Search for Cheap Deals on
3 Star Hotels in Winchester

Photo by Donny Campos

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured 3 Star Winchester Hotels

The Colonial Hotel
3 out of 5
Fully refundableReserve now, pay when you stay
  • 50 min drive from Pisgah State Park
The price is $156 per night from Jan 9 to Jan 10
$156
includes taxes & fees
Jan 9 - Jan 10
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 ...
The Colonial Hotel
Colonial Motel And Spa
3 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min drive from Pisgah State Park
The price is $108 per night from Jan 12 to Jan 13
$108
includes taxes & fees
Jan 12 - Jan 13
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 ...
Colonial Motel And Spa
Courtyard by Marriott Keene Downtown
3 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min drive from Pisgah State Park
The price is $165 per night from Jan 13 to Jan 14
$165
includes taxes & fees
Jan 13 - Jan 14
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 ...
Courtyard by Marriott Keene Downtown
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus Keene Hotel
3 out of 5
Fully refundableReserve now, pay when you stay
  • 17 min drive from Pisgah State Park
The price is $133 per night from Jan 13 to Jan 14
$133
includes taxes & fees
Jan 13 - Jan 14
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 ...
Best Western Plus Keene Hotel
Colonel Williams Inn
3 out of 5
  • 21 min drive from Pisgah State Park
The price is $172 per night from Jan 9 to Jan 10
$172
includes taxes & fees
Jan 9 - Jan 10
Stay at this 3-star B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Colonel Williams Inn
Blooming Inn
3 out of 5
  • 42 min drive from Pisgah State Park
The price is $163 per night from Jan 12 to Jan 13
$163
includes taxes & fees
Jan 12 - Jan 13
Stay at this 3-star guesthouse in Shelburne Falls. Enjoy free WiFi, snowmobiling on site, and snowshoeing on site. Popular attractions Glacial Potholes, Shelburne ...
Blooming Inn
The Carriage Barn Inn
3 out of 5
  • 19 min drive from Pisgah State Park
The price is $154 per night from Jan 9 to Jan 10
$154
includes taxes & fees
Jan 9 - Jan 10
Stay at this 3-star B&B in Keene. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thorne-Sagendorph Art Gallery and Thorne Sagendorph ...
The Carriage Barn Inn
Centennial House
3.5 out of 5
  • 24 min drive from Pisgah State Park
The price is $210 per night from Jan 10 to Jan 11
$210
includes taxes & fees
Jan 10 - Jan 11
Stay at this 3.5-star golf B&B in Northfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Moody Center and Schell Bridge are located ...
Centennial House
Four Columns Inn
3 out of 5
  • 30 min drive from Pisgah State Park
Stay at this 3-star B&B in Newfane. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Townshend State Park is located nearby.
Four Columns Inn
The Inn at Kampfires
3.5 out of 5
  • 15 min drive from Pisgah State Park
Stay at this 3.5-star family-friendly vacation home in Brattleboro. Enjoy free WiFi, free parking, and a business center. Popular attractions Actors Theatre ...
The Inn at Kampfires
The Engel House
3 out of 5
  • 26 min drive from Pisgah State Park
Stay at this 3-star B&B in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jacksonville Pond and Honora Winery are located ...
The Engel House
The Maguire House Bed & Breakfast
3.5 out of 5
  • 42 min drive from Pisgah State Park
Stay at this 3.5-star B&B in Ashburnham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ashburnham Town Hall and Stevens Memorial Library ...
The Maguire House Bed & Breakfast
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

3-Star Hotels in Winchester

If Goldilocks was searching for the perfect place to stay, she’d choose a 3-star hotel. These hotels are not too fancy, not too basic, but just right. They’re the ideal middle ground for suiting your travel needs when you don’t want too much—or too little.

The Just Right Hotel

Put Goldilock’s “just right” theory to use on your next trip and stay at one of the 3-star hotels in Winchester. These hotels may not roll out the red carpet upon your arrival, but you can expect more luxuries than a simple bed and bathroom. So what are 3-star hotels like in Winchester?

First off, you’ll find spacious rooms with convenient amenities, like Wi-Fi access and business areas. The best 3-star hotels even feature swimming pools and fitness centers, so you can burn off some energy before exploring the city. What’s more, many 3-star hotels are located near expressways and top attractions to keep you near the center of all the action.

Just Right Prices

The hotel amenities at a 3-star hotel near Winchester aren’t the only things you’ll find just right. You can score ridiculously good deals on 3-star hotels, where you’ll get way more bang for your buck. Filter hotels by:

  • Hotwire Hot Rate: Take a Hotwire Hot Rate for a whirl—you’ll like what you see! You can score an incredible deal, but you won’t find out the name of your hotel until after you book.

  • Price: Let’s see how low you can go - rooms start at $108.

  • Amenities: Looking for more than basic but less than luxury? Choose hotels with the amenities that match your preferences.

When you know what you want, it’s OK to be a little picky. Skip the luxury pads and ignore the motels—a 3-star hotel has your name on it. Save even more on your 3-star accommodation with our Hotwire Hot Rates.