Top 24 Hotels In Cheshire, Massachusetts 01225

Guests bound for Cheshire can unwind at FairBridge Inn Express, where inviting rooms start at $79.99, creating a warm and welcoming space perfect for relaxation. Enjoy a pleasant upgrade in rooms that offer extra amenities and a bit more space, making your stay comfortable and affordable.

From FairBridge Inn Express, a convenient drive takes guests to downtown Cheshire, where they can explore the city’s highlights before returning to a more peaceful retreat. Stay comfortably in Cheshire and make the most of your travels—lock in your hotel room today!

A warm stay awaits at Hotel on North as you visit Cheshire, where inviting rooms provide relaxation and comfort, with rates beginning at $145.99. Relax in spaces designed for luxury and relaxation, featuring high-end amenities and attention to guest comfort.

Guests staying at Hotel on North will appreciate the balance of easy city access and the calm of a quieter setting further from downtown Cheshire. Discover how Cheshire can feel like home with a hotel that makes comfort a priority—secure now!

Relax at Hotel Downstreet as you explore Cheshire, where enchanting accommodations provide warmth and relaxation, with inviting nightly rates starting at $130.99. Find a welcoming retreat in rooms that offer upgraded amenities and services, ensuring a comfortable and memorable visit.

With Cheshire a convenient drive away, guests staying at Hotel Downstreet can explore the city’s highlights before returning to the calm and quiet of the hotel. Enjoy your Cheshire adventure with a hotel that balances luxury and savings perfectly—lock in today!

Enjoy the charm of Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel near Cheshire, with quality rooms that provide a relaxing retreat, starting at an affordable rate of $124.00 per night. Enjoy a seamless check-in and check-out process at Holiday Inn, designed to get you settled in or on your way without delay.

With a brief drive into downtown Cheshire, guests at Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel can explore the city’s top spots while retreating to a peaceful environment afterward. Unwind in Cheshire at a hotel that combines elegance with affordability—lock in today!

With rates beginning at $97.99, Howard Johnson by Wyndham Williamstown provides affordable accommodations for travelers bound for Cheshire, creating a comfortable, welcoming space ideal for rest. Appreciate the convenience of on-site dining at select Howard Johnson locations, serving delicious meals and snacks.

Guests at Howard Johnson by Wyndham Williamstown can enjoy the comfort and calm of staying slightly removed from the city, with downtown Cheshire still just a drive away for easy access. Make your Cheshire adventure both comfortable and affordable—book now!

Those visiting Cheshire will enjoy the refined comfort of The Porches Inn at Mass MoCA, where quality rooms create a welcoming atmosphere, with rates beginning at $203.99. Experience a stay where luxury meets comfort, with rooms equipped with the finest amenities for a truly enjoyable visit.

The peaceful surroundings at The Porches Inn at Mass MoCA make for a relaxing stay, while downtown Cheshire remains accessible by car for a day of city adventures. Experience a Cheshire getaway that’s defined by luxury and impeccable service—reserve now!

At Williamstown Motel, travelers to Cheshire can enjoy enveloping, affordable rooms with rates starting at $79.99, creating a warm and welcoming space ideal for relaxation. Find practical comfort in rooms that offer just what you need for a restful and economical stay.

From Williamstown Motel, guests can easily drive into downtown Cheshire, where they can explore the city’s attractions before returning to a quiet stay. Stay smart and enjoy Cheshire with a practical, comfortable hotel—book today!

At Fairfield Inn & Suites by Marriott Williamstown, guests bound for Cheshire will find inviting rooms with rates beginning at $159.99, creating a warm and comfortable space perfect for relaxation. Stay productive with ease in Fairfield's well-designed workspaces, complete with ample lighting and convenient power outlets.

From Fairfield Inn & Suites by Marriott Williamstown, a quick drive delivers guests into downtown Cheshire, where they can experience the city’s highlights before returning to a peaceful stay. Choose a hotel that makes Cheshire travel simple and relaxing—lock in your stay today!

