aurora/ Fox Valley

    A building with a row of arched windows and a parking lot.

    5. Comfort Inn & Suites North Aurora - Naperville

    A modern living room with a stone wall, flat-screen TV, comfortable seating, and a view of the outside.

    6. Holiday Inn Aurora North - Naperville by IHG

    A Holiday Inn hotel with a covered entrance and a clear sign.

    7. Hampton Inn & Suites Chicago/Aurora

    An indoor pool with water jets, a slide, and a no-drink sign.

    8. Hollywood Casino Aurora

    A bar area with a curved counter, multiple screens, and a seating arrangement with yellow chairs.

    9. Super 8 by Wyndham Aurora/Naperville Area

    A modern lobby with a grey sofa, armchairs, a coffee table, and a painting on the wall. A maintenance room sign is visible.

    10. Sleep Inn Naperville - Chicago

    A hotel lobby with a reception desk, a staircase, a sofa, and a chandelier.

    11. Fairfield Inn & Suites by Marriott Chicago Naperville/Aurora

    A lobby with a stone wall, a fireplace, seating area with sofas and chairs, and a large painting on the wall.

    12. Holiday Inn Express & Suites Yorkville by IHG

    A reception desk with a modern design, a digital display, and a check-in counter.

    13. SpringHill Suites by Marriott Chicago Naperville/Warrenville

    A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.

    14. Comfort Inn & Suites Geneva - West Chicago

    A hotel room with a large bed, two bedside tables, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a ceiling light.

    15. Quality Inn and Suites St Charles - West Chicago

    A hotel lobby with a staircase, seating area, and artwork on the walls.

    16. Homewood Suites by Hilton Aurora Naperville

    A modern indoor pool area with large windows, a central hot tub, and lounge chairs.

    17. Hampton Inn Yorkville

    A modern kitchen with wooden cabinets, a central island, and a chalkboard wall with menu items.

    18. Days Inn by Wyndham St. Charles IL

    A hotel room with two beds, a wooden headboard, a cityscape view, and a nightstand with a yellow drawer.

    19. Super 8 by Wyndham Yorkville

    A hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and two bedside lamps.

    20. Motel 6 Naperville, IL

    A hotel room with a bed, a nightstand, a lamp, a window with red curtains, an air conditioning unit, and a TV on a wooden table.

    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

    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.

    See all hotels in Montgomery

    An aerial view of a city with a river, historic buildings, and a prominent church spire.

    Top reviews in Montgomery

    Holiday Inn Express & Suites Aurora - Naperville by IHG

    A spa area with a pool, a chair, and a view of the outdoors.

    Best Western Oswego Hotel

    An indoor swimming pool with wooden ceiling beams, clear windows, and poolside seating.

    Hampton Inn & Suites Chicago/Aurora

    An indoor pool with water jets, a slide, and a no-drink sign.

    AmericInn by Wyndham Oswego

    A cozy cabin interior with a stone fireplace, wooden furniture, and a loft area.

    Holiday Inn Aurora North - Naperville by IHG

    A Holiday Inn hotel with a covered entrance and a clear sign.

    Holiday Inn Express & Suites Yorkville by IHG

    A reception desk with a modern design, a digital display, and a check-in counter.

    Hampton Inn & Suites Chicago/St. Charles

    A modern dining area with high tables and bar stools, large windows with curtains, and a ceiling fan.

    Fairfield Inn & Suites by Marriott Chicago Naperville/Aurora

    A lobby with a stone wall, a fireplace, seating area with sofas and chairs, and a large painting on the wall.

    SpringHill Suites by Marriott Chicago Naperville/Warrenville

    A lobby with a red sofa, two green armchairs, a wooden coffee table, and a large mirror.

    Red Roof Inn & Conference Center Chicago - Aurora/ Fox Valley

    A building with a row of arched windows and a parking lot.

    Country inn & Suites by Radisson, Bolingbrook- Romeoville, I-55

    A multi-story hotel with a prominent entrance and a parking lot.

    Hampton Inn Joliet-Plainfield I-55

    A hotel lobby with a long reception desk, multiple seating areas including a sofa and chairs, and a large window with curtains.

    Comfort Inn & Suites Geneva - West Chicago

    A hotel room with a large bed, two bedside tables, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a ceiling light.

    Hotel Arista

    A modern hotel building with a prominent sign reading "HOTEL ARISTA".

    Hampton Inn Chicago/Naperville

    A reception area with a 'Welcome to the Prairie State' sign, a reception desk, and a modern interior design.

    Frequently Asked Questions

    Searching for B&Bs in Montgomery?

    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.

    How do you know if a B&B is a good option for you?

    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.

    What are the best bed and breakfasts in Montgomery?

    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.

    What's the best time of year to book my B&B in 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.

    How can I get to and around Montgomery?

    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.

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