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Find hotels in Montgomery, MA from $107

Go beyond your typical stay in Montgomery

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Waterpark

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

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Our top choices for Montgomery hotels

1. Quality Inn Westfield - Springfield

A modern dining area with a high ceiling, large windows, and a mix of wooden and upholstered furniture.

2. Hampton Inn Westfield

A hotel lobby with a reception desk, seating area, and a dining section.

3. The Ellery

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

4. Fairfield Inn & Suites Springfield Holyoke

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

5. Quality Inn West Springfield

A hotel with a modern design, a parking lot, and a clear sky.

6. Blue A Modern Hotel, an Ascend Collection Hotel

A modern lounge area with sofas, a pool table, and a unique chandelier.

7. Homewood Suites by Hilton Holyoke-Springfield/North

An outdoor patio area with a pergola, seating, and a barbecue station.

8. Hampton Inn Chicopee/Springfield

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

9. Tru by Hilton Chicopee Springfield

A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.

10. River Valley Inn

A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

11. Best Western Springfield West Inn

A Best Western hotel with a modern design, featuring a large building with multiple windows and a well-lit entrance.

12. Candlewood Suites West Springfield by IHG

A multi-story hotel with a modern facade, large windows, and a well-lit entrance.

13. Naomi's Inn Bed & Breakfast

A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.

14. Residence Inn by Marriott West Springfield

An outdoor patio area with a stone fire pit, seating, and a grill.

15. D. Hotel Suites & Spa

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

16. Courtyard by Marriott West Springfield

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

17. MGM Springfield

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

18. Hampton Inn West Springfield

A restaurant with a glass-enclosed patio, wooden flooring, and green upholstered seating.

19. Quality Inn Chicopee - Springfield

A hotel room with two beds, a desk, a television, and a window with curtains.

20. Holiday Inn Express & Suites Bradley Airport by IHG

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

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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Stay near popular Montgomery attractions

Montgomery offers a charming escape for every type of traveler. With its beautiful parks, serene nature reserves, and enriching libraries, you'll find plenty of opportunities for romance, family fun, and cultural exploration. Discover the perfect blend of outdoor adventure and city life in this delightful destination.

A river with sunlight reflecting off the water, surrounded by trees and autumn leaves.

Photo by Elizabeth Massa Peroulakis

Westfield River

Rating: 8.0/10 (7 reviews)

This prominent local landmark is ideal for travelers interested in outdoor activities and picturesque scenery. Westfield River offers stunning views and a serene atmosphere, making it a perfect spot for relaxation and exploration. Located about 7 miles from Montgomery, it’s a convenient escape into nature.

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A misty landscape with rolling hills and scattered buildings.

Mount Tom

No trip is complete without a visit to Mount Tom, a haven for outdoor enthusiasts. This scenic reserve features stunning views and a vibrant artistic atmosphere. Located about 9 miles from Montgomery, it's an easy excursion, making it a perfect base for exploring the area's natural beauty.

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Eastern States Exposition

Rating: 8.6/10 (302 reviews)

Set the stage for your family adventure at Big E, a vibrant arena in West Springfield, Massachusetts. Experience thrilling entertainment, delicious food, and engaging activities that celebrate local culture. It’s about 14 miles by car from Montgomery, making it a convenient stop for your vacation.

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Littleville Lake

Often cited as a favorite among outdoor enthusiasts, Littleville Lake offers a picturesque escape with its scenic views and beach vibes. Located about 5 miles from Montgomery, this tranquil spot is perfect for a relaxing day by the water, making it a convenient choice for your vacation stay.

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Smith College Botanic Garden

Rating: 9.6/10 (75 reviews)

An essential stop for families and couples alike, Smith College Botanic Garden offers a serene escape with its diverse plant collections and beautifully landscaped grounds. Located about 26 miles by car from Montgomery, it's an inviting destination for those looking to connect with nature and enjoy a leisurely day outdoors. Staying nearby provides easy access to this tranquil oasis.

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International Volleyball Hall of Fame

Rating: 7.8/10 (91 reviews)

For sports fans visiting Montgomery, Massachusetts, the International Volleyball Hall of Fame offers a unique experience celebrating the history and culture of volleyball. Located about 11 miles away, this sports museum showcases memorabilia and interactive exhibits, making it a perfect stop for those passionate about sports. Staying nearby allows for easy access to this iconic destination.

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Chester Town Hall

An iconic landmark that appeals to history buffs, Chester Town Hall offers a glimpse into the area's rich cultural heritage. This historic civic government building, located about 10 miles by car from Montgomery, provides an engaging experience for visitors. Staying near Chester Town Hall makes exploring the region easy and enjoyable.

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Otis Reservoir

Rating: 9.0/10 (2 reviews)

A must-see for outdoor lovers, Otis Reservoir offers stunning scenery and a romantic atmosphere perfect for a day of relaxation. Located about 16 miles by car from Montgomery, this beautiful lake features inviting beach vibes and ample opportunities for recreation. Staying nearby allows easy access to its natural charm.

