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Hotels in Winchester

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Choose from 400 Winchester Hotel Deals

The Colonial Hotel
The Colonial Hotel
3 out of 5
625 Betty Spring Road, Gardner, MA
  • 39 min drive from New England Sweetwater Farm & Distillery
The price is $156 per night from Apr 23 to Apr 24
$156
includes taxes & fees
Apr 23 - Apr 24
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! (1,005 reviews)
"Wonderful stay."

Reviewed on Apr 19, 2025

The Colonial Hotel
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
  • 23 min drive from New England Sweetwater Farm & Distillery
The price is $117 per night from Apr 29 to Apr 30
$117
includes taxes & fees
Apr 29 - Apr 30
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! (813 reviews)
Will stay there again
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought ..."

Reviewed on Apr 8, 2025

Hampton Inn Brattleboro
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
  • 21 min drive from New England Sweetwater Farm & Distillery
The price is $120 per night from Apr 23 to Apr 24
$120
includes taxes & fees
Apr 23 - Apr 24
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)
"A little steep on nightly accommodation pricing considering the shape things are in which is "in disrepair". Staff was excellent, room okay. I would consider staying again but only if you are negotiable on the nightly rate."

Reviewed on Apr 20, 2025

Colonial Motel And Spa
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
  • 33 min drive from New England Sweetwater Farm & Distillery
The price is $102 per night from Apr 23 to Apr 24
$102
includes taxes & fees
Apr 23 - Apr 24
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! (1,001 reviews)
Good, affordable option close to I-91
"Basic, affordable motel conveniently located off I-91. It’s dated and nothing fancy, but the service is friendly, rooms are spacious, comfortable, and have a fridge and microwave and coffee maker. A basic continental breakfast is included. Everything we needed for our short stay."

Reviewed on Apr 15, 2025

The Putney Inn
Courtyard by Marriott Keene Downtown
Courtyard by Marriott Keene Downtown
3 out of 5
75 Railroad St, Keene, NH
  • 28 min drive from New England Sweetwater Farm & Distillery
The price is $161 per night from Apr 27 to Apr 28
$161
includes taxes & fees
Apr 27 - Apr 28
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)
"Did the trick: clean, good location near downtown. Easy parking."

Reviewed on Apr 20, 2025

Courtyard by Marriott Keene Downtown
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
  • 22 min drive from New England Sweetwater Farm & Distillery
The price is $119 per night from Apr 28 to Apr 29
$119
includes taxes & fees
Apr 28 - Apr 29
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! (618 reviews)
"All nice"

Reviewed on Apr 5, 2025

Comfort Inn & Suites Brattleboro I-91
Hampton Inn & Suites Greenfield
Hampton Inn & Suites Greenfield
2.5 out of 5
184 Shelburne Rd, Greenfield, MA
  • 33 min drive from New England Sweetwater Farm & Distillery
The price is $170 per night from Apr 29 to Apr 30
$170
includes taxes & fees
Apr 29 - Apr 30
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! (789 reviews)
"Exactly what we expected"

Reviewed on Apr 11, 2025

Hampton Inn & Suites Greenfield
Latchis Hotel
Latchis Hotel
2.5 out of 5
50 Main Street, Brattleboro, VT
  • 17 min drive from New England Sweetwater Farm & Distillery
The price is $153 per night from Apr 23 to Apr 24
$153
includes taxes & fees
Apr 23 - Apr 24
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! (726 reviews)
"The ambience of the Latchis makes it a favorite place to stay. I’ve stayed there many times on business trips and have never been disappointed."

Reviewed on Apr 13, 2025

Latchis Hotel
Best Western Plus Keene Hotel
Best Western Plus Keene Hotel
3 out of 5
401 Winchester St, Keene, NH
  • 26 min drive from New England Sweetwater Farm & Distillery
The price is $132 per night from Apr 23 to Apr 24
$132
includes taxes & fees
Apr 23 - Apr 24
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! (1,001 reviews)
"Hotel is clean and staff helpful. The best part of our stay was the breakfast. Great selection of food and very well maintained. Lori is exceptional. She keeps the dining area clean and organized."

Reviewed on Apr 19, 2025

Best Western Plus Keene Hotel
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 out of 5
30 Main Street, Keene, NH
  • 28 min drive from New England Sweetwater Farm & Distillery
The price is $154 per night from May 18 to May 19
$154
includes taxes & fees
May 18 - May 19
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (700 reviews)
"I’ve stayed here multiple times and it has been one of the best hotels I’ve stayed in. Excellent service and extremely friendly staff. Highly recommend. 👍"

Reviewed on Apr 13, 2025

Fairfield Inn & Suites by Marriott Keene Downtown
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
  • 21 min drive from New England Sweetwater Farm & Distillery
The price is $156 per night from May 4 to May 5
$156
includes taxes & fees
May 4 - May 5
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! (980 reviews)
Quite and clean
"Super clean, beds were comfortable and the two bedroom suite had a great layout for privacy. The biggest highlight was, you could not hear the neighbors at all, which is incredibly rare at a hotel."

Reviewed on Apr 15, 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
  • 26 min drive from New England Sweetwater Farm & Distillery
The price is $152 per night from Apr 29 to Apr 30
$152
includes taxes & fees
Apr 29 - Apr 30
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! (290 reviews)
"Was a very nice hotel. We had a really nice stay."

Reviewed on Apr 12, 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.

Find cheap hotels in Winchester

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