Hotels in Windsor
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Top Rated Windsor Hotels
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
13.55 mi from city center
$135 nightly
The price is $151 total per night
$151 total
Apr 28 - Apr 29
Total with taxes and fees
Guests of Hotel Downstreet, an Ascend Collection Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
12.95 mi from city center
$108 nightly
The price is $120 total per night
$120 total
Apr 30 - May 1
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf lodge include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
14.37 mi from city center
$102 nightly
The price is $114 total per night
$114 total
Apr 5 - Apr 6
Total with taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a fireplace in the lobby, and a water dispenser.
Pet friendly
Parking included
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
19.96 mi from city center
$130 nightly
The price is $145 total per night
$145 total
Apr 14 - Apr 15
Total with taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and a terrace.
Pool
Air conditioning
The Williams Inn
101 Spring Street Williamstown MA
16.04 mi from city center
$246 nightly
The price is $275 total per night
$275 total
Apr 2 - Apr 3
Total with taxes and fees
At The Williams Inn, guests have access to a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a terrace, and a ballroom.
Pet friendly
Parking included
Huttopia Berkshires
312 Kittle Rd Williamstown MA
14.94 mi from city center
Guests staying at Huttopia Berkshires enjoy an outdoor pool, free WiFi in public areas, and a picnic area. You can put free parking to good use if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pool
Pet friendly
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
13.45 mi from city center
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub
The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
16.94 mi from city center
$98 nightly
The price is $109 total per night
$109 total
Apr 13 - Apr 14
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Breakfast included
Pet friendly
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
Free Cancellation
Reserve now, pay when you stay
22.04 mi from city center
$85 nightly
The price is $95 total per night
$95 total
Apr 13 - Apr 14
Total with taxes and fees
Guests of Red Roof Inn PLUS+ South Deerfield – Amherst enjoy free WiFi in public areas, coffee in a common area, and an arcade/game room. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, an ATM, and a vending machine.
Pet friendly
Parking included
The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
20.72 mi from city center
$189 nightly
The price is $211 total per night
$211 total
Apr 7 - Apr 8
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
11.47 mi from city center
$110 nightly
The price is $123 total per night
$123 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
14.8 mi from city center
$139 nightly
The price is $155 total per night
$155 total
Apr 9 - Apr 10
Total with taxes and fees
Guests staying at Courtyard by Marriott Lenox Berkshires enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and express check-in.
Pool
Parking included
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.
Where is a good place to stay in Windsor?
What are some favorite hotels in Windsor?
Consider these top hotels around Windsor:
- Vacation Village in the Berkshires is located 13 mi away, and this condo has free parking, private patios, and a fitness center.
- Hotel Downstreet, an Ascend Collection Hotel is located 13.6 mi away, and this hotel has free WiFi, free parking, and a 24-hour fitness center.
- Berkshire Mountain Lodge is located 13 mi away, and this lodge has free WiFi, free parking, and in-room kitchens.
Windsor hotels essential information
Accommodation | 1,008 hotels |
|---|---|
Lowest Price | $95 |
Highest Price | $275 |
Popular hotels | Hotel Downstreet, an Ascend Collection Hotel, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Williams Inn, Huttopia Berkshires , The Yankee, Trademark Collection by Wyndham, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Red Roof Inn PLUS+ South Deerfield – Amherst, The Red Lion Inn, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Courtyard by Marriott Lenox Berkshires |
Recent Reviews
The Williams Inn
5/5 Excellent
"We went on a freezing cold February weekend and it was amazing!! Inn was cozy and clean, just gorgeous with its lobby fireplace and immaculate room. Best part was having dinner at The Barn and heading up the stairs to watch the Olympics in our toasty warm room. Will definitely book again and recommend to anyone!"
A verified traveler stayed at The Williams Inn
Posted 4 hours ago
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