Windsor accommodation from AU$136

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Check prices in Windsor for tonight, 18 Aug - 19 Aug
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Top hotel deals in Windsor

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is AU$203 per night
AU$203
27 Aug - 28 Aug
includes taxes & fees
20.99 km from city centre
Vacation Village in the Berkshires: Family-friendly condo with free WiFi and free parking. Located near theme parks.
Pool
Parking included
Free cancellation
Reserve now, pay when you stay
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
20.85 km from city centre
Berkshire Mountain Lodge: Business-friendly lodge with free WiFi and free parking. Located near skiing.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is AU$274 per night
AU$274
26 Aug - 27 Aug
includes taxes & fees
23.14 km from city centre
Berkshires Untold: Pet-friendly lodge with free WiFi and free parking. Guests love the helpful staff!
Pet-friendly
Parking included
Free cancellation
Reserve now, pay when you stay
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
The price is AU$247 per night
AU$247
16 Sept - 17 Sept
includes taxes & fees
21.87 km from city centre
Hotel Downstreet, Ascend Hotel Collection: Pet-friendly hotel with free WiFi and free parking. Located near skiing.
Pool
Hot tub
Free cancellation
Reserve now, pay when you stay
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is AU$136 per night
AU$136
1 Sept - 2 Sept
includes taxes & fees
21.6 km from city centre
Howard Johnson by Wyndham Lenox: Motel with free WiFi and free parking. Located near skiing.
Pool
Parking included
Free cancellation
Reserve now, pay when you stay
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
The price is AU$396 per night
AU$396
15 Sept - 16 Sept
includes taxes & fees
25.83 km from city centre
The Williams Inn: Pet-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
Pet-friendly
Parking included
Free cancellation
Reserve now, pay when you stay
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 out of 5
190 Meadow Street, South Lee, MA
The price is AU$179 per night
AU$179
2 Sept - 3 Sept
includes taxes & fees
32.14 km from city centre
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Family-friendly hotel with 2 outdoor pools and a poolside bar. Located near skiing.
Pool
Air conditioning
Free cancellation
Reserve now, pay when you stay
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
The price is AU$184 per night
AU$184
21 Aug - 22 Aug
includes taxes & fees
35.49 km from city centre
Red Roof Inn PLUS+ South Deerfield – Amherst: Pet-friendly hotel with free WiFi and free parking. Guests love the helpful staff!
Pet-friendly
Parking included
Free cancellation
Reserve now, pay when you stay
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is AU$393 per night
AU$393
27 Aug - 28 Aug
includes taxes & fees
33.37 km from city centre
The Red Lion Inn: Pet-friendly hotel with free WiFi and an outdoor pool. Located near skiing.
Pool
Spa
Free cancellation
Reserve now, pay when you stay
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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.

Accommodation in Windsor

Hotels in Windsor are a bit limited. So it's lucky for you that Wotif lists some options in the wider area. Within 30 kilometres, you'll find about 68 choices.

Some of Wotif's suggested options are the Rookwood Inn and the Gateways Inn & Restaurant. Look into them if you're happy with a bit of travel. Another set of hotels are the Hampton Terrace Inn and the Cranwell Spa and Golf Resort.

Even though it's situated 19 kilometres away from the center of town, Hancock is definitely worth thinking about. It has 3 options to pick from, Wyndham Bentley Brook and Jiminy Peak Mountain Resort.

For more options, try the Birchwood Inn and the Federal House Inn. They are located 25 kilometres and 35 kilometres respectively from the main center. Others include the Orchards Hotel, 25 kilometres away, and the Hampton Inn & Suites Berkshires Lenox, 20 kilometres.

The close by localities of Pittsfield and North Adams are definitely worth going to. Pittsfield is 18 kilometres to the southwest of Windsor, while North Adams is 20 kilometres to the north. Pittsfield hotels are the Crowne Plaza Pittsfield-Berkshires and White Horse Inn. North Adams options include the Holiday Inn Berkshires and The Porches Inn.

Can't live without sport? Enjoy your passion by visiting Mullins Center, which is situated to the east of Windsor. Like to stay close by? The Lord Jeffery Inn and the Courtyard by Marriott Hadley Amherst may be just what you're looking for.

Visitors planning on flying via Albany International Airport might like to stay at the Residence Inn by Marriott Albany Airport or The Desmond Hotel Albany, which are both close by.

Windsor hotels essential information

Accommodation
980 hotels
Lowest Price
AU$136
Highest Price
AU$396
Popular hotels
Vacation Village in the Berkshires, Berkshire Mountain Lodge, Berkshires Untold, Hotel Downstreet, Ascend Hotel Collection, Howard Johnson by Wyndham Lenox, The Williams Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Red Roof Inn PLUS+ South Deerfield – Amherst, The Red Lion Inn

Frequently asked questions

How many days should I spend in Windsor?
Stay a few days, a week or a lot longer — you do you. Start by considering the attractions and activities you're interested in as well as your preferred travel pace. Your budget will have an influence too. When it's time to book your Windsor hotel and flight, we're here to make it happen.
Where should a first-time tourist stay in Windsor?
Once you enter your travel dates and click search, use our handy "View map" feature to find Windsor hotels in an area you like. Eager to stay near the biggest and best sights? Select the "Popular locations" filter and go where the action is. Wotif makes working out where to stay easy-peasy, especially if you've never been to Windsor before.
How much does a Windsor hotel cost?
Windsor hotel prices vary based on when you travel and just how swanky you want your digs to be. To score AU$136 cheap accommodation in Windsor, enter your details, hit search, then filter your results by budget, property class, amenities and more. Another way to keep costs down? Avoid travelling during the high season months of February, March and May, when rates are usually higher. Because the only thing better than an awesome holiday is getting it for an awesome price!
How do I get a cheap hotel in Windsor?
Easy as. For cheap hotels in Windsor, follow these tips:

  • Go midweek: Prices are almost always cheaper from Mondays through to Thursdays.
  • Sign up for a Wotif account: Unlock exclusive Mates Rates discounts, including 10% or more off select hotels, when you're signed in to Wotif.
  • Travel during the low season: October, November and December are Windsor's least busy months which means there'll be lower prices.
  • Sort results by lowest price: Once you've refined your search with our filters, sort by the lowest price to find the best deals.

New reviews! Best hotels in Windsor

Berkshire Mountain Lodge
Wotif Verified Review
5 / 5
We were pleasantly surprised with these accommodations, having not realized that we were getting a suite with kitchen accoutrements! Everything about the suite was wonderful and the location suited well for overnight while attending a concert at nearby Tanglewood in Lenox, MA. I gave 4 stars to the staff and 5 stars for everything else. They seemed somewhat inexperienced, but they were doing their best, I am sure, and will eventually become seasoned registration staff. After all, everyone in any job has startup routines to master.
A verified traveller from Lititz stayed at Berkshire Mountain Lodge
Posted 16 hours ago
Berkshire Mountain Lodge

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