Find 2 Star Hotels in Winchester, CT from $86

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Our top choices for Winchester 2-star hotels

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1002)
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
$80 nightly
The price is $93
Dec 20 - Dec 21
Total with taxes and fees
Extended Stay America Suites Hartford Farmington

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1000)
"Clean room and great staff"
United States
Beth
$108 nightly
The price is $124
Dec 20 - Dec 21
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$84 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
Days Inn by Wyndham Torrington

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (779)
"Walls are thin but it was clean and safe with friendly staff."
United States
Daniel
$102 nightly
The price is $117
Dec 14 - Dec 15
Total with taxes and fees
Americas Best Value Inn Torrington CT

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (908)
"Yes, the room was clean. Staff was very nice and we look forward to our next stay"
United States
Liza Marie
$87 nightly
The price is $100
Dec 28 - Dec 29
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (178)
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
$74 nightly
The price is $86
Dec 14 - Dec 15
Total with taxes and fees
PLYMOUTH MOTOR LODGE

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
$151 nightly
The price is $169
Dec 18 - Dec 19
Total with taxes and fees
Wilder House Berkshires

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (80)
"Basic accommodation that was clean and easy."
United States
Elizabeth
$130 nightly
The price is $150
Dec 12 - Dec 13
Total with taxes and fees
Hitching Post Country Motel

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very Good, (9)
"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!"
United States
Jason
$179 nightly
The price is $203
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Millerton Inn

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10
2.0 star property
Bloomfield
9.4 out of 10, Exceptional, (3)
"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!! "
United States
Joslynn T.
$607 nightly
The price is $688
Dec 14 - Dec 15
Total with taxes and fees
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123)
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
Elm Motel

Stylish Townhome | Perfect for Family Gatherings & Events

Stylish Townhome | Perfect for Family Gatherings & Events
2.0 star property
Bloomfield
10.0 out of 10, Exceptional, (4)
"The house was newer and the living room and kitchen had open layout that enabled to spend quality time with family."
United States
Muhammad G.
$607 nightly
The price is $688
Dec 14 - Dec 15
Total with taxes and fees
Stylish Townhome | Perfect for Family Gatherings & Events

Race Brook Lodge

Race Brook Lodge
2.0 star property
Sheffield
8.4 out of 10, Very Good, (31)
" Wonderful property, food, relaxation, and friendly staff. "
United States
Faraz
Race Brook Lodge

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

Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
2.0 star property
Bethlehem
10.0 out of 10, Exceptional, (14)
"3 lied the fire pit and the kitchen was well equipped"
United States
WINNIE M.
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook

Steele Brook Manor Tranquil get away nestled in Litchfield County.

Steele Brook Manor Tranquil get away nestled in Litchfield County.
2.0 star property
Watertown
9.2 out of 10, Wonderful, (5)
"Terrific place to stay for Taft School weekend events. Reasonably priced, comfortable, and clean. We’ll be back in the future."
United States
Chris L.
Steele Brook Manor Tranquil get away nestled in Litchfield County.

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

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
2.0 star property
Sheffield
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. "
United States
Denn S.
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

53 Geary Ave

53 Geary Ave
2.0 star property
Bristol
53 Geary Ave

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
Goshen
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
$614 nightly
The price is $629
Dec 14 - Dec 15
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT

J Suite on John Smith

J Suite on John Smith
2.0 star property
West Hartford
6.0 out of 10, (3)
"Did not stay even one night. Was charged anyway. The driveway, walkway and stairs were dangerously icy and poorly treated considering the weather. Moved to a hotel."
United States
Kae V.
J Suite on John Smith

Lake Congamond Cozy Stylish Comfortable House

Lake Congamond Cozy Stylish Comfortable House
2.0 star property
Suffield
9.4 out of 10, Exceptional, (8)
"Had a great stay in a lovely location. "
United States
C M.
Lake Congamond Cozy Stylish Comfortable House
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Winchester Motel Guide

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