Hotels in Windsor

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Check prices for these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
Next weekend
May 8 - May 10
In two weeks
May 15 - May 17

Where to stay in Windsor?

Reception
Red Roof Inn PLUS+ South Deerfield – Amherst
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,002 reviews)
This hotel puts you close to Yankee Candle Village and Mount Sugarloaf State Reservation. Enjoy clean rooms with free WiFi and parking, plus attentive 24-hour staff to assist throughout your stay. UMass Amherst is just a short drive away.
The price is CNY670
CNY748 total
includes taxes & fees
May 31 - Jun 1
Red Roof Inn PLUS+ South Deerfield – Amherst
Front of property
Blooming Inn
Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (135 reviews)
Immerse yourself in the tranquility of Shelburne Falls at this welcoming guesthouse. Free WiFi and daily housekeeping provide essential comforts, while snowmobiling, snowshoeing, and sledding await right outside. Popular attractions like Glacial Potholes are nearby.
The price is CNY688
CNY1,104 total
includes taxes & fees
May 5 - May 6
Blooming Inn
Exterior
UU Rowe Camp and Conference Center
UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
The price is CNY1,383
CNY1,462 total
includes taxes & fees
May 3 - May 4
UU Rowe Camp and Conference Center
Front of property
Becket Motel
Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
Tucked away in Becket, this motel offers convenient perks like free WiFi, complimentary parking, and room service. Hiking enthusiasts can explore nearby trails and visit the historic Becket Land Trust Quarry for outdoor adventures.
The price is CNY649
CNY954 total
includes taxes & fees
May 21 - May 22
Becket Motel
Exterior
Blue Vista Motor Lodge
Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (209 reviews)
Blue Vista Motor Lodge offers 2 relaxing hot tubs and a rejuvenating sauna to end your day. Located near Florida Free Public Library, this North Adams motel provides complimentary WiFi and parking, with guests praising the helpful staff and clean rooms.
The price is CNY1,241
CNY1,312 total
includes taxes & fees
May 4 - May 5
Blue Vista Motor Lodge
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets
Rodeway Inn
Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (241 reviews)
The price is CNY486
CNY542 total
includes taxes & fees
May 10 - May 11
Rodeway Inn
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
8.8 out of 10, Excellent, (146 reviews)
The price is CNY1,187
CNY1,325 total
includes taxes & fees
May 4 - May 5
The Trail in Adams - Berkshires’ Art Hotel
55-inch LCD TV with digital channels, printers
The Revival House
The Revival House
3.0 star property
Adams
9.2 out of 10, Wonderful, (29 reviews)
Wake up to a complimentary self-serve breakfast at this charming Adams guesthouse. Enjoy free WiFi and parking while exploring nearby Adams Theater and Berkshire Scenic Railway Museum. Just a 22-minute drive from Pittsfield Station.
The price is CNY1,060
CNY1,184 total
includes taxes & fees
May 3 - May 4
The Revival House
Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,001 reviews)
The price is CNY966
CNY1,079 total
includes taxes & fees
May 5 - May 6
Hotel Downstreet, an Ascend Collection Hotel
Exterior
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (467 reviews)
The price is CNY1,223
CNY1,519 total
includes taxes & fees
May 3 - May 4
The Porches Inn at Mass MoCA
Exterior
Harbour House Inn
Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
This charming B&B offers free breakfast, WiFi, and parking in scenic Cheshire. Explore nearby attractions like Adams Theater and Mount Greylock State Reservation, then return to this welcoming inn. Pittsfield Station is just a 16-minute drive away.
The price is CNY1,732
CNY1,831 total
includes taxes & fees
May 5 - May 6
Harbour House Inn
Lobby
Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,000 reviews)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is CNY731
CNY817 total
includes taxes & fees
May 17 - May 18
Quality Inn Lee - Lenox South
Seasonal outdoor pool
Sunset Inn
Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (412 reviews)
Nestled in Lee, this motel offers easy access to Tanglewood Music Center, along with free WiFi and parking. Cool off in the seasonal outdoor pool after exploring nearby trails, or venture to Lee Library and Animagic Museum of Animation.
The price is CNY751
CNY839 total
includes taxes & fees
Jun 1 - Jun 2
Sunset Inn
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.
The price is CNY486
CNY542 total
includes taxes & fees
May 17 - May 18
FairBridge Inn Express
Front of property
Chambery Inn
Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 reviews)
This serene B&B in Lee offers tranquil accommodations where quiet is the hallmark. Unwind with deep-tissue massages or aromatherapy after exploring nearby attractions. The terrace, hot tub, and snack bar create a rejuvenating escape in the Berkshires.
The price is CNY1,168
CNY1,304 total
includes taxes & fees
Jun 1 - Jun 2
Chambery Inn
In-room dining
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (662 reviews)
This Lee motel offers a playful mini golf course on-site and free continental breakfast to start your day. Located near Greenock Country Club and Lee Premium Outlets, guests praise the helpful staff. Enjoy complimentary WiFi and parking during your stay.
The price is CNY517
CNY577 total
includes taxes & fees
May 17 - May 18
Econo Lodge Lee - Great Barrington
Front of property - evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
Surrounded by the Berkshires, this B&B offers a peaceful outdoor pool and soothing massages after a day on the adjacent golf course. Free breakfast, Wi-Fi, and parking enhance your stay near Greenock Country Club and local attractions.
The price is CNY1,837
CNY2,052 total
includes taxes & fees
May 3 - May 4
Devonfield Inn B&B
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
This peaceful Lenox hotel overlooks a picturesque lake where spectacular sunsets unfold daily. Enjoy Indian cuisine at Mint restaurant, complimentary breakfast, and free WiFi. Just 10 minutes from Tanglewood Music Center with convenient parking.
The price is CNY781
CNY873 total
includes taxes & fees
May 11 - May 12
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (888 reviews)
Nestled in South Lee, this family-friendly retreat features 4 pools total - 2 indoor and 2 outdoor, including a seasonal option. Enjoy refreshments at the pool bar or coffee shop after exploring nearby Tanglewood Music Center and Berkshire attractions.
The price is CNY873
CNY1,108 total
includes taxes & fees
May 5 - May 6
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Front of property
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
This cozy B&B offers a tranquil escape with an outdoor pool and massage services. Just minutes from National Shrine of the Divine Mercy and Berkshire Theatre Festival, guests enjoy free breakfast, WiFi, and parking while exploring the scenic area.
The price is CNY1,795
CNY2,105 total
includes taxes & fees
May 4 - May 5
The Inn at Stockbridge
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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Check out reviews of Windsor hotels guests love

