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Our top choices for Windsor cheap hotels

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is NT$3,771
NT$4,213 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Plus Berkshire Hills Inn & Suites

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is NT$4,531
NT$5,061 total
includes taxes & fees
Jul 7 - Jul 8
The Yankee Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (829 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is NT$1,965
NT$2,195 total
includes taxes & fees
Jul 7 - Jul 8
FairBridge Inn Express

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is NT$4,234
NT$4,730 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Lee - Lenox South

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is NT$2,274
NT$2,495 total
includes taxes & fees
Jun 25 - Jun 26
Pleasant Valley Motel West Stockbridge

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (866 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is NT$2,842
NT$3,175 total
includes taxes & fees
Jun 25 - Jun 26
Berkshire Inn

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (793 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is NT$2,811
NT$3,140 total
includes taxes & fees
Jun 29 - Jun 30
The Villager Motel

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (669 reviews)
"Decent place.friendly, quiet"
United States
William
The price is NT$2,784
NT$3,110 total
includes taxes & fees
Jun 25 - Jun 26
Econo Lodge Lee - Great Barrington

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (472 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is NT$2,132
NT$2,388 total
includes taxes & fees
Jul 6 - Jul 7
Berkshire Travel Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (871 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is NT$3,132
NT$3,499 total
includes taxes & fees
Jun 24 - Jun 25
Howard Johnson by Wyndham Lenox
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.

Top Windsor Hotel Reviews

Frequently asked questions

What is Windsor like for travelers on a budget?
Discover discount places to stay in Windsor on Expedia.com and book a trip that stays within your budget. You can browse a wide selection of hotels and other types of accommodation with Member Prices to find the best deal for you. With our site's helpful page filters, you can limit results by price per night, or by amenities that customers often look for like free breakfast and a swimming pool. If you're interested in affordable options near specific attractions, try filtering by location to refine your search. As you browse, click the heart button to save your favorites so that it's easy to find them when you're ready to book. Need a flight or a rental car along with your hotel? Choose from the Bundle and Save travel packages and discover huge discounts by reserving transportation at the same time.
When is the best time for a budget trip to Windsor?
Weather will likely play an important role when you plan your trip to Windsor, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do in Windsor?
You don't need to spend a fortune to find things to see and do in Windsor. You can budget for the local attractions that interest you most, and then plan some activities that cost very little. Check out the local culture at Susan B. Anthony Birthplace Museum and Barrington Stage Company, or visit other spots like Berkshire Museum.
How can I get to Windsor and get around on a budget?
Scoping out the transportation options in Windsor can help keep you on budget. The closest airport is 13.8 mi (22.2 km) away from the center in Pittsfield, MA (PSF-Pittsfield Municipal). However, if that doesn't suit your budget, you can book a flight to Westfield, MA (BAF-Barnes Municipal), located 28.9 mi (46.5 km) away. Windsor might not have many public transit choices so a car rental could be a reasonable alternative to see more of the area.

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