Compare Winchester Guest House Rentals
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Featured Guest Houses in Winchester

The Burrell House
112 Washington St Keene NH
$140 nightly
The price is $152 total per night
$152 total
Feb 3 - Feb 4
Total with taxes and fees
The Burrell House features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking.

Blooming Inn
22 Mechanic St Shelburne Falls MA
$139 nightly
The price is $150 total per night
$150 total
Feb 3 - Feb 4
Total with taxes and fees
Blooming Inn features free WiFi in public areas, coffee in a common area, and refrigerator in a common area. You can put free offsite parking to good use if you drive.
Free WiFi
Air conditioning

In town, newly remodeled studio with private balcony
Shelburne Falls MA
$131 nightly
The price is $146 total per night
$146 total
Mar 4 - Mar 5
Total with taxes and fees
This guesthouse features free WiFi in public areas and a garden.

The Inn At Quail Run
106 Smith Road Wilmington VT
$225 nightly
The price is $248 total per night
$248 total
Feb 3 - Feb 4
Total with taxes and fees
The Inn At Quail Run features a sauna, free WiFi in public areas, and a hot tub. If you plan to drive, free parking is available. Additional amenities include a seasonal outdoor pool, a microwave in a common area, and a refrigerator in a common area.

Relax in a Unique Treehouse Getaway - in Southwest NH
Munsonville NH
At this guesthouse, guests have access to features like local meal delivery service. This smoke-free guesthouse also has a garden.
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.
Hotel Options in Winchester

The Colonial Hotel
625 Betty Spring Road Gardner MA
$160 nightly
The price is $179 total per night from Feb 3 to Feb 4
$179 total
Feb 3 - Feb 4
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
$118 nightly
The price is $129 total per night from Mar 3 to Mar 4
$129 total
Mar 3 - Mar 4
Total with taxes and fees
8.4/10 Very Good! (759 reviews)

Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
$105 nightly
The price is $116 total per night from Mar 2 to Mar 3
$116 total
Mar 2 - Mar 3
Total with taxes and fees
8.2/10 Very Good! (940 reviews)
Winchester Guest Houses essential information
Accommodation | 7 Guest Houses |
|---|---|
Lowest Price | $116 |
Highest Price | $248 |
Popular accommodation | The Burrell House, Blooming Inn, In town, newly remodeled studio with private balcony , The Inn At Quail Run, Relax in a Unique Treehouse Getaway - in Southwest NH, Magical Retreat Cottage - Brilliant Autumn Colors and Waterfalls Vermont Getaway, Angels Rest Retreat |
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