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Top Montgomery Hotel Reviews

Fairfield Inn & Suites Springfield Holyoke

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

Homewood Suites by Hilton Holyoke-Springfield/North

An outdoor patio area with a pergola, seating, and a barbecue station.

Residence Inn Springfield Chicopee

A patio area with a stone fire pit, wicker furniture, and a view of the building's interior.

Hampton Inn Westfield

A hotel lobby with a reception desk, seating area, and a dining section.

Fairfield Inn & Suites Springfield Northampton/Amherst

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

Tru by Hilton Chicopee Springfield

A modern hotel building with a prominent 'tru' logo, multiple floors, and a covered entrance area.

Courtyard by Marriott West Springfield

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

Hampton Inn Chicopee/Springfield

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

Comfort Inn & Suites Hadley - Amherst

A hotel with a covered entrance, a flag, and a clear sky.

D. Hotel Suites & Spa

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

The Ellery

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

MGM Springfield

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

Homewood Suites by Hilton Hadley Amherst

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

Hampton Inn Springfield South Enfield

A hot tub with a tiled edge and a metal ladder, surrounded by large windows with a view of a parking lot and trees.

Fairfield Inn & Suites by Marriott Springfield Enfield

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Find out more about Montgomery

Top reasons to visit Montgomery

Find great hotels near Montgomery

Montgomery, Massachusetts, offers a variety of accommodation options to cater to every traveler’s needs, from cozy bed and breakfasts to comfortable hotels. Whether you're seeking a family-friendly getaway, a pet-friendly environment, or a luxury suite, you'll discover a selection of hotels designed to enhance your stay. With convenient amenities for business travelers and a welcoming atmosphere for vacationers, Montgomery is an ideal destination for your next escape.

Where to stay near Montgomery

Experience the charm of Montgomery, Massachusetts, where romance meets culture in a picturesque setting. Stroll through downtown Montgomery for delightful shops and eateries, or enjoy a family getaway in the serene surroundings. For a luxurious escape, explore the scenic Mulholland Drive, offering breathtaking views. The welcoming atmosphere from friendly locals enhances the adventure, making it perfect for a memorable vacation filled with entertainment and exploration.

Things to do in Montgomery

Montgomery, Massachusetts, offers a charming blend of romantic and cultural experiences for visitors. Enjoy live music concerts, captivating theater performances, and enriching educational opportunities. Explore the town's historic tours, discover excellent museums, and indulge in unique shopping experiences. Whether you're looking for entertainment or a taste of local culture, Montgomery provides a delightful getaway for all types of travelers.

Shopping

In Montgomery, visit local shops for unique gifts and souvenirs. If you're up for a drive, head to the Holyoke Mall at Ingleside, about 12 miles away, featuring a wide range of stores, dining options, and entertainment for a fun shopping day.

Recreation

In Montgomery, you can rejuvenate at the serene Blissful Retreat, offering yoga sessions and holistic therapies surrounded by nature. Enjoy hiking trails at nearby parks for a refreshing outdoor experience, or relax by the tranquil lakeside, perfect for meditation and reflection.

Adventure

In Montgomery, explore the scenic trails of the Mount Tom State Reservation for hiking and breathtaking views. For thrill-seekers, the nearby Berkshire East Mountain Resort offers zip-lining and mountain biking, ensuring an adrenaline-filled adventure in the beautiful Massachusetts landscape.

Nightlife

In Montgomery, enjoy a cozy evening at the local pub, where friendly faces and craft beers await. For live music, check out the nearby venue featuring local bands. End your night with a stroll under the stars, soaking in the charming small-town atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Montgomery

Find the best attractions near Montgomery

Montgomery, Massachusetts, offers a delightful mix of romantic, entertainment, and cultural experiences for visitors. Explore the local urban parks, nature reserves, and the library, catering to outdoor enthusiasts and families alike. Whether you seek adventure or a relaxing city experience, Montgomery has a variety of attractions to ensure a memorable vacation.

The nearest major airports for your trip to Montgomery

For your visit to Montgomery, Massachusetts, the nearest major airports are BOSton Logan International Airport (BOS), Bradley International Airport (BDL), and T.F. Green Airport (PVD). Boston Logan, located 93 miles away, offers luxury hotels like Encore Boston Harbor and InterContinental Boston, both within 3 miles of the airport. Bradley International is the closest at 20 miles, with options such as DoubleTree by Hilton Hartford and Marriott Hartford Downtown. Providence's T.F. Green Airport is 78 miles away, featuring hotels like Omni Providence and Renaissance Providence Downtown, all situated about 7 miles from the airport. Each hotel offers convenient access to their respective airports for a hassle-free travel experience.

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 much is the nightly rate at a Montgomery hotel?

Prices for hotels in Montgomery often vary, but you can find a great deal from $107 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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