For a budget-conscious and inviting stay near Cheshire, Berkshire Inn offers inviting rooms with rates starting at $88.99, creating a clean and welcoming space ideal for relaxation. Find straightforward accommodations that prioritize essential comforts and value, making your stay efficient and enjoyable.

Escape to Berkshire Inn for a quiet retreat, where guests can relax in comfort while keeping Cheshire's attractions nearby. Enjoy Cheshire in comfort and without the expense—lock in your stay today!

For budget-savvy travelers to Cheshire, Willows Motel Williamstown provides inviting accommodations with rooms from $83.00, creating a comfy, comfortable space perfect for rest. Enjoy the essentials in rooms that deliver reliable amenities, ensuring a comfortable stay at a great price.

Enjoy the peaceful environment at Willows Motel Williamstown, perfect for those seeking relaxation while having quick access to Cheshire. Enjoy Cheshire with added value and convenience—secure your hotel stay today!

Step into sophistication at The Williams Inn on your trip to Cheshire, where welcoming rooms provide warmth and tranquility, with budget-friendly rates from $223.99. Relax in accommodations where luxury meets innovation, featuring smart technology and plush interiors for an exceptional stay.

Relax at The Williams Inn, where the quiet atmosphere provides a restful stay and downtown Cheshire is just a drive away for sightseeing. Step into a Cheshire stay where everything is designed to exceed expectations—secure your room now!

With budget-friendly rooms starting at $157.99, Blue Vista Motor Lodge is ideal for travelers to Cheshire, creating a clean, comfortable space perfect for relaxation. Stay in a room that balances comfort and value, providing the essentials for a budget-conscious visit.

A short, scenic drive takes guests from Blue Vista Motor Lodge into downtown Cheshire, where they can explore and return to the calm of their stay. Enjoy Cheshire in comfort and without the expense—secure your hotel room today!

Guests traveling to Cheshire will appreciate the inviting accommodations at Best Western Plus Berkshire Hills Inn & Suites, with budget-friendly rooms starting at $97.99, creating a clean, comfortable atmosphere. Enjoy the option of hypoallergenic rooms at Best Western Plus, catering to guests with allergies or sensitivities.

For a serene getaway, Best Western Plus Berkshire Hills Inn & Suites offers the perfect balance of tranquility and access to downtown Cheshire for a day of adventure. Step into Cheshire comfort with a hotel that prioritizes both convenience and savings—book today!

For guests bound for Cheshire, alluring Corner Motel offers cushy rooms with rates starting at $75.05, creating a clean, welcoming environment ideal for relaxation. Stay in a room that offers dependable comfort, with practical amenities that make your visit both enjoyable and economical.

At Cozy Corner Motel, travelers can enjoy a serene retreat while knowing that downtown Cheshire remains a short drive away. Enjoy more of Cheshire for less with practical, cost-saving lodging—secure your stay today!

Enjoy a peaceful stay at Hilton Garden Inn Lenox Pittsfield as you visit Cheshire, where relaxed accommodations create a welcoming ambiance, with nightly rates starting at $141.99. Benefit from Hilton Garden Inn's luggage storage service, offering convenience for early arrivals or late departures.

Guests at Hilton Garden Inn Lenox Pittsfield will appreciate the quiet atmosphere, with the convenience of downtown Cheshire just a drive away. Stay in Cheshire with a hotel that brings relaxation and affordability together—secure now!

With rooms starting at $69.00, The Villager Motel offers budget-friendly comfort for travelers visiting Cheshire, creating a gentle environment ideal for unwinding. Stay in a room that delivers reliable comfort, with practical amenities for an enjoyable and economical visit.

For a serene stay, The Villager Motel offers quiet surroundings, while downtown Cheshire remains close enough for easy access. Plan your Cheshire trip with a budget-friendly, cozy stay—reserve your room now!

