Book Guest Houses in Winchester, NH

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Top Guest Houses in Winchester

Blooming Inn

Blooming Inn

3 out of 5
22 Mechanic St Shelburne Falls MA
$150 nightly
The price is $162 total per night
$162 total
Apr 16 - Apr 17
Total with taxes and fees
This guesthouse includes free WiFi in public areas and a virtual front desk.
Free WiFi
Air conditioning
The Inn At Quail Run

The Inn At Quail Run

2.5 out of 5
106 Smith Road Wilmington VT
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $215 total per night
$215 total
Apr 16 - Apr 17
Total with taxes and fees
This guesthouse features a seasonal outdoor pool and a hot tub. Enjoy the sauna and perks like free self parking and free WiFi. A garden, a picnic area, and laundry facilities are also on offer.
Pool
Hot Tub
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
$171 nightly
The price is $186 total per night
$186 total
Apr 19 - Apr 20
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area is also provided.
Parking included
Free WiFi
In town, newly remodeled studio with private balcony

In town, newly remodeled studio with private balcony

Shelburne Falls MA
$140 nightly
The price is $156 total per night
$156 total
Apr 20 - Apr 21
Total with taxes and fees
Free WiFi in public areas and a garden are available at this guesthouse.
Free WiFi
Air conditioning
Relax in a Unique Treehouse Getaway - in Southwest NH

Relax in a Unique Treehouse Getaway - in Southwest NH

Munsonville NH
$310 nightly
The price is $336 total per night
$336 total
Apr 19 - Apr 20
Total with taxes and fees
A garden is available at this guesthouse.
Free WiFi
Air conditioning
Pristine Magical Retreat Cottage - 15 min to Mt Snow skiing

Pristine Magical Retreat Cottage - 15 min to Mt Snow skiing

East Dover VT
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This guesthouse features a garden, a living plant wall, and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Free WiFi
Angels Rest Retreat

Angels Rest Retreat

3 out of 5
63 North County Road Leyden MA
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This guesthouse's 2 hot tubs and outdoor pool are among the featured amenities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A terrace, a lobby fireplace, and wedding services are also on offer.
Pool
Hot Tub
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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 hotels in Winchester

Vikings Villages Resort

Vikings Villages Resort

360 Viking Village Drive Guilford VT
$223 nightly
The price is $243 total per night from Apr 16 to Apr 17
$243 total
Apr 16 - Apr 17
Total with taxes and fees
10/10 Exceptional! (182 reviews)

Winchester Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$89
Highest Price
$336
Popular accommodation
Blooming Inn, The Inn At Quail Run, The Burrell House, In town, newly remodeled studio with private balcony , Relax in a Unique Treehouse Getaway - in Southwest NH, Pristine Magical Retreat Cottage - 15 min to Mt Snow skiing, Angels Rest Retreat

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