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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Winchester Cottages

Our top choices for Winchester cottages

Charming cottage in pleasant Smithville with AC
Interior

Charming cottage in pleasant Smithville with AC

The price is CA $100
CA $207 total
includes taxes & fees
Aug 27 - Aug 28
Charming cottage in pleasant Smithville with AC
Cozy Cottage With a View in La Grange
Property grounds

Cozy Cottage With a View in La Grange

The price is CA $139
CA $219 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Cottage With a View in La Grange
Charming 1-bedroom cottage 8 minutes from Round Top-WiFi, AC -zHEN House Silo #1
1 bedroom, free WiFi, bed sheets

Charming 1-bedroom cottage 8 minutes from Round Top-WiFi, AC -zHEN House Silo #1

9.8 out of 10, Exceptional, (26)
"Perfect little cottage style lodging in a beautiful area."
The price is CA $312
CA $457 total
includes taxes & fees
Aug 27 - Aug 28
Charming 1-bedroom cottage 8 minutes from Round Top-WiFi, AC -zHEN House Silo #1
The White Magnolia Cottage
Dining

The White Magnolia Cottage

9.8 out of 10, Exceptional, (41)
"A wonderful place to stay with a perfect location"
The price is CA $249
CA $299 total
includes taxes & fees
Aug 27 - Aug 28
The White Magnolia Cottage
The Sloan - Farmstead
1 bedroom, WiFi, bed sheets

The Sloan - Farmstead

The price is CA $321
CA $471 total
includes taxes & fees
Aug 27 - Aug 28
The Sloan - Farmstead
8 Minutes from Round Top! Your Silo-Bration Destination COOP-A-Cabana Silo #3
1 bedroom, free WiFi, bed sheets

8 Minutes from Round Top! Your Silo-Bration Destination COOP-A-Cabana Silo #3

9.8 out of 10, Exceptional, (59)
"Beautifully anointed silo! Wonderful accommodations for a country excursion!"
The price is CA $312
CA $457 total
includes taxes & fees
Aug 27 - Aug 28
8 Minutes from Round Top! Your Silo-Bration Destination COOP-A-Cabana Silo #3
8 Minutes from Round Top! Your Silo-Bration Destination StoneHENge Silo #2
Exterior detail

8 Minutes from Round Top! Your Silo-Bration Destination StoneHENge Silo #2

9.8 out of 10, Exceptional, (39)
"We had fun again and we hope yo be back next year for the MS 150 ride"
The price is CA $312
CA $457 total
includes taxes & fees
Aug 27 - Aug 28
8 Minutes from Round Top! Your Silo-Bration Destination StoneHENge Silo #2
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.
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Top Winchester Hotel Reviews

Executive inn & Suites

Executive inn & Suites

10/10 Excellent
"Great place for the price, everything worked. Had towels and service completed easily each day with no issues. Just found a couple dead bugs in the corner and the towels were very small. But overall it was great. Thank you for your services. "
Susan 2-night trip
Posted 2 days ago
Executive inn & Suites

Find out more about Winchester

Find out more about Winchester

Winchester Cottages information

Number of reviews
405
Accommodation
27 Cottages
Lowest Price
CA $249
Highest Price
CA $321

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