For travelers bound for Cheshire, Wagon Wheel Inn offers inviting accommodations with rates beginning at $69.00, creating a clean, comfy setting for relaxation. Stay in a room that provides dependable comfort and practical amenities, making your visit both comfortable and affordable.

Unwind at Wagon Wheel Inn, where guests can enjoy a serene atmosphere while downtown Cheshire remains within reach for exploration. Stay affordably and experience the best of Cheshire with ease—reserve your room today!

With rates from $100.99, The Yankee Trademark Collection by Wyndham provides inviting accommodations for guests bound for Cheshire, creating a sheltered and comfortable atmosphere for relaxation. Find a gateway to the local vibe, where rooms are a perfect blend of regional character and upscale comfort.

At The Yankee Trademark Collection by Wyndham, guests can unwind in a calm environment while knowing that downtown Cheshire remains within easy reach. Uncover the perfect balance of comfort and affordability in Cheshire—reserve today!

With budget-friendly rooms starting at $77.99, Howard Johnson by Wyndham Lenox provides inviting accommodations for travelers bound for Cheshire, creating a cushy and warm space. Enjoy the convenience of Howard Johnson's locations, situated near popular attractions, business districts, and major highways.

For a peaceful retreat, Howard Johnson by Wyndham Lenox offers quiet surroundings, with the convenience of downtown Cheshire still being nearby. Book now and enjoy extra comfort on your Cheshire adventure without the high cost!

With budget-friendly rooms from $135.99, Hampton Inn & Suites Berkshires Lenox provides inviting comfort for travelers bound for Cheshire, creating a warm, inviting environment perfect for unwinding. Check in effortlessly with Hampton's streamlined online process, ensuring you can bypass the front desk and head straight to your room.

Travelers at Hampton Inn & Suites Berkshires Lenox will appreciate the serene atmosphere, with downtown Cheshire still accessible for all their sightseeing needs. Embrace added comfort and convenience while exploring Cheshire—book your hotel now!

With a blend of charm and quality, Life House Berkshires near Cheshire offers a calm environment, where inviting rates start at an accessible $108.99. Find true relaxation in rooms that offer a seamless blend of luxury and essential amenities, tailored for your comfort.

At Life House Berkshires, guests can enjoy the quiet surroundings, with downtown Cheshire just a short drive away for city adventures. Find out how extraordinary Cheshire can be with a hotel that enhances your travels—reserve now!

Experience a welcoming stay at Courtyard by Marriott Lenox Berkshires when visiting Cheshire, where gentle rooms create a relaxing retreat, with nightly rates starting at $161.99. Experience the flexibility of Courtyard's versatile meeting spaces, ideal for gatherings of all sizes and purposes.

Rest easy at Courtyard by Marriott Lenox Berkshires, enjoying quiet surroundings while still being within a convenient drive of downtown Cheshire for exploration. Relax in Cheshire with a hotel that provides everything you need for a seamless stay—lock in today!

Unwind at The Black Swan Lee Lenox Ascend Hotel Collection near Cheshire, where inviting accommodations provide a warm retreat, with affordable nightly rates starting at $98.99. Enjoy a stay that offers a little more, with rooms equipped with enhanced amenities for your comfort and convenience.

Unwind at The Black Swan Lee Lenox Ascend Hotel Collection, where guests can enjoy quiet surroundings, knowing that downtown Cheshire is just a smooth drive away. Make your Cheshire adventure unforgettable with accommodations that impress—book today!

For a restful stay near Cheshire, Sunset Inn offers welcoming accommodations with rooms starting at $90.99, creating a clean, welcoming environment ideal for relaxation. Find value in accommodations that offer the essentials for a comfortable stay, ensuring you get the most out of your trip.

A peaceful retreat awaits at Sunset Inn, while the excitement of downtown Cheshire is just a convenient drive away for exploration. Enjoy a practical, budget-conscious stay with perks in Cheshire—book now!