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Top hotels and accommodation in Windsor

Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1001)
"The omelette bar with the continental breakfast was killer."
The price is NZ$212
includes taxes & fees
27 May - 28 May
The Yankee, Trademark Collection by Wyndham
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (311)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration "
The price is NZ$335
includes taxes & fees
27 May - 28 May
Berkshire Mountain Lodge
Lobby
Life House Berkshires
3.5 star property
9.0 out of 10, Wonderful, (245)
"Love the lobby (even smells great!) Love the decor and the outdoor patio. Happy with entire stay."
The price is NZ$181
includes taxes & fees
28 May - 29 May
Life House Berkshires
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Front of property - evening/night
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (586)
"Very unique venue rooms were awesome staff was incredibly personable will certainly stay there again"
The price is NZ$309
includes taxes & fees
30 May - 31 May
Hotel On North
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is NZ$280
includes taxes & fees
29 May - 30 May
Jiminy Peak Mountain Resort
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (510)
"Room was so nice. Bed was comfortable. Overall glad we stayed here. "
The price is NZ$278
includes taxes & fees
30 May - 31 May
Courtyard by Marriott Lenox Berkshires
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (294)
"Love the Williams Inn"
The price is NZ$483
includes taxes & fees
27 May - 28 May
The Williams Inn
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"No water for drinking on each floor, only in lobby. Some updates could be done. Lovely people."
The price is NZ$274
includes taxes & fees
30 May - 31 May
Hampton Inn & Suites Berkshires-Lenox
Hypo-allergenic bedding, laptop workspace, blackout curtains
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (923)
"A great place to stay in North Adams. Clean, friendly and located just a couple of miles from an outstanding breakfast restaurant. "
The price is NZ$262
includes taxes & fees
9 Jun - 10 Jun
Hotel Downstreet
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, (945)
"The hotel was farther off of the freeway than I thought it would be. But it was a nice quiet room with a good breakfast. The workout room had a decent treadmill. The stepper needed a battery and the Peloton needed help from the employee to connect to the internet so we didn't ask. The staff was super friendly and jumping to help with any issues. A very good experience."
The price is NZ$209
includes taxes & fees
27 May - 28 May
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (580)
"loved how close to downtown the property is, we walked whwre we could. parking garage is closed for renovations but the staff was great and provided free valet and parked our car close or in front of the doors most days to help with us having a small child and my husband using a cane. loved the bar and pool as well. the hallways smelled strongly of weed but thankfully the smell stayed in the halls "
The price is NZ$209
includes taxes & fees
30 May - 31 May
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (270)
"Cleanliness. Conenience. Lobby decor. Friendly service. Late model hi def TV. Comfy bed."
The price is NZ$295
includes taxes & fees
29 May - 30 May
Fairfield Inn & Suites by Marriott Williamstown
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (103)
"It was clean and quiet good Breakfast "
The price is NZ$401
includes taxes & fees
27 May - 28 May
The Trail in Adams - Berkshires’ Art Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (661)
"I liked how quiet it was. I liked the town"
The price is NZ$165
includes taxes & fees
27 May - 28 May
Berkshire Inn
Exterior
Berkshire Valley Inn
2.5 star property
9.0 out of 10, Wonderful, (502)
"Very comfortable stay. Hotel as a lot of charm, staff was friendly and accommodating. Breakfast had healthy options. Also appreciated accommodations for pets, including the dog park and dog bowls/treats. Highly recommend!"
The price is NZ$295
includes taxes & fees
27 May - 28 May
Berkshire Valley Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
2.5 star property
5.2 out of 10, (554)
"The staff."
The price is NZ$145
includes taxes & fees
30 May - 31 May
FairBridge Inn Express
Property grounds
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, (546)
"Deff stay again if in the area "
The price is NZ$126
includes taxes & fees
26 May - 27 May
Wagon Wheel Inn
Exterior
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (610)
"Convenient "
The price is NZ$145
includes taxes & fees
27 May - 28 May
Howard Johnson by Wyndham Lenox
Lake view
Stay Berkshires
2.0 star property
8.4 out of 10, Very good, (336)
"The staff went to great lengths to solve a problem that arose with my reservation. I would strongly recommend Stay Berkshire for a visit to the Williamstown area. "
The price is NZ$293
includes taxes & fees
27 May - 28 May
Stay Berkshires
Exterior
Willows Motel Williamstown
2.0 star property
8.8 out of 10, Excellent, (795)
"Personable "
The price is NZ$145
includes taxes & fees
27 May - 28 May
Willows Motel Williamstown
Don't see what you're looking for?
See all available properties in Windsor
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.

More cheap accommodation in Windsor

Windsor hotels information

Number of reviews
4,722
Accommodation
852 hotels
Lowest Price
NZ$126
Highest Price
NZ$483

Frequently asked questions

If I need to cancel my hotel reservation in Windsor, will I receive a refund?

Yes! The majority of room reservations are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

What are some hotels with pools in Windsor?

Vacation Village in the Berkshires: 3-star condo, 2-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and a health club. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel and Hilton Garden Inn Lenox Pittsfield are two additional hotels that feature an on-site pool. View all hotels with pools in Windsor.

What is staying in Windsor like?

Visitors can enjoy all that Windsor has to offer, including the restaurants and shopping. In Windsor, there are 2 hotels and other accommodation options to choose from. Find out more about Windsor.

What should I do while I'm visiting Windsor?

Places to visit in the wider area include Savoy Mountain State Forest, Mount Greylock State Reservation Visitor Center and Mohawk Trail State Forest. You'll also find Mount Greylock and Barrington Stage Company in the area. Take a look at what more there is to see and do in Expedia's Windsor guide.

What's the weather like in Windsor?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, April, March and February, with each month seeing an average of 20 cm of snowfall.

Recent Reviews in Windsor
Expedia verified reviews