Berkshires Untold

Berkshires Untold

8/10 Good
"Check in was super easy and the staff is very friendly and accommodating. The main entry/lobby area is very nice and modern with comfortable sitting areas and a bar. The rooms are small but clean and efficient. Was glad to have a fridge but a microwave would be nice for leftovers. The beds are very comfortable and there is plenty of storage. Rooms are individually heated/cooled and the baths are very nice/modern. Huge bonus that they allow cats and dogs! 😸🐕"
F Richard 3-night trip
Posted 1 hour ago
Berkshires Untold

Frequently asked questions

How much does a hotel room cost in Windsor?
You can discover great hotels in Windsor from CNY542 with properties to suit all budgets and needs. If you're after an affordable hotel in Windsor that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Windsor hotels?
Discover great deals on Windsor hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Windsor hotels.
Can I book Windsor hotels with free cancellation?
To book a refundable Windsor hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What accommodations do travelers like in Windsor?
Guests like FairBridge Inn Express.
Can I book refundable hotels in Windsor?
If you need the flexibility to change your travel plans to Windsor, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Windsor be like during my trip?
July and August are typically the warmest months in Windsor when the average temp is 63°F. January and February are the coldest months when the average temperature is 25°F. July and August are the months with the most rain.
Why should I book my Windsor hotel with Hotels.com?
There are lots of reasons to book your Windsor trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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