Top 24 Hotels In Windsor, Massachusetts 01270

Guests bound for Windsor will find warm accommodations at FairBridge Inn Express, with rooms starting at $79.99, creating a clean and welcoming space perfect for relaxation. Experience thoughtful amenities and comfortable settings that provide a step up in value for travelers seeking more from their stay.

Guests staying at FairBridge Inn Express will enjoy the quiet atmosphere of the hotel, while downtown Windsor is still a convenient drive away for city adventures. Step into Windsor comfort without the hefty price tag—lock in your hotel room today!

Find a welcoming retreat at Hotel on North on your journey to Windsor, where snug rooms provide relaxation, with nightly rates beginning at an accessible $145.99. Stay in rooms that redefine comfort with luxurious touches and thoughtful amenities, perfect for a pampering escape.

At Hotel on North, guests can unwind in peaceful surroundings, while downtown Windsor remains easily accessible for a day of sightseeing. Relax in Windsor with a hotel that provides superior service at an unbeatable value—secure now!

Enjoy a restorative stay at Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel near Windsor, where quality accommodations provide warmth and relaxation, with inviting rates from $124.00 per night. Discover the accessibility of Holiday Inn's online resources, including travel tips, destination guides, and hotel information.

For a serene getaway, Holiday Inn & Suites Pittsfield Berkshires an IHG Hotel provides the perfect setting, while keeping downtown Windsor within easy driving distance. Enjoy a Windsor experience where quality and affordability meet—lock in your hotel today!

For an affordable and restful stay, Blue Vista Motor Lodge offers budget-friendly rooms with rates starting at $157.99, creating a clean and comfortable space near Windsor. Find comfort in rooms that offer practical amenities, ensuring a pleasant stay at an economical price.

At Blue Vista Motor Lodge, guests can enjoy the serene surroundings, knowing that downtown Windsor remains within reach for a day of adventure. Make your Windsor experience both enjoyable and economical—lock in your stay today!

At Berkshire Inn, travelers visiting Windsor can enjoy sheltered, affordable rooms starting at $88.99, creating a comfortable, inviting environment ideal for relaxation. Relax in accommodations that provide practical comfort, making your stay both convenient and economical.

Relax at Berkshire Inn, where the quiet atmosphere provides a restful stay and downtown Windsor is just a drive away for sightseeing. Enjoy Windsor in comfort and without the expense—lock in your stay today!

Find easygoing accommodations at Hotel Downstreet when visiting Windsor, where quality rooms create a relaxing retreat, with nightly rates beginning at $130.99. Relax in rooms that blend modern conveniences with traditional comfort, providing a welcoming and enjoyable atmosphere.

For a quiet retreat, Hotel Downstreet offers peaceful surroundings, with the convenience of downtown Windsor remaining nearby for city access. Settle into Windsor with a hotel that adds a touch of sophistication to your stay—lock in today!

Relax in the enchanting ambiance of Hilton Garden Inn Lenox Pittsfield as you journey to Windsor, where inviting rooms create a peaceful stay, with nightly rates starting at $141.99. Appreciate the personal touches at Hilton Garden Inn, from the warm welcome at check-in to the attentive service throughout your stay.

At Hilton Garden Inn Lenox Pittsfield, guests can unwind in calm surroundings, while downtown Windsor is still nearby for a day of sightseeing. Plan your Windsor travels with a hotel that goes above and beyond to please—reserve now!

Embrace quality and relaxation at The Porches Inn at Mass MoCA near Windsor, where inviting accommodations provide a soothing escape, with affordable rates from $203.99. Experience a blend of elegance and functionality in accommodations that offer high-end amenities and tasteful decor.

Rest in the quiet surroundings of The Porches Inn at Mass MoCA, while downtown Windsor remains a comfortable drive away for city adventures. Get ready for a Windsor trip where elegance and affordability go hand in hand—lock in today!

With rooms starting at $69.00, Wagon Wheel Inn offers inviting accommodations for guests bound for Windsor, creating a clean, alluring atmosphere for unwinding. Find comfort in rooms that offer standard amenities, ensuring a pleasant and budget-conscious stay.

Guests staying at Wagon Wheel Inn will appreciate the calming environment, while downtown Windsor remains a smooth drive away for a day of sightseeing. Enjoy more of Windsor with a value-driven hotel stay—lock in your reservation now!

Guests traveling to Windsor can relax at Howard Johnson by Wyndham Lenox, where budget-friendly rooms start at $77.99, creating a tranquil, comfortable environment ideal for rest. Navigate your stay with the help of Howard Johnson's friendly staff, ready to assist with recommendations, reservations, and more.

At Howard Johnson by Wyndham Lenox, guests can experience quiet surroundings while keeping downtown Windsor within reach for a day of adventure. Stay cozy and within budget on your Windsor adventure—lock in your room today!

For an inviting and budget-friendly stay near Windsor, The Yankee Trademark Collection by Wyndham offers plush rooms with rates beginning at $100.99, creating a clean, welcoming space. Enjoy a stay where local charm meets luxury, with rooms that provide a deep connection to the destination through their decor and ambiance.

With a brief drive into downtown Windsor, guests at The Yankee Trademark Collection by Wyndham can balance the excitement of the city with the peaceful atmosphere of their stay. Relax in Windsor with accommodations that make every moment enjoyable—reserve now!

For an affordable and comfortable stay, Hampton Inn & Suites Berkshires Lenox offers inviting rooms with rates starting at $135.99, creating a clean, welcoming environment for guests. Choose Hampton by Hilton for your next stay, where you'll be welcomed into a world of thoughtful amenities and heartfelt service.

For those seeking tranquility, Hampton Inn & Suites Berkshires Lenox provides a serene retreat while keeping downtown Windsor within reach for sightseeing. Relax and recharge in Windsor with a hotel that offers more for less—secure today!

