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Hotels in Winchester

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Check Last Minute Winchester Hotel Deals

Tonight May 18 - May 19Next weekend May 23 - May 25

Choose from 402 Winchester Hotel Deals

The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
  • 50 min drive from Pisgah State Park
Stay at this 3-star business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,011 reviews)
"Clean, roomy, great bar and restaurant on the premises"

Reviewed on May 14, 2025

The Colonial Hotel
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
  • 17 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,000 reviews)
Graduation & Mother's Day Bonus
"We were there to celebrate our daughter's graduation. When we woke up the next morning (Mother's Day), all the graduation decorations were replaced with Mother's Day in the buffet room! Lori handed out Mother's Day cards to all the moms and had chocolates out for the taking. What a lovely gesture. ..."

Reviewed on May 12, 2025

Best Western Plus Keene Hotel
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
  • 11 min drive from Pisgah State Park
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,001 reviews)
"Ive stayed perty much everywhere in brattleboro and i found this to be the best"

Reviewed on May 13, 2025

Colonial Motel And Spa
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
  • 12 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (625 reviews)
"We came to Brattleboro for a concert and the Comfort Inn provided just what it advertised - a comfortable place to stay for a decent rate. We loved how convenient it is to downtown. As far as the amenities go, we did not check out the pool or gym, but loved the free cookies available all day! The ..."

Reviewed on May 5, 2025

Comfort Inn & Suites Brattleboro I-91
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
  • 22 min drive from Pisgah State Park
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,006 reviews)
"Nice facility, clean, comfortable. Have concern that there were no non slip strips on tub bottom and not a hand rail anywhere."

Reviewed on May 16, 2025

The Putney Inn
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
  • 20 min drive from Pisgah State Park
Stay at this 3-star business-friendly hotel in Keene. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
"I’ve stayed here twice. Both times it was good enough and I’d likely stay there again. I stayed in their king suite with a fancier bath. The main issue is that the dresser drawers in the living area were off their tracks so didn’t close properly. Seems like a minor but visually obvious detail that ..."

Reviewed on May 10, 2025

Courtyard by Marriott Keene Downtown
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
  • 9 min drive from Pisgah State Park
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (735 reviews)
Great Place!
"Great stay in a unique historic hotel in a great location. Will definitely be back!"

Reviewed on May 13, 2025

Latchis Hotel
Hampton Inn & Suites Greenfield
Hampton Inn & Suites Greenfield
2.5 out of 5
184 Shelburne Rd, Greenfield, MA
  • 43 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (799 reviews)
"The staff at this Hampton Inn was excellent. Our room was also nice and very clean. However, if you are staying here when the renovations are happening, be warned that the pool and fitness center are closed, there is a very limited breakfast area, and there is no group seating in the lobby. I am ..."

Reviewed on May 4, 2025

Hampton Inn & Suites Greenfield
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
  • 12 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8/10 Very Good! (819 reviews)
"Nice enough property. Needs more updating, but it has begun. Pool and hot tub area was just renovated and looked great and worked great. Breakfast varied slightly from day to day. Always replenished and kept clean. Friendly and attentive staff in multiple locations throughout hotel"

Reviewed on May 11, 2025

Hampton Inn Brattleboro
Vikings Villages Resort
Vikings Villages Resort
2 out of 5
360 Stony Hill Rd South, Guilford, Brattleboro, VT
  • 17 min drive from Pisgah State Park
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
10/10 Exceptional! (102 reviews)
"Great spot and quiet!!!"

Reviewed on Apr 1, 2025

Vikings Villages Resort
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 out of 5
100 Chickering Drive, Brattleboro, VT
  • 11 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (986 reviews)
"Clean, neat, good breakfast, quiet, and friendly staff. We had a perfect stay."

Reviewed on May 13, 2025

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Hampton Inn & Suites Keene
Hampton Inn & Suites Keene
2.5 out of 5
126 Key Rd, Keene, NH
  • 18 min drive from Pisgah State Park
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (298 reviews)
"Newer property, well maintained with a very friendly staff. Great stay for the many Rail Trails and history available in Keene. Highly recommend👍"

Reviewed on May 17, 2025

Hampton Inn & Suites Keene
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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