A snow-covered town with a river running through it, surrounded by mountains and trees.

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Our top choices for Winchester 3-star hotels

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,001 reviews)
"Good place to stay "
United States
Glenn
The price is SAR 521
SAR 582 total
includes taxes & fees
6 Jul - 7 Jul
The Colonial Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,004 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is SAR 448
SAR 486 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Keene Hotel

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 reviews)
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
United States
Debra
The price is SAR 287
SAR 316 total
includes taxes & fees
6 Jul - 7 Jul
Colonial Motel

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Na no breakfast parking easy no cost "
United States
John
The price is SAR 710
SAR 770 total
includes taxes & fees
29 Jun - 30 Jun
Courtyard by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (782 reviews)
"My favorite hotel!!!!"
United States
Brian
The price is SAR 619
SAR 672 total
includes taxes & fees
28 Jul - 29 Jul
Fairfield Inn & Suites by Marriott Keene Downtown

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (1 review)
"The Inn was quiet, convenient and offered excellent food."
United States
Jay
The price is SAR 867
SAR 1,069 total
includes taxes & fees
30 Jun - 1 Jul
Deerfield Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (140 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is SAR 369
SAR 596 total
includes taxes & fees
30 Jun - 1 Jul
Blooming Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is SAR 562
SAR 618 total
includes taxes & fees
29 Jun - 30 Jun
Colonel Williams Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is SAR 645
SAR 700 total
includes taxes & fees
7 Jul - 8 Jul
The Carriage Barn Inn

The Inn at Kampfires

The Inn at Kampfires
3.5 star property
Brattleboro
9.4 out of 10, Exceptional, (43 reviews)
"The guest house and as new. It was very comfortable for the entire family and we would go back again."
United States
Nancy E
The Inn at Kampfires

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The Maguire House Bed & Breakfast

Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!
3.0 star property
Orange
10.0 out of 10, Exceptional, (1 review)
"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "
United States
Jean
Lakefront Orange Vacation Rental - Pet Friendly!

Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home

Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home
3.0 star property
Ashburnham
Cushing Home Family Cabin Near Wachusett Mtn 4 Bedroom Home

Cavalier Cottage B&B

Cavalier Cottage B&B
3.0 star property
Shelburne Falls
9.0 out of 10, Wonderful, (2 reviews)
"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor activities (white water rafting, fishing, hiking). "
United States
jennifer
Cavalier Cottage B&B

8 Mi to Mount Snow: Rustic Marlboro Cottage

8 Mi to Mount Snow: Rustic Marlboro Cottage
3.0 star property
Wilmington
8 Mi to Mount Snow: Rustic Marlboro Cottage

Deck, Mountain Views: Colorful Retreat in Vernon!

Deck, Mountain Views: Colorful Retreat in Vernon!
3.0 star property
Vernon
10.0 out of 10, Exceptional, (1 review)
"The property was exquisite, affordable and amazing, me and the family enjoyed everything. Thank you to our host for you professional demeanor and hospitality."
United States
Michael
Deck, Mountain Views: Colorful Retreat in Vernon!

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Studio w/ Trail Access ~ 10 Mi to Brattleboro!
3.0 star property
Vernon
10.0 out of 10, Exceptional, (1 review)
"Perfect nature getaway! The small cabin has all of the essentials, great heat and water and excellent WiFi was a bonus. Location is ideal for hiking the local town forest and easy to drive into Brattleboro for local shopping. Very quiet and peaceful neighborhood."
United States
Charlene
Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Furnished Deck + Views: Walpole Cabin Retreat

Furnished Deck + Views: Walpole Cabin Retreat
3.0 star property
Walpole
10.0 out of 10, Exceptional, (1 review)
"The property is lovely with amazing views. All the detailed touches that make the property what it is makes for a unique and memorable experience. The host provided extra touches such as flowers, sweets and champagne for our anniversary. The view is just breathtaking. One can see 7 ski mountains in the winter. The sky is so clear at night, the stars are in view. Wonderful stay!"
United States
Lisa
Furnished Deck + Views: Walpole Cabin Retreat

Green River Bridge Inn

Green River Bridge Inn
3.0 star property
Guilford
8.4 out of 10, Very Good, (13 reviews)
"Beautiful Inn and property"
United States
JaDean
Green River Bridge Inn

Deck & Fire Pit: Cottage Near Monadnock State Park

Deck & Fire Pit: Cottage Near Monadnock State Park
3.0 star property
Jaffrey
Deck & Fire Pit: Cottage Near Monadnock State Park
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Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

A snow-covered town with a river running through it, surrounded by mountains and trees.

Top Winchester Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Winchester?
To lock in a great-value 3-star hotel in Winchester, use our convenient filter tools. Determine your budget, choose your desired amenities and lots more. You can also arrange your search results so the cheapest options are at the top.

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What is the difference between a 4-star and 3-star hotel in Winchester?
Book a stay at a 3-star hotel and you can look forward to comfortable and well-kept rooms and conveniences such as free WiFi, fitness equipment and tea and coffee making facilities. These lodgings may also feature a restaurant and bar on-site. Elevate your Winchester trip by opting for a 4-star hotel. With things like a spa, round-the-clock room service and premium toiletries, you'll experience a higher level of relaxation and comfort.
What is the difference between a 3-star hotel and a motel in Winchester?
Motels typically offer lower rates than hotels, which makes them great if you're exploring around Winchester on a shoestring. A sought-after pick for overnight stays, these roadside accommodations have simply furnished rooms, basic services and on-site parking. Book a 3-star hotel and you can expect to pay more for additional comfort, space and conveniences. Guests can make use of things like free WiFi, a lobby and business facilities at this kind of property.