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Resorts in Windsor

D. Hotel Suites & Spa

3.0 star property
9.4 out of 10, Exceptional, (2250)
"Front desk staff was very welcoming and went above and beyond for us "
The price is SAR 610
SAR 708 total
includes taxes & fees
4 Aug - 5 Aug
D. Hotel Suites & Spa

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (524)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is SAR 379
SAR 508 total
includes taxes & fees
23 Jul - 24 Jul
Berkshire Mountain Lodge

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (640)
"We enjoyed the unique character and flavor of the hotel!"
The price is SAR 841
SAR 939 total
includes taxes & fees
23 Jul - 24 Jul
Berkshires Untold

Quality Inn West Springfield

2.5 star property
7.0 out of 10, Good, (1007)
"Clean and spacious rooms Very friendly staff"
The price is SAR 317
SAR 363 total
includes taxes & fees
17 Aug - 18 Aug
Quality Inn West Springfield

Tru by Hilton Chicopee Springfield

2.5 star property
8.8 out of 10, Excellent, (1008)
"Staff is very accommodating and friendly "
The price is SAR 411
SAR 467 total
includes taxes & fees
3 Aug - 4 Aug
Tru by Hilton Chicopee Springfield

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (471)
"Wonderful stay. Helpful, professional staff. "
The price is SAR 878
SAR 981 total
includes taxes & fees
10 Aug - 11 Aug
The Williams Inn

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great place"
The price is SAR 603
SAR 673 total
includes taxes & fees
20 Aug - 21 Aug
Hotel Downstreet, Ascend Hotel Collection

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (678)
"Had a great time"
The price is SAR 520
SAR 633 total
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"I had excellent stay at the Red Lion Inn "
The price is SAR 713
SAR 964 total
includes taxes & fees
13 Aug - 14 Aug
The Red Lion Inn

Hotel UMass

2.5 star property
8.8 out of 10, Excellent, (1010)
"Great place to stay while spending time with your UMASS student! Easy parking, great location, friendly staff "
The price is SAR 672
SAR 758 total
includes taxes & fees
31 Jul - 1 Aug
Hotel UMass

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (826)
"Very convenient location, downtown, short drive to local attractions "
The price is SAR 484
SAR 540 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (751)
"Close to our target event a plus"
The price is SAR 267
SAR 298 total
includes taxes & fees
4 Aug - 5 Aug
FairBridge Inn Express

Inn on Boltwood

3.0 star property
9.4 out of 10, Exceptional, (681)
"Very cute historic Inn right in Amherst. "
Inn on Boltwood

Comfort Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1006)
"overall decent hotel for the price"
The price is SAR 585
SAR 654 total
includes taxes & fees
19 Aug - 20 Aug
Comfort Inn & Suites

Riverdale Inn

2.0 star property
5.8 out of 10, (1002)
"Close to shopping area, nice to stay and services. "
The price is SAR 315
SAR 360 total
includes taxes & fees
23 Jul - 24 Jul
Riverdale Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1010)
"Very nice stay"
The price is SAR 475
SAR 531 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Berkshire Hills Inn & Suites

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (496)
"Had a fantastic stay, love this property. Cant wsit to go back"
The price is SAR 692
SAR 773 total
includes taxes & fees
12 Aug - 13 Aug
The Constance by the Lenox Collection

Fairfield Inn & Suites Springfield Holyoke

2.5 star property
9.2 out of 10, Wonderful, (542)
"Easy to find, spacious and comfortable."
The price is SAR 443
SAR 494 total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites Springfield Holyoke

Comfort Inn & Suites

2.5 star property
7.6 out of 10, Good, (846)
"Great customer service and quiet area with a lot of close restaurants "
The price is SAR 392
SAR 449 total
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Loved the Yankee Inn!"
The price is SAR 507
SAR 566 total
includes taxes & fees
31 Jul - 1 Aug
The Yankee, Trademark Collection by Wyndham
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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Top Windsor Hotel Reviews

Frequently asked questions

What is Windsor like for a resort vacation?
You deserve a getaway, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing stay in Windsor. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, blissful spa treatments, or nightly entertainment options.
What's a favorite resort for my stay in Windsor?
Our top-rated resort near Windsor: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 19.9 mi (32 km) from Windsor. Enjoy the sauna, fitness center, and terrace.
What can I do in Windsor?
Bas Ridge Golf Course, Mount Greylock State Reservation Visitor Center, and Mount Greylock are a few interesting places to visit nearby. In the area, other attractions include Barrington Stage Company and Berkshire Museum.
What's the weather like in Windsor?
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's the best way to get to and around Windsor?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 13.8 mi (22.2 km) from the city center. Otherwise, look for flights into Westfield, MA (BAF-Barnes Municipal), which is 28.9 mi (46.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.