With a refined touch, Life House Berkshires near Windsor offers quiet rooms crafted for comfort, with inviting nightly rates starting at $108.99. Stay in accommodations that offer more than just comfort, providing a luxurious experience with each amenity carefully chosen.

Guests can enjoy the tranquility of Life House Berkshires, while keeping downtown Windsor within reach for a day of sightseeing or adventure. Make your Windsor adventure as memorable as it is relaxing with top-tier accommodations—book today!

With rooms starting at $97.99, Best Western Plus Berkshire Hills Inn & Suites provides inviting comfort for guests bound for Windsor, creating a alluring, welcoming environment perfect for unwinding. Experience enhanced in-room entertainment options at Best Western Plus, including premium channels and smart TV functionality.

Guests at Best Western Plus Berkshire Hills Inn & Suites can unwind in a tranquil setting, while knowing that downtown Windsor is just a convenient drive away. Get the most out of your Windsor visit with lodging that makes sense—lock in today!

With rates from $97.99, Howard Johnson by Wyndham Williamstown is an ideal choice for travelers to Windsor, providing a comfortable, welcoming atmosphere perfect for rest. Relax in our well-appointed guest rooms, featuring comfortable bedding and modern amenities to enhance your stay.

For those looking to unwind, Howard Johnson by Wyndham Williamstown provides a restful retreat while keeping downtown Windsor close enough for exploration. Make your Windsor stay comfortable and easy on the wallet—book your room now!

Guests traveling to Windsor will find peaceful, budget-conscious comfort at Williamstown Motel, where rooms start at $79.99, creating a warm and inviting space for rest. Find comfort and value in our rooms, designed to provide a straightforward and pleasant stay without unnecessary extras.

The serene environment at Williamstown Motel provides a relaxing retreat, while downtown Windsor is easily reachable by car. Book now and experience Windsor without overspending—secure your hotel stay today!

Relax at Courtyard by Marriott Lenox Berkshires when traveling to Windsor, where inviting rooms offer quality and comfort, with affordable nightly rates starting at $161.99. Feel secure with Courtyard's comprehensive parking solutions, including safe and convenient options for your vehicle during your visit.

Guests staying at Courtyard by Marriott Lenox Berkshires will love the quiet atmosphere, while downtown Windsor remains close enough for a day of adventure. Choose a hotel in Windsor that elevates your experience with style and affordability—book today!

At Fairfield Inn & Suites by Marriott Williamstown, travelers to Windsor can unwind in relaxed comfort with rooms beginning at $159.99, creating a warm and inviting space ideal for relaxation. Relax in Fairfield's outdoor courtyards, beautifully designed for guests to enjoy nature and fresh air without leaving the hotel.

At Fairfield Inn & Suites by Marriott Williamstown, guests can unwind in quiet surroundings, while the energy of downtown Windsor is just a drive away. Find the comfort you need at a price you’ll love during your Windsor adventure—secure now!

For travelers headed to Windsor, Willows Motel Williamstown provides inviting accommodations with rooms starting at $83.00, creating a warm and comfortable environment. Stay in a room that balances comfort and value, providing practical amenities for a budget-conscious visit.

Guests staying at Willows Motel Williamstown will love the quiet atmosphere, with downtown Windsor still accessible by car for all their sightseeing needs. Enjoy Windsor without the high cost—reserve a cozy, affordable room now!

Step into a world of refined comfort at The Williams Inn near Windsor, where luxury meets tranquility, with enticing nightly rates starting from $223.99. Stay in rooms designed for the luxury traveler, featuring sumptuous bedding, artisanal amenities, and comprehensive concierge services.

Guests at The Williams Inn will find a peaceful escape, while downtown Windsor remains easily accessible for a day of sightseeing. Get ready for a premium Windsor experience with a hotel that perfects every detail—lock in today!

Relax in the peaceful surroundings of The Black Swan Lee Lenox Ascend Hotel Collection as you explore Windsor, where quality accommodations provide warmth, with affordable rates starting at $98.99. Enjoy a visit that combines the comforts of home with the conveniences of a hotel, providing a pleasant and relaxing stay.

For travelers looking for a peaceful stay, The Black Swan Lee Lenox Ascend Hotel Collection offers calm surroundings with downtown Windsor still within easy reach by car. Unwind and explore Windsor with accommodations that bring luxury to your fingertips—book today!

Guests visiting Windsor will find gentle Corner Motel a practical option, with rates starting at $75.05, creating a clean and inviting environment perfect for relaxation. Enjoy reliable comfort in rooms that provide everything you need for a worry-free visit at a great price.

At Cozy Corner Motel, guests can embrace the calm surroundings, with downtown Windsor still reachable by a simple drive for a day of fun. Book a value-focused hotel for your Windsor travels and make the most of your visit—secure now!

For an affordable and restful stay, The Villager Motel offers budget-friendly rooms with rates starting at $69.00, creating a clean and comfortable space near Windsor. Find straightforward comfort in rooms that are designed to meet basic needs without unnecessary extravagance.

A peaceful retreat awaits at The Villager Motel, where calm surroundings make for a restful stay and downtown Windsor remains close by. Plan your Windsor visit with a hotel that delivers comfort and savings—reserve now!

For an affordable stay, Pilgrim Inn offers budget-conscious accommodations with rooms beginning at $89.99, creating a clean, welcoming space near Windsor. Experience a welcoming and enhanced stay with rooms that offer additional comforts, making your visit both pleasant and economical.

A peaceful stay awaits at Pilgrim Inn, where quiet surroundings create a restful retreat and downtown Windsor is a short drive away. Take advantage of extra perks for your Windsor trip without the high cost—reserve now!