Find 2 Star Hotels in Windsor, MA from AED 238
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Windsor 2 Star Hotels
Compare Windsor 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.2 out of 10, Wonderful, (1001)
The price is AED 372
AED 415 total
includes taxes & fees
18 May - 19 May

Quality Inn
Quality Inn
8.2 out of 10, Very Good, (1002)
The price is AED 372
AED 415 total
includes taxes & fees
26 May - 27 May

Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (337)
The price is AED 544
AED 607 total
includes taxes & fees
18 May - 19 May

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.6 out of 10, Excellent, (1001)
The price is AED 372
AED 415 total
includes taxes & fees
18 May - 19 May

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (722)
The price is AED 253
AED 283 total
includes taxes & fees
12 May - 13 May

Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Williamstown
6.4 out of 10, (842)
The price is AED 331
AED 369 total
includes taxes & fees
12 May - 13 May

The Villager Motel
The Villager Motel
8.8 out of 10, Excellent, (701)
The price is AED 290
AED 324 total
includes taxes & fees
12 May - 13 May

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1001)
The price is AED 556
AED 621 total
includes taxes & fees
29 May - 30 May
Save an average of 15% on thousands of hotels when you're signed in
Explore similar 3-star hotels
Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Windsor.

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is AED 403 per night from May 12 to May 13
AED 403
AED 490 total
12 May - 13 May
includes taxes & fees
8.6/10 Excellent! (1,798 reviews)
Still don't see what you're looking for?
See all properties in Windsor.
You can also use these popular filters to refine your search.
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.
Learn more about Windsor
Explore Windsor: its food and more!
Recent reviews of Windsor hotels
Recent reviews of Windsor hotels

Howard Johnson by Wyndham Lenox
5/5 Excellent
Best the money can offer
"Great value for short stay"
A verified traveler stayed at Howard Johnson by Wyndham Lenox
Posted 7 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Windsor Hotels by Star Rating
Stay near popular Windsor attractions
- Hotels near Tanglewood Music Center
- Hotels near Williams College
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Lee Premium Outlets
- Hotels near Mount Greylock
- Hotels near The Clark Art Institute
- Hotels near The Mount
- Hotels near Norman Rockwell Museum
- Hotels near Jacob's Pillow
- Hotels near Berkshire East Ski Resort
- Hotels near Hancock Shaker Village
- Hotels near Bousquet Ski Area
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Berkshire Botanical Garden
- Hotels near Shakespeare and Company
- Hotels near Williamstown Theatre Festival
- Hotels near Naumkeag Museum
More Accommodation Types in
- Vacation Homes in Windsor
- Apartments in Windsor
- Cottages in Windsor
- Condo Rentals in Windsor
- Resorts in Windsor
- B&B in Windsor
- Farmstay in Windsor
- Cabin Rentals in Windsor
- Motels in Windsor
- Guest Houses in Windsor
- Chalets in Windsor
- Aparthotels in Windsor
- Inns in Windsor
- Villas in Windsor
- Condo Resorts in Windsor
- Lodges in Windsor
Explore more hotels
- Hotel On North
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- Best Western Plus Berkshire Hills Inn & Suites
- The Porches Inn at Mass MoCA
- The Cornell Inn, Lenox & The Berkshires
- Howard Johnson by Wyndham Lenox
- Quality Inn
- Fairfield Inn & Suites by Marriott Williamstown
- Courtyard by Marriott Lenox Berkshires
- Club Wyndham Bentley Brook
- Hampton Inn & Suites Berkshires-Lenox
- Willows Motel Williamstown
- The Central Downtown Inn & Suites
- Blooming Inn
- Williamstown Motel
- Jiminy Peak Mountain Resort
- The Villager Motel
- Berkshire Inn
- Wagon Wheel Inn
- Berkshire Travel Lodge