2 Stars Hotels in Winchester, Winsted from CA $112

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester 2 Star Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Winchester 2 Star Hotels

Our top choices for Winchester 2-star hotels

Extended Stay America Suites Hartford Farmington
Deluxe Studio, Multiple Beds, Non Smoking

Extended Stay America Suites Hartford Farmington

2.5 star property
8.0 out of 10, Very good, (984)
"Had a great time, clean, quiet, staff respectful."
The price is CA $142
CA $164 total
includes taxes & fees
Sep 4 - Sep 5
Extended Stay America Suites Hartford Farmington
Fairfield Inn & Suites by Marriott Plainville
Lobby

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (881)
"Great stay would and will stay again "
The price is CA $132
CA $152 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn & Suites by Marriott Plainville
Hampton Inn & Suites Hartford/Farmington
Exterior

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1003)
"Nice staff and good location"
The price is CA $212
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Hartford/Farmington
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"Very comfortable for a weeks' stay. Good location "
The price is CA $120
CA $138 total
includes taxes & fees
Sep 3 - Sep 4
Days Inn by Wyndham Torrington
Americas Best Value Inn Torrington CT
Premium bedding, down comforters, Select Comfort beds, in-room safe

Americas Best Value Inn Torrington CT

2.5 star property
5.6 out of 10, (747)
"Tina, front desk rep, was lovely & helpful. She was the best part of our overnight stay."
The price is CA $131
CA $150 total
includes taxes & fees
Sep 4 - Sep 5
Americas Best Value Inn Torrington CT
Hitching Post Country Motel
Front of property

Hitching Post Country Motel

2.5 star property
6.6 out of 10, (62)
"It was all I needed Hosts were very gracious. "
The price is CA $179
CA $206 total
includes taxes & fees
Sep 4 - Sep 5
Hitching Post Country Motel
PLYMOUTH MOTOR LODGE
Interior

PLYMOUTH MOTOR LODGE

2.5 star property
7.6 out of 10, Good, (158)
"Good stay for an overnight stop"
The price is CA $112
CA $129 total
includes taxes & fees
Sep 7 - Sep 8
PLYMOUTH MOTOR LODGE
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is CA $254
CA $284 total
includes taxes & fees
Sep 28 - Sep 29
Wilder House Berkshires
The Millerton Inn
Exterior

The Millerton Inn

2.0 star property
8.0 out of 10, Very good, (8)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
The Millerton Inn
Sunny, vintage farmhouse in the center of quintessential New England farm town.
Exterior

Sunny, vintage farmhouse in the center of quintessential New England farm town.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property, very cozy and alot of history in the house. Host goes above and beyond to make sure everything is ready for your stay. Communication is out of this world. Would absolutely stay again. "
Sunny, vintage farmhouse in the center of quintessential New England farm town.
Steele Brook Manor Tranquil get away nestled in Litchfield County.
Interior

Steele Brook Manor Tranquil get away nestled in Litchfield County.

2.0 star property
9.6 out of 10, Exceptional, (4)
"This apartment in an older home met all of our needs. It was well-equipped and well-furnished, neat and clean, quiet with ample parking. "
Steele Brook Manor Tranquil get away nestled in Litchfield County.
The Race Mountain House
Pool

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (3)
"I spent my 60th birthday with a few friends at Mountain House and it was even better than I dreamed. The comfort and simplicity of the decor along with the mountain views. A must for those who like simple elegance."
The Race Mountain House
Lake Congamond Cozy Stylish Comfortable House
Sun loungers, beach towels

Lake Congamond Cozy Stylish Comfortable House

2.0 star property
9.6 out of 10, Exceptional, (7)
"This cozy cottage was perfect. It was definitely a great lication and close to a lot of stores. The beds were really comfortable too. Thesellerr was super helpfula sn"
Lake Congamond Cozy Stylish Comfortable House
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
Terrace/patio

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

2.0 star property
10.0 out of 10, Exceptional, (6)
"This was a perfect base camp for my family's long weekend trip to hit a few towns and ski hills (Butternut, Catamount) in the region. The house was perfect for our family of 5 and was clean, well appointed and was a great mix of modern/updated and classic charm. The location was super convenient (10-min to town and 5-min to ski) yet it was nice to be in our own house surrounded by woods. I would really like to come back in the summer as it is also very close to lake access, appalachian trail,...
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
Elm Motel
Reception

Elm Motel

2.0 star property
7.2 out of 10, Good, (123)
"Very clean, lacking bathroom and bathroom storage. Good price."
The price is CA $123
CA $137 total
includes taxes & fees
Aug 31 - Sep 1
Elm Motel
Cozy 4 Bedroom West Hartford House
Exterior

Cozy 4 Bedroom West Hartford House

2.0 star property
8.4 out of 10, Very good, (5)
"The property was very roomy and comfortable for our family of 11. My only concerns were livingroom couches look like they need a good cleaning and home was a bit dated in areas. Parking and Amenities such as water, shampoo, body wash were great. "
Cozy 4 Bedroom West Hartford House
Race Brook Lodge
Exterior

Race Brook Lodge

2.0 star property
8.4 out of 10, Very good, (31)
" Wonderful property, food, relaxation, and friendly staff. "
Race Brook Lodge
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
Property grounds

Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook

2.0 star property
10.0 out of 10, Exceptional, (11)
"Marko was a fantastic host! So responsive and friendly! The property was beyond words. Every piece of decor had a story! We loved it SO much that my husband and our friends will be returning next year! We got there to find that Marko left us a lovely note and a bottle of wine! Gave us great suggestions on things to do and we wanted for NOTHING…Everything we needed was both available indoors and outdoors! The babbling brook with the yoga area was so zen! We absolutely enjoyed ourselves and...
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Interior

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
The price is CA $333
CA $865 total
includes taxes & fees
Sep 10 - Sep 11
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Interior

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice apartment. Beautiful grounds and gardens. We enjoyed ourselves. It was a very comfy place to return to as we enjoyed Jacob's Pillow and our other explorations around the Berkshires. "
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

1 Bradley International Airport, Windsor Locks, CT
The price is CA $356 per night from Sep 4 to Sep 5
CA $356
CA $410 total
Sep 4 - Sep 5
includes taxes & fees
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Top Winchester Hotel Reviews

Find out more about Winchester

Find out more about Winchester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Winchester.

Explore a world of travel with Expedia

Explore a world of travel with Expedia