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Frequently asked questions

What is the best area to stay in Montgomery?
The best area to stay in Montgomery is the historic district surrounding Main Street, particularly for those looking for a central and well-appointed experience.

This area is the heart of Montgomery, featuring beautifully preserved architecture and easy access to local shops and dining. Main Street itself is a central thoroughfare, offering a pleasant environment for strolling and exploring. Many of the accommodations here are boutique hotels or guesthouses, providing a personalized stay.

Couples will find this district particularly appealing due to its romantic setting and proximity to cultural attractions. You can enjoy quiet evenings, explore art galleries, or visit historic sites like the Montgomery Museum of Fine Arts, all within a short distance.
When is the best time to go to Montgomery?
The best time to visit Montgomery is during the late spring (May to early June) and early autumn (September to October) months, when the weather is most pleasant for outdoor activities.

Late spring offers comfortable temperatures, typically ranging from the mid-60s to low 70s Fahrenheit, making it ideal for exploring the town's natural beauty and hiking trails without the summer humidity. The local flora is in full bloom, adding to the scenic appeal. This period is particularly good for couples looking for a tranquil getaway, as they can enjoy leisurely walks and picnics in the picturesque countryside.

Early autumn also provides excellent weather with average temperatures between the high 50s and mid-60s Fahrenheit. The fall foliage in Montgomery and the surrounding Berkshire Hills is a major draw, with vibrant colors creating stunning landscapes. This season is superb for solo travelers or small groups interested in photography, scenic drives, or participating in local harvest festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montgomery.
How can I save on a Montgomery hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montgomery hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Montgomery hotel?
Prices for hotels in Montgomery often vary, but you can find a great deal from $77 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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